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Vacation Rental Success

Vacation Rental Success

Heather Bayer aka @CottageGuru · MOSO Partnership Inc.

663 episodesEN

Show overview

Vacation Rental Success has been publishing since 2013, and across the 13 years since has built a catalogue of 663 episodes. That works out to roughly 540 hours of audio in total. Releases follow a weekly cadence.

Episodes typically run thirty-five to sixty minutes — most land between 46 min and 54 min — and the run-time is fairly consistent across the catalogue. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Business show.

The show is actively publishing — the most recent episode landed 1 weeks ago, with 18 episodes already out so far this year. Published by MOSO Partnership Inc..

Episodes
663
Running
2013–2026 · 13y
Median length
51 min
Cadence
Weekly

From the publisher

Heather Bayer, author of Renting Your Recreational Property for Profit, former CEO of a highly successful cottage rental agency, and a popular blogger, hosts the Vacation Rental Success podcast. With many years experience of owning and managing multiple vacation rental properties, Heather brings her knowledge and views on every aspect of the business, together with interviews with vacation homeowners and industry experts. Heather has appeared as a guest on CTV Canada, CBC Radio, Rogers TV, and Chex TV and is frequently interviewed on real estate and travel topics by magazines and daily newspapers.

Latest Episodes

View all 663 episodes

VRS662 - The Guests You Don't See Coming

May 6, 202648 min

VRS661 - The Year He Stopped Growing and Built Something Better

Apr 29, 202658 min

VRS660 - Values First: Why What You Stand For Shapes Everything AI Does Next

Apr 22, 202654 min

VRS659 - AI Safety for Short-Term Rentals

Apr 15, 202640 min

VRS658 - Who We Are, What We Do, and Where We're Headed

Apr 8, 202647 min

VRS657 - When the Calendar Looks Full But the Business Is Bleeding with Sarah Stahl

High occupancy is not the same as a healthy business. That's the thread running through this conversation with Sarah Stahl, VP of Marketing at Lake.com and founder of short-term rental marketing consultancy Market Movers. Sarah has spent the last seven years watching operators fill their calendars while quietly losing ground on margins, guest relationships, and long-term resilience - and she's done being polite about it. In this episode, Heather and Sarah cover the real cost of OTA dependency, the origins of Sarah's marketing philosophy through her unusual route into the industry via the US Army and rural tourism management, and the thinking behind Lake.com's newly launched subscription model. They also get into a question that's easy to avoid but important to ask: when platforms step back from the booking relationship, who holds hosts accountable? Sarah's answer is more considered than you might expect. The conversation closes with a candid exchange on AI - Sarah's evolving relationship with Claude and ChatGPT, what she's using each for in practice, and how Lake.com's early edge in AI search results might be one of its most significant (and time-sensitive) advantages. ________________________________________________________________________________________________________ 📣 The AI Ambassador Program This episode is brought to you in part by our AI Ambassador Program. If you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS657

Apr 1, 202653 min

VRS656 - How STR Businesses Are Using Claude for Smarter Marketing and Better Workflows

In this episode, Heather sits down with returning guest Jodi Bourne to talk about how short-term rental professionals can use Claude in practical, business-building ways. Rather than focusing on AI hype, this conversation digs into what actually matters: saving time, improving clarity, supporting creativity, and using tools like Claude to strengthen both operations and marketing. Jodi shares why she moved toward Claude, what makes it so useful in her day-to-day work, and how features like Projects, Skills, and Cowork can help STR operators stay organized, create more relevant content, and reduce repetitive work. A big theme throughout the discussion is that AI works best when it is set up with clear inputs. Jodi and Heather talk about the importance of structure, brand voice, and organized information, rather than expecting AI to magically produce great results without context. They also explore how Claude can support better marketing, from messaging and keyword-informed content to blog refreshes and more strategic brand communication. The episode also looks at the bigger picture: how hospitality businesses can use AI to create more space for creativity and better decision-making, without losing the human side of hosting. ________________________________________________________________________________________________________ 📣 STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS656

Mar 25, 202652 min

VRS655 - The Shift from Collecting Prompts to AI That Actually Knows Your Business

In this solo episode, Heather explores one of the biggest shifts happening in the AI space right now: the move away from relying on prompt libraries and toward building systems powered by context. A couple of years ago, prompt engineering was everything. People were collecting prompt packs, saving templates, and searching for the "perfect prompt" that would magically produce the right result. And at the time that made sense. Early AI tools needed much more structure, narrower inputs, and a lot more hand-holding. But things have changed. Today's AI tools are better at understanding natural language, asking follow-up questions, inferring structure, and working inside persistent environments like projects, custom assistants, and knowledge bases. That means the real advantage no longer comes from having a huge library of prompts, it comes from giving AI the right context. Heather unpacks why prompt libraries are becoming less central, what should replace them, and how short-term rental professionals can start building smarter AI systems that actually reflect their business, voice, standards, and guest experience. If you've been wondering why AI sometimes still feels generic, even when you use "good prompts," this episode will help you see what's missing - and what to build next. ________________________________________________________________________________________________________ 📣 STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS655

Mar 18, 202630 min

VRS654 - VRNation, Education, and the Next Chapter of the Vacation Rental Industry

In this episode, Heather Bayer sits down with Heidie Henriksen, Executive Director of VRNation, to talk about how the organization is helping to strengthen the short-term rental industry through education, collaboration, and community. Heidi shares her 25-year journey in the vacation rental industry - from starting as a host, to working in property management and technology, to now leading a national nonprofit focused on supporting operators across the sector. They discuss the evolution of VRNation, the success of its roadshow events bringing education directly to local markets, and the launch of the new VRNation Pro Academy, designed to raise professional standards across the industry. Heather also shares a quick update from Gulf Shores, Alabama, and talks about the upcoming 2nd cohort of the AI Ambassador Program, launching in early-April. ________________________________________________________________________________________________________ 📣 STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS654

Mar 11, 202646 min

VRS653 - The Authority Shift: What AI Agents Mean for STR Leaders

We're at a genuine turning point in how AI is being used in the short-term rental industry - and the language we use right now really matters. In this episode, I unpack the difference between two words that are being thrown around almost interchangeably: assistant and agent. They are not the same. And if you don't understand the distinction, you could either underestimate what AI can do for you… or worse, hand over more authority than you intended inside your business. This isn't a technical episode. It's a clarity episode. Because clarity is what allows you to adopt AI confidently instead of cautiously - and strategically instead of reactively. ________________________________________________________________________________________________________ 📣 STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS653

Mar 4, 202637 min

VRS652 - Structure Before Speed: The Smarter Way to Bring AI Into Your Business

AI is no longer a curiosity in our industry - it's becoming a priority. In this first episode of a new AI-focused solo series, Heather steps back from tools and prompts to explore something more fundamental: is your business actually ready for AI? Because AI doesn't fix messy operations - it magnifies them. This episode introduces a practical framework for building real AI readiness across your organization. It starts with leadership setting clear direction. AI adoption can't be left to individual experimentation; it needs intention, visibility, and someone responsible for connecting strategy to day-to-day use. Heather also emphasizes the importance of fixing your processes before layering in AI. If your documentation is unclear or inconsistent, AI will simply reproduce that confusion. Clean structure comes first. ________________________________________________________________________________________________________ 📣 STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS652

Feb 25, 202631 min

VRS651 - Trust, Conversions & The Direct Booking Mindset

What makes a guest trust your website enough to enter their credit card details? That's the question at the heart of this conversation with Amber Knight from Bookings Cloud - and it's one every property manager should be asking. Amber has been in this industry long enough to remember tape charts and highlighters (yes, really). From growing up around her father's vacation rental business in Sun Valley to helping build corporate development initiatives at Vacasa, she's seen this industry evolve from fully analog to algorithm-driven. And through all of that change, one thing hasn't shifted: If you don't own your guest relationship, you don't own your business. In this episode, we dig into what really drives direct bookings - and why trust is the single most important conversion tool on your website. ________________________________________________________________________________________________________ 📣 STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS651

Feb 18, 202648 min

VRS650 - Amber Hurdle – Keeping the Human in the Loop: Building a Strategic AI-Driven Brand

Amber Hurdle is back for her fourth appearance on the podcast - and once again, she's lighting up the conversation with her bold, insightful take on branding, leadership, and the evolving role of AI in business. A year after her last visit (when ChatGPT was just becoming mainstream), Heather reconnects with Amber to explore how the AI landscape has shifted - and how short-term rental pros can ride the wave without losing their voice. From crafting a strategic AI approach to retrofitting your team structure and refining your brand voice, Amber offers practical, no-nonsense advice with her signature energy and clarity. This episode is packed with fresh thinking on how to infuse your humanity into AI-generated content, maintain consistency across platforms, and future-proof your brand with the right systems. Whether you're a one-person team or running a 100+ property operation, you'll take away actionable ideas you can implement today. ________________________________________________________________________________________________________ 📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS650

Feb 11, 202656 min

VRS649 - Sewn in Soil and Spirit – Designing Guest Experiences with Heather Dunwoody - A Book Direct Day Special

On this very special Book Direct Day, I'm thrilled to welcome Heather Dunwoody to the podcast for a deeply resonant conversation about the why behind what we do in this industry. Heather isn't just someone who works in branding and guest experience., she's someone who truly understands that hospitality goes far beyond service. For her, it's about creating meaningful connections and welcoming guests into something much deeper than just a place to stay. After reading her article Sewn in Soil and Spirit on Medium, I knew we had to dive into a conversation about designing guest experiences that go beyond the surface. From wild foraging to mushroom inoculation, from stargazing rituals to unlocking the potential of your pollinator garden, this episode explores how authentic, participatory experiences can redefine what it means to host. ________________________________________________________________________________________________________ 📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS649

Feb 4, 202651 min

VRS648 - Lead Better, Clean Smarter: The Coaches and Consultants Behind Vacation Rental Growth

In this special episode from our Training Series, host Heather Bayer is joined by Brittany Blackman (Discover Freedom) and Sean Kemper (ETI Solutions) - two powerhouse professionals who are bringing serious change to the short-term rental industry through coaching, consulting, and training. Together, they unpack the often unseen emotional weight of solopreneurship, why training isn't just "nice to have" but foundational, and how leaders can prioritize people over process for long-term success. Whether you're doing it all in-house or looking to bring in outside expertise, this episode is a deep dive into the role of real education in our business. ________________________________________________________________________________________________________ 📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS648

Jan 28, 202651 min

VRS647 - The Missing Piece in STR Training: Why Soft Skills Matter More Than Ever - with Ali Cammelletti

In this episode, Heather sits down with returning guest Ali Cammelletti, a hospitality consultant, speaker, and the founder of Spark Your Mindset. With more than 30 years of experience in hospitality, Ali brings powerful insights into how soft skills - like empathy, emotional intelligence, and communication - can make or break a vacation rental business. While software training and hard skills often dominate onboarding and development, Ali makes the case for why soft skills are just as essential across every role in a short-term rental company - from the cleaners to the C-suite. Whether you're leading a remote team, onboarding new hires, or managing a growing portfolio, you'll walk away from this episode with a deeper understanding of where emotional intelligence fits in, how to recognize soft skill gaps, and practical ways to start coaching your team - even if you've never thought of yourself as a coach. ________________________________________________________________________________________________________ 📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS647

Jan 21, 202653 min

VRS646 - NotebookLM & the New Age of STR Team Training

In this solo episode Heather Bayer continues the series on training and development in the short-term rental space. Drawing on her past as a training consultant and her years of managing hundreds of properties, Heather shares a clear, practical path to building team training that works - even if you're not a "trainer." She also introduces an incredible AI tool - NotebookLM - that can help you design and deliver onboarding, checklists, and micro-trainings using content you already have. If you're short on time, resources, or tech confidence, this episode will give you the roadmap to train smarter, not harder. ________________________________________________________________________________________________________ 📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS646

Jan 14, 202635 min

VRS645 - Duct Tape Doesn't Scale: Onboarding, Training, and Thriving in 2026

In this episode, Heather Bayer welcomes back her son and business partner, Mike Bayer, for a timely New Year's discussion on a topic that affects nearly every property manager: onboarding and training. After a holiday season filled with family chaos (a trip to the emergency room, and a broken hot tub!), Heather and Mike shift gears to reflect on the challenges of integrating new team members into short-term rental businesses. Drawing from Mike's personal experience onboarding at a new job in the pickleball industry, they reveal how even fast-growing companies can feel "held together by duct tape" without strong onboarding systems. This episode kicks off a multi-part series on training, development, and systems thinking in STR businesses - highlighting why formal training is often overlooked and how it can transform team performance, guest experience, and business efficiency. ________________________________________________________________________________________________________ 📣 Episode Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS645

Jan 7, 202645 min

VRS644 - Forecasting 2026: Tech, Trust, and Transformation in Vacation Rentals with David Angotti

It's the first episode of 2026 - and that means it's time for our annual deep dive into what's happened across the vacation rental industry over the past year, and what's coming next. Back by popular demand, David Angotti joins Heather to break down the big shifts of 2025 and share what smart property managers should focus on heading into the New Year. From PMS shakeups and AI integration to a renewed focus on local hospitality, David brings a candid and insightful perspective from inside some of the industry's most talked-about brands, including his transition from Guesty to Casago. You'll hear his thoughts on how Casago is rewriting the rulebook for franchise growth, why property managers must prioritize owner relationships, and what not to settle for when choosing your tech stack in 2026. Whether you're feeling excited or overwhelmed by where the industry is heading, this conversation offers clarity, inspiration, and actionable advice to start your year strong. ________________________________________________________________________________________________________ 📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS644

Dec 31, 202556 min

VRS643 – How Voice AI Can Elevate Hospitality Without Losing the Human Touch – with Eliseo Palous

What if artificial intelligence could actually enhance the human touch instead of replacing it? In this episode, Heather speaks with Eliseo Palous, co-founder of Short Stay Media, to explore how AI - especially voice AI - is revolutionizing guest communications in the short-term rental industry without sacrificing what matters most: hospitality, responsibility, and trust. Eliseo shares the fascinating journey from starting as an intern in a small property management company to co-founding a business at the forefront of AI-powered communication. His insights into the human challenges behind tech adoption and the risks of depersonalized service hit home for any operator trying to scale without losing soul. This conversation is a thoughtful guide for anyone navigating the balance between automation and authentic guest experience, and a must-listen if you've ever felt overwhelmed - or skeptical - about bringing AI into your business. ________________________________________________________________________________________________________ 📣 Midroll Sponsor: STRAIT Chat & the AI Ambassador Program This episode is brought to you in part by the STRAIT Chat Community - an exclusive space for short-term rental pros who want deeper conversations, smarter systems, and more collaborative learning. And if you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality. 🌐 Learn more and join us at VacationRentalFormula.com/AI Are you listening to this podcast on the move? Get to the show notes here: https://www.vacationrentalformula.com/podcast/VRS643

Dec 24, 202546 min
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