Vacation Rental Success

In this episode, I'm joined by the brilliant Jenn Boyles, founder of the Direct Booking Success Summit and host of the Direct Booking Success Podcast. Jenn is a passionate advocate for empowering hosts and property managers to take back control from the OTAs - and she did it herself with an incredible 80% direct booking rate.

We go deep into why direct booking is no longer an annual one-day event but a yea...

In this penultimate episode in our series on Direct Booking, this is an episode you can't afford to miss. Heather is joined by long-time industry leader Chris Maughan, the founder of i-PRAC and a pioneer in the trust movement for short-term rentals.

This conversation isn't about OTAs, algorithms, or the latest booking engine. It's about what really drives guests to book directly - and it's not price or pro...

In this solo episode, Heather shares her enthusiasm for Google's NotebookLM. If you've ever wished for a research assistant who knows your business inside and out - an assistant who can analyze guest reviews, SOPs, market data, and spit out insights without hallucinating - ...

In this bold and thought-provoking episode, Heather sits down with Humphrey Bowles, the founder of Truvi and who has adopted the term "digital sharecropping" within the short-term rental industry. Together, they explore the illusion of entrepreneurship in the short-term rental world - especially when you build your business entirely on platforms like Airbnb, Vrbo, and Booking.com.

Humphrey shares the power...

In this first episode of a special 5-part series on direct booking, Heather Bayer sits down with Louis Andrews, Director at OVO Network, to explore what it really takes to win the battle against OTAs and build a successful direct booking strategy.

With OVO Network reaching 75-80% direct bookings, Louis shares the secrets behind their platform, the importance of niche branding, trust-building, and the role ...

I first met James Rubino at a VRMA conference in Orlando two years ago.  He was there at the start of his journey in short term rentals, to learn and network and I mentioned to him then I would have him as a guest on the podcast down the road.  So two years later here we are and what a story it is .

At just 26, James launched Rubino Home Ventures and later co-founded Lake George Vacay, two short-...

Have you ever found yourself wondering why so many large-scale property management companies rise quickly… and then fall just as fast?

In this episode, I'm joined by Ashley Ching, Founder and CEO of Inhaven, who brings a fresh - and deeply researched - perspective to this question. Ashley recently published an eye-opening report, "A 25-Year History of Hospitality Management: Why Local Wins and National Sca...

In this episode, Heather Bayer welcomes back a long-time friend and industry innovator, Bart Sobies, founder of iBooked.Online and the creative mind behind the Strive to Thrive events in Australia and beyond.

Bart joins Heather (from tomorrow, no less - Australia time!) to share insights on:

• The power of in-person connections and how confe...

What does it really mean to run a tech-enabled hospitality business - and how do we do it without losing the human touch?

In this episode, Heather sits down with Jessica Gillingham, founder of Abode Worldwide and author of Tech-Enabled Hospitality, to talk about how property managers can embrace technology to improve guest experiences, operations, and brand storytelling.

This is a conversation...

In this solo episode, Heather Bayer returns to the mic for an approachable explanation of the transformative power of AI in short-term rental operations. With over 600 episodes under her belt, Heather has seen just about every trend in this space - but few as game-changing as this.

Whether you're a solo host or run a multi-property management company, you've likely heard about ChatGPT, Claude, and AI tools...

In this fun and super insightful episode, I'm joined once again by vacation rental marketing expert Jodi Bourne, and we're diving headfirst into something that's never been more important - your website.

With all the recent changes to the big OTAs, more and more hosts are waking up to the power of direct bookings. And at the heart of that? Your website. It's not just a digital business card anymore - it's ...

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down for a summer Sunday chat with Justin Ford from Breezeway, to discuss how prioritizing safety can transform your short-term rental business.  Not just in protecting reputations, even boosting bookings, but in saving lives.

Justin has been on the show just a few times over the years and his inspiring take on safety is a...

When change hits fast and hard, what keeps a company grounded? In this episode, Heather welcomes Jackie Norde, who shares her remarkable journey from vacation rental software onboarding to her current role helping Casago franchisees succeed - especially in the wake of Casago's rapid expansion via Vacasa acquisitions.

Jackie offers rich insights into hospitality, franchise onboarding, operational standards,...

In this inspiring episode, Heather Bayer sits down with storyteller and copywriter Neely Khan to explore how hospitality businesses can set themselves apart through powerful, purpose-driven storytelling. Neely shares her journey from aspiring writer to founding AWC, a story-branding agency that helps short-term rental businesses create meaningful connections through every guest touchpoint. This episode is a must-listen for property...

In this episode, Heather Bayer sits down with Heather Fillmore, co-founder of Utah-based StayLuxe Properties, for an honest and inspiring conversation about resilience, growth, and leadership in the short-term rental space. Heather shares her remarkable journey from surviving a catastrophic flood in Baton Rouge to launching a successful luxury vacation rental brand in Park City, Utah - right in the middle of the COVID ...

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with Fred Bassili from Hostfully to discuss the evolving role of AI in vacation rental businesses and how short-term rental managers can use AI tools and workflows to scale operations, improve guest communication, and boost owner acquisition.

Fred Bassili, a seasoned content and marketing strategist at Hostfully, brings a ...

Some of the strongest brands in the vacation rental business have been around for decades and are rooted in tradition, family values and local knowledge.  As the next generation stepping into a decades-old family-run vacation rental business, Alexis Miller personifies this legacy as she shares how she's honoring her family's rich story while ushering in thoughtful innovations to meet today's fast-paced demands.

In this episode of the Vacation Rental Success Podcast, host Heather Bayer shares her top takeaways from the AI for Business Summit in Orlando, diving into the transformative power of artificial intelligence and how vacation rental professionals can leverage it to drive growth, efficiency, and guest experience

Revolutionize Your Employee Onboarding with THRIVE Essentials: Faster Training, Stronger ...

In this episode of the Vacation Rental Success Podcast, host Heather Bayer sits down with… herself! It's a podcast within a podcast as Heather explores the power of AI through a hands-on demonstration of Google's NotebookLM, sharing practical examples of how it can be a game-changer for short-term rental businesses.

Drawing on her extensive industry experience and recent immersion in AI tools, Heather shar...