Vacation Rental Success

Heather Bayer aka @CottageGuru
  • 4.7 (210)
  • INVESTING
  • UPDATED WEEKLY

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.

  1. 21H AGO

    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

    52 min

  2. JAN 21

    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

    54 min

  3. JAN 14

    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

    36 min

  4. JAN 7

    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

    46 min

  5. 12/31/2025

    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

    57 min

  6. 12/24/2025

    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

    47 min

  7. 12/17/2025

    VRS642 - How Stacey St. John Built a High-Performing STR Portfolio From Scratch

    What happens when a corporate professional takes a chance on short-term rentals in the middle of a global pandemic? In this inspiring episode, Heather sits down with Stacey St. John - real estate investor, property manager, and community builder - to unpack her incredible journey from cautious investor to powerhouse property manager with a portfolio of beachfront properties in Myrtle Beach. Stacey didn't just enter the industry - she transformed her life through it. Tune in to hear how she went from buying two "ugly" condos during COVID, to building a thriving business, managing properties with purpose, and cultivating one of the largest online communities for women in STR. If you've ever wondered how to spot an opportunity in a down market, manage with integrity, or build a brand that resonates, this conversation is for you. ________________________________________________________________________________________________________ 📣 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/VRS642

    57 min

  8. 12/10/2025

    VRS641 - The Insurance Housing Opportunity: What Every STR Operator Should Know with Jake Mast

    When disaster strikes - whether it's a fire, flood, or even a bat infestation - families are often left scrambling for safe, comfortable housing. That's where Jake Mast steps in. In this episode, Heather Bayer sits down with Jake, founder of Rapid Response AI Housing, to explore how his company is disrupting the traditional insurance housing model by combining speed, accuracy, and human-centered AI solutions. Jake shares his unconventional journey - from CPA to Hollywood actor to vacation rental host - and how that ultimately led him to carve out a niche in insurance relocation housing. With a growing network of 6,000+ landlords and boots-on-the-ground resources across North America, Jake's mission is clear: place displaced families quickly and responsibly into homes that reflect the life they've had to leave behind. ________________________________________________________________________________________________________ 📣 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/VRS641

    57 min
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4.7
out of 5
210 Ratings

About

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.

Information

  • Creator
    Heather Bayer aka @CottageGuru
  • Years Active
    2013 - 2026
  • Episodes
    649
  • Rating
    Clean
  • Copyright
    © MOSO Partnership Inc.
  • Show Website
    Vacation Rental Success

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