HOSPITABLE

Tune into the Hospitable Hosts Podcast

Tap into the minds of short-term rental industry experts and learn their secrets to building a successful vacation rental business. New episodes bi-weekly.
Hospitable Hosts
On this episode of the Hospitable Hosts podcast, we are joined by Joanne Whitby-Lee, Area Manager at Booking.com. Joanne is responsible for the leadership of teams across Australia and oversees the management of Booking.com's accommodation partners. 

We discussed Hospitable’s integration with Booking.com, and how that makes it easier than ever for hosts to list and manage their properties on Booking.com directly through the Hospitable platform.

Timestamps:
0:00 - Introduction
3:01 - Premier Partner Program
7:24 - Listing your property on Booking.com
8:52 - Booking.com's strategy for Property Managers
12:07 - Partner Program impact on guest experience
14:42 - Integration benefits for different types of hosts
16:53 - Short-term rental market trends (APAC)
21:24 - Why use Hospitable with Booking.com
25:37 - Maximizing your success on Booking.com

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

On this episode of the Hospitable Hosts podcast, we are joined by Joanne Whitby-Lee, Area Manager at Booking.com. Joanne is responsible for the leadership of teams across Australia and oversees the management of Booking.com's accommodation partners.

We discussed Hospitable’s integration with Booking.com, and how that makes it easier than ever for hosts to list and manage their properties on Booking.com directly through the Hospitable platform.

Timestamps:
0:00 - Introduction
3:01 - Premier Partner Program
7:24 - Listing your property on Booking.com
8:52 - Booking.com's strategy for Property Managers
12:07 - Partner Program impact on guest experience
14:42 - Integration benefits for different types of hosts
16:53 - Short-term rental market trends (APAC)
21:24 - Why use Hospitable with Booking.com
25:37 - Maximizing your success on Booking.com

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC4zMUEyMkQwOTk0NTg4MDgw

Mastering Booking.com with Joanne Whitby-Lee by Hospitable Hosts

What does it take to evolve from one of Airbnb’s very first hosts to running a thriving short-term rental business with a growing portfolio of luxury properties? Erika Sampaio, founder of Manage This Home, joins us to share her remarkable 16-year journey in hospitality—from navigating the chaos of early OTA management, to pivoting during the pandemic, to building a resilient, guest-first brand in New York’s competitive Catskills market.

You can connect with Erika via her website https://www.managethishome.com/ and Instagram https://www.instagram.com/managethishome/

Timestamps:
0:00 - Introduction to Erika's business
8:07 - Trips to drive more direct bookings
11:50 - The challenges of hosting
16:00 - Top Hospitable features
21:08 - Advice to owners for choosing a property manager

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

What does it take to evolve from one of Airbnb’s very first hosts to running a thriving short-term rental business with a growing portfolio of luxury properties? Erika Sampaio, founder of Manage This Home, joins us to share her remarkable 16-year journey in hospitality—from navigating the chaos of early OTA management, to pivoting during the pandemic, to building a resilient, guest-first brand in New York’s competitive Catskills market.

You can connect with Erika via her website https://www.managethishome.com/ and Instagram https://www.instagram.com/managethishome/

Timestamps:
0:00 - Introduction to Erika's business
8:07 - Trips to drive more direct bookings
11:50 - The challenges of hosting
16:00 - Top Hospitable features
21:08 - Advice to owners for choosing a property manager

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC4wNEU1MTI4NkZEMzVBN0JF

From Airbnb’s Early Days to Direct Booking Powerhouse: Erika Sampaio’s Journey

On today's episode of the Hospitable Hosts podcast, we're speaking with James Varley from Host Planet. James will tell us a bit more about Host Planet and how you can use their resources to learn more about hosting, get some tips and tricks from them and from industry experts. James will also tell us more about the Host Planet Playbook, something that we're collaborating with them on over the next couple of months, and that you can get involved in.

Follow this link to learn more and sign up: https://www.hostplanet.club/post/host-planet-hospitable-launch-global-collaboration-to-spotlight-str-superstars

Timestamps:
0:00 - Introduction
2:38 - Overview of Host Planet
7:15 - Global reach and audience
9:36 - Host Planet Playbook initiative
11:53 - How can Hospitable hosts get involved

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

On today's episode of the Hospitable Hosts podcast, we're speaking with James Varley from Host Planet. James will tell us a bit more about Host Planet and how you can use their resources to learn more about hosting, get some tips and tricks from them and from industry experts. James will also tell us more about the Host Planet Playbook, something that we're collaborating with them on over the next couple of months, and that you can get involved in.

Follow this link to learn more and sign up: https://www.hostplanet.club/post/host-planet-hospitable-launch-global-collaboration-to-spotlight-str-superstars

Timestamps:
0:00 - Introduction
2:38 - Overview of Host Planet
7:15 - Global reach and audience
9:36 - Host Planet Playbook initiative
11:53 - How can Hospitable hosts get involved

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC5CQkEwRDA0MDkwNUM2MDY1

Feature Your Business in the Host Planet Playbook

Unlock the playbook behind Michael Elefante’s short‑term‑rental empire in this fast‑paced episode. We dive into how he’s using Hospitable’s AI, direct‑booking engine, and top‑notch support to automate away the headaches and boost profit. Michael also shares fresh 2025 STR trends - from shifting guest expectations to pricing tactics, and reveals why he launched BNB Investor Academy to help everyday investors scale just like he did. Tune in for actionable gems, market foresight, and a dose of host‑to‑host inspiration.

bnbinvestoracademy.com
https://www.instagram.com/melefante6

Timestamps:
0:00 - Introduction
1:45 - BNB Investor Academy
4:08 - Michael's property portfolio
6:14 - Michael's team
7:17 - Using Hospitable
8:50 - Why use a Property Management Software
10:21 - Most useful features
11:30 - Other software for STRs
13:10 - Upcoming industry trends
15:00 - Thoughts on direct bookings

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

Unlock the playbook behind Michael Elefante’s short‑term‑rental empire in this fast‑paced episode. We dive into how he’s using Hospitable’s AI, direct‑booking engine, and top‑notch support to automate away the headaches and boost profit. Michael also shares fresh 2025 STR trends - from shifting guest expectations to pricing tactics, and reveals why he launched BNB Investor Academy to help everyday investors scale just like he did. Tune in for actionable gems, market foresight, and a dose of host‑to‑host inspiration.

bnbinvestoracademy.com
https://www.instagram.com/melefante6

Timestamps:
0:00 - Introduction
1:45 - BNB Investor Academy
4:08 - Michael's property portfolio
6:14 - Michael's team
7:17 - Using Hospitable
8:50 - Why use a Property Management Software
10:21 - Most useful features
11:30 - Other software for STRs
13:10 - Upcoming industry trends
15:00 - Thoughts on direct bookings

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC5GNjAwN0Y0QTFGOTVDMEMy

Direct Bookings, AI Magic, and 2025 Forecasts with Michael Elefante by Hospitable Hosts

On today's episode of the Hospitable Hosts podcast, we sit down with Jason Muth, an SDR entrepreneur, coach, and founder of Pride Away Stays (https://prideawaystays.com/). 

Jason shares how he left behind the corporate media world and built a thriving short-term rental business in Provincetown, Massachusetts, with a strong mission to make hosting more inclusive and more efficient. From hitting $100,000 in direct booking revenue to co-hosting for others to running an SDR coaching business and podcasts, Jason is doing it all.

Timestamps:
0:00 - Introduction
2:24 - Going into hosting full-time
6:24 - Growing Pride Away stays
9:17 - Advice for new property managers
13:02 - Essential tools for hosting success
17:05 - Growing direct bookings to 100k
25:18 - Closing notes

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

On today's episode of the Hospitable Hosts podcast, we sit down with Jason Muth, an SDR entrepreneur, coach, and founder of Pride Away Stays (https://prideawaystays.com/).

Jason shares how he left behind the corporate media world and built a thriving short-term rental business in Provincetown, Massachusetts, with a strong mission to make hosting more inclusive and more efficient. From hitting $100,000 in direct booking revenue to co-hosting for others to running an SDR coaching business and podcasts, Jason is doing it all.

Timestamps:
0:00 - Introduction
2:24 - Going into hosting full-time
6:24 - Growing Pride Away stays
9:17 - Advice for new property managers
13:02 - Essential tools for hosting success
17:05 - Growing direct bookings to 100k
25:18 - Closing notes

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC43NERCMDIzQzFBMERCMEE3

Big Vision, Smart Systems: How Jason Muth Is Shaping the Future of Hosting

We’re excited to welcome Dana Lynch to the Hospitable Hosts podcast. Dana is a short-term rental host based in Austin, Texas, with properties in Osage Beach, Missouri. Dana started her hosting journey while working full-time as a real estate closer—learning the ins and outs of the business by listening to podcasts during her 2.5-hour commute to work. Initially, she relied on a property manager but quickly realized that communication was lacking, pushing her to take control of her business with the help of automation tools like Hospitable. Now, she’s on a mission to scale her portfolio, aiming to add seven more properties this year.

Timestamps:

0:00 - Introduction
1:16 - Getting started with short-term rentals
3:30 - Real estate knowledge
4:22 - Learning from podcasts
8:50 - STR beginner challenges
11:00 - Most useful Hospitable features
13:53 - Future goals
15:40 - Advice for aspiring hosts

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

We’re excited to welcome Dana Lynch to the Hospitable Hosts podcast. Dana is a short-term rental host based in Austin, Texas, with properties in Osage Beach, Missouri. Dana started her hosting journey while working full-time as a real estate closer—learning the ins and outs of the business by listening to podcasts during her 2.5-hour commute to work. Initially, she relied on a property manager but quickly realized that communication was lacking, pushing her to take control of her business with the help of automation tools like Hospitable. Now, she’s on a mission to scale her portfolio, aiming to add seven more properties this year.

Timestamps:

0:00 - Introduction
1:16 - Getting started with short-term rentals
3:30 - Real estate knowledge
4:22 - Learning from podcasts
8:50 - STR beginner challenges
11:00 - Most useful Hospitable features
13:53 - Future goals
15:40 - Advice for aspiring hosts

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC41NTZEOThBNThFOUVGQkVB

Learning on the Go: How Dana Lynch Used Podcasts to Master Short-Term Rentals

In this episode of the Hospitable Hosts podcast, we are joined by the team behind Crewdogs, a veteran-owned vacation rental company that brings a whole new meaning to hospitality by leveraging their military backgrounds to build a strong brand centered on trust, excellence, and service. Crewdogs is proving that short-term rentals can be more than just a business. It can be a mission.

We are also joined by three hosts who use both CrewDogs and Hospitable.

Follow Crewdogs on Instagram: https://www.instagram.com/staycrewdogs/

Timestamps:
0:00 - Introduction
5:47 - Inspiration behind Crewdogs
8:08 - Veteran community response to Crewdogs
10:05 - Getting started with hosting
14:26 - Memorable guest stories
16:37 - The importance of technology in hosting
20:11 - Advice to military families considering hosting
24:42 - Future goals for Crewdogs
26:13 - Future goals for the hosts


============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

In this episode of the Hospitable Hosts podcast, we are joined by the team behind Crewdogs, a veteran-owned vacation rental company that brings a whole new meaning to hospitality by leveraging their military backgrounds to build a strong brand centered on trust, excellence, and service. Crewdogs is proving that short-term rentals can be more than just a business. It can be a mission.

We are also joined by three hosts who use both CrewDogs and Hospitable.

Follow Crewdogs on Instagram: https://www.instagram.com/staycrewdogs/

Timestamps:
0:00 - Introduction
5:47 - Inspiration behind Crewdogs
8:08 - Veteran community response to Crewdogs
10:05 - Getting started with hosting
14:26 - Memorable guest stories
16:37 - The importance of technology in hosting
20:11 - Advice to military families considering hosting
24:42 - Future goals for Crewdogs
26:13 - Future goals for the hosts


============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC42Qzk5MkEzQjVFQjYwRDA4

Mission-Driven Hosting: How Crewdogs & Hospitable Empower US Military-Connected STRs

In today's episode of the Hospitable Hosts podcast, we’re diving into the latest short-term rental trends with Daniel from Key Data. Key Data is at the forefront of tracking performance metrics for the vacation rental industry, and Daniel will give us an inside look at how the market performed in Q1 — from ADR and RevPAR shifts to booking patterns and guest behavior. Plus, he’ll share what hosts should expect for the rest of 2025 and how to stay competitive.

Timestamps:
0:00 - Introduction
1:39 - US short-term rental market Q1 performance insights
4:55 - Tariff impacts in Q2
7:25 - Average daily rates trend
10:15 - Changes in the length of stay
12:10 - Changes in the booking channels
13:50 - Communicating market changes to property owners
16:45 - Key data points to look at
19:20 - Potential future market shifts

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

In today's episode of the Hospitable Hosts podcast, we’re diving into the latest short-term rental trends with Daniel from Key Data. Key Data is at the forefront of tracking performance metrics for the vacation rental industry, and Daniel will give us an inside look at how the market performed in Q1 — from ADR and RevPAR shifts to booking patterns and guest behavior. Plus, he’ll share what hosts should expect for the rest of 2025 and how to stay competitive.

Timestamps:
0:00 - Introduction
1:39 - US short-term rental market Q1 performance insights
4:55 - Tariff impacts in Q2
7:25 - Average daily rates trend
10:15 - Changes in the length of stay
12:10 - Changes in the booking channels
13:50 - Communicating market changes to property owners
16:45 - Key data points to look at
19:20 - Potential future market shifts

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC4zMEQ1MEIyRTFGNzhDQzFB

Q1 Trends and 2025 Outlook: What Key Data is Seeing in the North American Short-Term Rental Market

A Journey into Property Management: From a Side Gig to 65+ Properties with Branson Lakes Lodging

In this episode of the Hospitable Hosts podcast, we sit down with Eric Bell, founder of Milux and a dedicated Hospitable customer. Eric shares his inspiring journey from working as an electrical engineer to launching a thriving short-term rental business—all while managing properties remotely. From the challenges of arbitrage to the nuances of co-hosting, Eric walks us through his strategy for automating operations, scaling his business, and incorporating smart home technology to enhance guest experiences.

Eric recognizes that taking the time and effort to learn Hospitable features and utilizing them in his business processes will result in a value add for everyone involved. As owners/hosts, sometimes it’s difficult to identify what is important. Many tasks are urgent in this industry, but focusing effort on the important is essential, and tools are essential. 

Whether you’re an aspiring host or a seasoned STR professional, Eric’s insights on systemization, risk mitigation, and the future of hospitality tech are not to be missed. You can find Eric on Instagram @ericbellreal or contact him via his website: https://www.miluxstays.com/

Timestamps:
0:00 - Introduction
2:20 - Balancing short-term rentals with a full-time job
4:49 - The growth of Eric's business
9:48 - Lessons learned about rental arbitrage and co-hosting
13:00 - Managing STRs in urban vs vacation markets
16:05 - Smart home tech for short-term rentals
22:26 - Closing thoughts

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

In this episode of the Hospitable Hosts podcast, we sit down with Eric Bell, founder of Milux and a dedicated Hospitable customer. Eric shares his inspiring journey from working as an electrical engineer to launching a thriving short-term rental business—all while managing properties remotely. From the challenges of arbitrage to the nuances of co-hosting, Eric walks us through his strategy for automating operations, scaling his business, and incorporating smart home technology to enhance guest experiences.

Eric recognizes that taking the time and effort to learn Hospitable features and utilizing them in his business processes will result in a value add for everyone involved. As owners/hosts, sometimes it’s difficult to identify what is important. Many tasks are urgent in this industry, but focusing effort on the important is essential, and tools are essential.

Whether you’re an aspiring host or a seasoned STR professional, Eric’s insights on systemization, risk mitigation, and the future of hospitality tech are not to be missed. You can find Eric on Instagram @ericbellreal or contact him via his website: https://www.miluxstays.com/

Timestamps:
0:00 - Introduction
2:20 - Balancing short-term rentals with a full-time job
4:49 - The growth of Eric's business
9:48 - Lessons learned about rental arbitrage and co-hosting
13:00 - Managing STRs in urban vs vacation markets
16:05 - Smart home tech for short-term rentals
22:26 - Closing thoughts

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC44QzVGQUU2QjE2NDgxM0M4

From Engineer to Remote STR Pro: Eric Bell’s Journey to Automating Success by Hospitable Hosts

We have a special episode of the Hospitable Hosts podcast today. The CEO of Happy Guest, Mike O'Connell,  helped us to gather up a panel of four hosts who are using Hospitable and Happy Guest to help them upsell and automate their guest experience. Listen in for tips on where to start with upsells, what kind of products and services you should be offering, and also some extra tips on guest experience and direct booking. You will also get to hear some crazy guest stories at the end.

Timestamps:
0:00 - Introduction
2:52 - Starting with short-term rental upsells
6:44 - Upsell demand from guests
7:20 - Early check-in process
7:58 - Navigating the upsell process
11:06 - The fine line between upsells and a 5-star guest experience
11:56 - Acting as a concierge for the guests
13:35 - Marketing upsells to the guests
16:06 - Upsell fulfillment
17:36 - Bad upsell experiences
19:52 - Upselling local experiences
22:27 - Upsell callouts in guest reviews and messages
24:45 - Tips for getting great guest reviews
28:14 - Enhancing guest experience
30:11 - Experiences with direct bookings
33:35 - Why set up a direct booking website
37:04 - Lessons learned from horrific guest stories

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

We have a special episode of the Hospitable Hosts podcast today. The CEO of Happy Guest, Mike O'Connell, helped us to gather up a panel of four hosts who are using Hospitable and Happy Guest to help them upsell and automate their guest experience. Listen in for tips on where to start with upsells, what kind of products and services you should be offering, and also some extra tips on guest experience and direct booking. You will also get to hear some crazy guest stories at the end.

Timestamps:
0:00 - Introduction
2:52 - Starting with short-term rental upsells
6:44 - Upsell demand from guests
7:20 - Early check-in process
7:58 - Navigating the upsell process
11:06 - The fine line between upsells and a 5-star guest experience
11:56 - Acting as a concierge for the guests
13:35 - Marketing upsells to the guests
16:06 - Upsell fulfillment
17:36 - Bad upsell experiences
19:52 - Upselling local experiences
22:27 - Upsell callouts in guest reviews and messages
24:45 - Tips for getting great guest reviews
28:14 - Enhancing guest experience
30:11 - Experiences with direct bookings
33:35 - Why set up a direct booking website
37:04 - Lessons learned from horrific guest stories

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC5ENjI1QUI0MDI5NEQzODFE

Beyond the Stay: Mastering Upsells & Guest Experience in Short-Term Rentals

In this episode of the Hospitable Hosts podcast, we’re joined by Natalie Painter, Broker at Preserve Realty Co. and Owner of Preserve Property Co., a boutique vacation rental management company in the Outer Banks—one of the most competitive and well-established vacation rental markets in the U.S.

Natalie has built a thriving business by leveraging technology, automation, and AI while maintaining a high-touch, personalized guest experience. In this episode, we’ll explore how she’s scaling her business efficiently, why software like Hospitable is crucial for hosts looking to grow while staying lean, and her best advice for homeowners who want to self-manage successfully.

Timestamps:
0:00 - Introduction
2:09 - Starting with short-term rentals
3:55 - Navigating a competitive real estate market
6:05 - AI and automation for short-term rental management
8:20 - Personalizing automated communication
10:00 - Challenges of growing an STR business
12:29 - Getting started in a competitive STR market
14:50 - Starting as a property manager in a competitive market
17:09 - Future STR trends
19:52 - Goals for 2025 

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

In this episode of the Hospitable Hosts podcast, we’re joined by Natalie Painter, Broker at Preserve Realty Co. and Owner of Preserve Property Co., a boutique vacation rental management company in the Outer Banks—one of the most competitive and well-established vacation rental markets in the U.S.

Natalie has built a thriving business by leveraging technology, automation, and AI while maintaining a high-touch, personalized guest experience. In this episode, we’ll explore how she’s scaling her business efficiently, why software like Hospitable is crucial for hosts looking to grow while staying lean, and her best advice for homeowners who want to self-manage successfully.

Timestamps:
0:00 - Introduction
2:09 - Starting with short-term rentals
3:55 - Navigating a competitive real estate market
6:05 - AI and automation for short-term rental management
8:20 - Personalizing automated communication
10:00 - Challenges of growing an STR business
12:29 - Getting started in a competitive STR market
14:50 - Starting as a property manager in a competitive market
17:09 - Future STR trends
19:52 - Goals for 2025

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC41RTNBREYwMkI5QzU3RkY2

Scaling a Vacation Rental Business in a Competitive Market with Natalie Painter of Preserve Property

In this episode of the Hospitable Hosts podcast, we explore the future of short-term rental management, hospitality, and guest experience. Today, we’re diving into a topic that’s reshaping the way hosts operate: AI and Human Power Combined: Transforming the Guest Experience with Real-Time Support.

Our guest is Nicholas Falldine, Head of Product at Extenteam, a company that specializes in helping short-term rental hosts fill staffing gaps with the right talent. Nicholas is here to share his expertise on blending AI efficiency with human touch, ensuring that hosts can deliver outstanding hospitality—at scale.

Timestamps:
0:00 - Introduction
2:50 - AI in Host-to-Guest Communications
4:41 - Balancing AI and Humans
7:12 - Mixing Human Teams and AI for a Seamless Guest Experience
10:50 - Example of Using Hospitable and Extenteam
12:40 - Guest Communication Mistakes
15:43 - AI-Driven Guest Communication for Short-Term Rentals
21:23 - Key Takeaway for Short-Term Rental Hosts


============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

In this episode of the Hospitable Hosts podcast, we explore the future of short-term rental management, hospitality, and guest experience. Today, we’re diving into a topic that’s reshaping the way hosts operate: AI and Human Power Combined: Transforming the Guest Experience with Real-Time Support.

Our guest is Nicholas Falldine, Head of Product at Extenteam, a company that specializes in helping short-term rental hosts fill staffing gaps with the right talent. Nicholas is here to share his expertise on blending AI efficiency with human touch, ensuring that hosts can deliver outstanding hospitality—at scale.

Timestamps:
0:00 - Introduction
2:50 - AI in Host-to-Guest Communications
4:41 - Balancing AI and Humans
7:12 - Mixing Human Teams and AI for a Seamless Guest Experience
10:50 - Example of Using Hospitable and Extenteam
12:40 - Guest Communication Mistakes
15:43 - AI-Driven Guest Communication for Short-Term Rentals
21:23 - Key Takeaway for Short-Term Rental Hosts


============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC40QzRDOEU0QUYwNUIxN0M1

AI and Human Power Combined: Transforming the Guest Experience with Real-Time Support with Extenteam

Welcome back to another episode of the Hospitable Hosts podcast. Today we're diving deep into a topic that's on everyone's mind: Artificial Intelligence. The listeners who are already Hospitable customers and/or have watched our recent 2025 Roadmap Town Hall (https://www.youtube.com/watch?v=OFle4wurM5Q&t=2s)  will know that Hospitable is going big on AI. Another company with a keen AI focus is TIDY, and we have Chris Hawkins, CEO of TIDY, here today to tell us more about his view on AI for STR operations management.

Timestamps:
0:00 - Introduction
1:54 - AI and Property Management for Short-Term Rentals
5:58 - Solving Operational Challenges with AI
8:44 - Future of AI in Short-Term Rental Operations
12:01 - Ensuring Quality Cleaning for Short-Term Rentals
15:30 - Predicting Maintenance Issues
18:45 - AI Use in Daily Operations for Short-Term Rentals

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

Welcome back to another episode of the Hospitable Hosts podcast. Today we're diving deep into a topic that's on everyone's mind: Artificial Intelligence. The listeners who are already Hospitable customers and/or have watched our recent 2025 Roadmap Town Hall (https://www.youtube.com/watch?v=OFle4wurM5Q&t=2s) will know that Hospitable is going big on AI. Another company with a keen AI focus is TIDY, and we have Chris Hawkins, CEO of TIDY, here today to tell us more about his view on AI for STR operations management.

Timestamps:
0:00 - Introduction
1:54 - AI and Property Management for Short-Term Rentals
5:58 - Solving Operational Challenges with AI
8:44 - Future of AI in Short-Term Rental Operations
12:01 - Ensuring Quality Cleaning for Short-Term Rentals
15:30 - Predicting Maintenance Issues
18:45 - AI Use in Daily Operations for Short-Term Rentals

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC4yQjZFRkExQjFGODk3RUFD

TIDY’s View on AI for Short-Term Rental Operations

Unlock Revenue & Delight Guests: The Power of Automated Guest Journeys with LinkBase

Hospitable hosts Tracey and Aahil are short-term rental property managers in Ontario, Canada. In today’s episode, we discuss how Hospitable has helped them grow their property management business, the joys and challenges they face, how they choose which property owners to work with, and their advice on how owners should choose their property manager.

Check out the case study we did about one of Tracey's and Aahil's properties: https://www.youtube.com/watch?v=O2Gt-a0OtjM

Follow Tracey and Aahil on Instagram @ airbnbsimplified and Youtube @CheckinginwithTraceyandAahil 

Timestamps:
0:00 - Introduction
2:41 - Transition from arbitrage to management
4:14 - Remote hosting
6:19 - Property management challenges
7:10 - How to find the right property manager
10:22 - Why property management
13:22 - Sustainable growth
16:00 - Client vetting and relationship building
19:45 - Lessons learned

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

Hospitable hosts Tracey and Aahil are short-term rental property managers in Ontario, Canada. In today’s episode, we discuss how Hospitable has helped them grow their property management business, the joys and challenges they face, how they choose which property owners to work with, and their advice on how owners should choose their property manager.

Check out the case study we did about one of Tracey's and Aahil's properties: https://www.youtube.com/watch?v=O2Gt-a0OtjM

Follow Tracey and Aahil on Instagram @ airbnbsimplified and Youtube @CheckinginwithTraceyandAahil

Timestamps:
0:00 - Introduction
2:41 - Transition from arbitrage to management
4:14 - Remote hosting
6:19 - Property management challenges
7:10 - How to find the right property manager
10:22 - Why property management
13:22 - Sustainable growth
16:00 - Client vetting and relationship building
19:45 - Lessons learned

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC45NkVENTkxRDdCQUFBMDY4

From Renting Out a Single Basement Unit on Airbnb to Managing 60+ STR Properties

2025 STR Insurance: What Every Host Needs to Know with Steadily by Hospitable Hosts

Join us as we sit down with Josh Baldovino, a real estate investor who juggles multiple roles with remarkable success. By day, he's a Marketing Manager for a California winery, but his entrepreneurial spirit doesn't stop there. Josh also runs his own marketing agency and manages an impressive real estate portfolio, including a 111-unit apartment complex, 8 long-term rentals, and 4 short-term rentals in Columbus, Ohio. He's mastered various acquisition strategies – from the BRRRR method to wholesale deals – proving his versatility and market knowledge. In this episode of Hospitable Hosts, Josh shares his insights on balancing a busy schedule, maximizing ROI, and leveraging marketing expertise to thrive in the competitive world of real estate investing.

Timestamps:
0:00 - Introduction
1:00 - The best strategy for real estate acquisition
2:55 - Returns on STR vs LTR
4:28 - Staying organized with many properties
6:26 - Navigating a diverse portfolio
8:10 - Bringing in the marketing expertise
10:41 - Advice for beginners in short-term rentals
13:37 - Important software features to consider
16:36 - Future plans
18:06 - 2025 STR market predictions

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

Join us as we sit down with Josh Baldovino, a real estate investor who juggles multiple roles with remarkable success. By day, he's a Marketing Manager for a California winery, but his entrepreneurial spirit doesn't stop there. Josh also runs his own marketing agency and manages an impressive real estate portfolio, including a 111-unit apartment complex, 8 long-term rentals, and 4 short-term rentals in Columbus, Ohio. He's mastered various acquisition strategies – from the BRRRR method to wholesale deals – proving his versatility and market knowledge. In this episode of Hospitable Hosts, Josh shares his insights on balancing a busy schedule, maximizing ROI, and leveraging marketing expertise to thrive in the competitive world of real estate investing.

Timestamps:
0:00 - Introduction
1:00 - The best strategy for real estate acquisition
2:55 - Returns on STR vs LTR
4:28 - Staying organized with many properties
6:26 - Navigating a diverse portfolio
8:10 - Bringing in the marketing expertise
10:41 - Advice for beginners in short-term rentals
13:37 - Important software features to consider
16:36 - Future plans
18:06 - 2025 STR market predictions

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC5GNDg1Njc1QzZERjlFRjE5

From Wine Marketing to Real Estate Empire: A Conversation with Josh Baldovino by Hospitable Hosts

Welcome back to the Hospitable Hosts Podcast! Today, we're diving deep into the world of short-term rentals with a true expert in creating unforgettable guest experiences. Joining us is Steph Weber, founder of The Weber Co (http://theweberco.com), a company that helps hosts transform their properties into sought-after destinations through strategic branding, impactful design, and savvy marketing. Steph is also a hands-on host herself, leveraging powerful tools like Hospitable to streamline her operations and maximize bookings. Get ready for a jam-packed episode full of actionable insights and inspiring ideas to elevate your short-term rental game!
Follow Steph on Instagram @theweberco

Timestamps:
0:00 - Introduction
1:44 - Getting started with short-term rental interior design
5:14 - Common mistakes in STR branding and marketing
8:05 - Starting to market your short-term rental property
11:15 - Differentiating your property from the competition
15:56 - Balancing aesthetics and durability
20:26 - Using Hospitable to elevate guest experience
23:10 - 2025 industry trends

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

Welcome back to the Hospitable Hosts Podcast! Today, we're diving deep into the world of short-term rentals with a true expert in creating unforgettable guest experiences. Joining us is Steph Weber, founder of The Weber Co (http://theweberco.com), a company that helps hosts transform their properties into sought-after destinations through strategic branding, impactful design, and savvy marketing. Steph is also a hands-on host herself, leveraging powerful tools like Hospitable to streamline her operations and maximize bookings. Get ready for a jam-packed episode full of actionable insights and inspiring ideas to elevate your short-term rental game!
Follow Steph on Instagram @theweberco

Timestamps:
0:00 - Introduction
1:44 - Getting started with short-term rental interior design
5:14 - Common mistakes in STR branding and marketing
8:05 - Starting to market your short-term rental property
11:15 - Differentiating your property from the competition
15:56 - Balancing aesthetics and durability
20:26 - Using Hospitable to elevate guest experience
23:10 - 2025 industry trends

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC4xOTEzQzhBQzU3MDNDNjcz

Rave-Worthy Rentals: Branding, Design & Marketing Magic with Steph Weber by Hospitable Hosts

Diving into the Data: Analyzing Australian STR Trends

In today’s episode of the Hospitable Hosts podcast, we’re talking to Jeffrey Cottle, Senior Attorney at Anderson Business Advisors. Jeff and Miles dig into some key tax topics for short-term rental hosts in the US including how to decide on a business structure, how to maximize tax deductions, and some of the challenges that come with managing rentals across multiple states.

For Tax and Asset Protection Workshop, go here: https://aba.link/TAP1224
For a Strategy Session, go here: https://aba.link/SS1224

Timestamps:
0:00 - Introduction
0:34 - Using a business entity
6:05 - How to choose a business structure
9:55 - Business structure example for short-term rentals
12:25 - Maximizing tax deductions for short-term rental owners
20:50 - Owning properties in different states
25:45 - Top legal short-term rental pitfalls
29:58 - Estate planning with STRs

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in. 

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

In today’s episode of the Hospitable Hosts podcast, we’re talking to Jeffrey Cottle, Senior Attorney at Anderson Business Advisors. Jeff and Miles dig into some key tax topics for short-term rental hosts in the US including how to decide on a business structure, how to maximize tax deductions, and some of the challenges that come with managing rentals across multiple states.

For Tax and Asset Protection Workshop, go here: https://aba.link/TAP1224
For a Strategy Session, go here: https://aba.link/SS1224

Timestamps:
0:00 - Introduction
0:34 - Using a business entity
6:05 - How to choose a business structure
9:55 - Business structure example for short-term rentals
12:25 - Maximizing tax deductions for short-term rental owners
20:50 - Owning properties in different states
25:45 - Top legal short-term rental pitfalls
29:58 - Estate planning with STRs

============================
Find out more about Hospitable and get a 14-day free trial at https://hsptb.com/47WgnFD

Short-term and mid-term rental hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels.

Hospitable allows hosts to build their own direct booking website with guest vetting, $5M damage protection, and payment processing built-in.

https://www.instagram.com/hospitable_com/
https://www.linkedin.com/company/hospitable/
https://www.facebook.com/hospitable
https://twitter.com/hospitable

YouTube Video UEw1aTJrQkZ1SzBnRG9EUEZRbXl6cVhqaVEyeEEtX2ZmeC40QTA3NTU2RkM1QzlCMzYx

US STR Tax FAQs with Anderson Advisors by Hospitable Hosts