Vacation Rental Success

Vacation Rental Success

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.

Episodes

April 23, 2025 45 mins

Most short-term rental operators didn’t plan on becoming leaders. They started as solopreneurs - cleaning toilets one day, managing a team the next. If you’ve ever found yourself in a leadership role and thought, “How did I get here?”, this episode is for you.

In this powerful and relatable conversation, Heather is joined by leadership coach Ali Cammelletti, who has spent over 20 years helping hospitality ...

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In this special episode, we kick off our brand-new Leadership Series with someone who’s been part of this journey from the very beginning - Matt Landau.

Matt’s been on the show more than 20 times over the years, but this conversation feels different. It’s deeper, more reflective, and marks a shift in how we talk about leadership in the vacation rental industry.

From managing boutique vacation ...

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What happens when a vacation rental entrepreneur, his tech-savvy brothers, and a close-knit team of hospitality veterans come together with a mission to solve the biggest operational headaches in property management? You get Boom - the world’s first AI-powered property management system (AIPMS).

In this episode, Heather sits down with Shahar Goldboim, the dynamic founder of Boom, to explore how artificial ...

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Guesty Logo
This episode of the podcast is sponsored by Guesty, your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations.

***Use code SSTIRCRAZY for 50% off your first annual plan*** Read more

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Guesty Logo
This episode of the podcast is sponsored by Guesty, your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations.

***Use code SSTIRCRAZY for 50% off your first annual plan*** Read more

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Guesty Logo
This episode of the podcast is sponsored by Guesty, your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations.

***Use code SSTIRCRAZY for 50% off your first annual plan***

Mark as Played




Guesty Logo
This episode of the podcast is sponsored by Guesty, your all-in-one platform for hospitality businesses to automate and optimize every aspect of your operations.

***Use code SSTIRCRAZY for 50% off your first annual plan***

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We’ve arrived at Week 5 of SSTIR Crazy 2025, and this might be the most critical challenge yet! Sustainability Week is here, and the stakes have never been higher for StayWise Rentals.


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This episode of the podcast and SSTIR Crazy M...

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We’ve arrived at Week 4 of SSTIR Crazy 2025, and this might be the most critical challenge yet! Regulations Week is here, and the stakes have never been higher for StayWise Rentals.


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This episode of the podcast and SSTIR Crazy Mont...

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In this third week of SSTIR Crazy 2025, StayWise Rentals grapples with an insurance nightmare when a malicious pool party threatens to ruin their business.


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This episode of the podcast and SSTIR Crazy Month is sponsored by Guesty y...

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In this second week of SSTIR Crazy 2025, StayWise Rentals grapples with a critical turning point: a safety crisis threatening their direct bookings.

Easter Egg #7 [Justin] - >> SSTIR Crazy Registrants can enter this phrase in the gamification section on the app to earn big poi...

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In this first week of SSTIR Crazy 2025, StayWise Rentals grapples with a critical turning point: a trust crisis threatening their direct bookings.

Easter Egg #3 [Guest-Centric] - >> SSTIR Crazy Registrants can enter this phrase in the gamification section on the app to earn bi...

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There comes a point in every property manager’s journey where they have to consider whether their chosen property management system is still the right fit.  For those who made a strong and well-researched choice early on, this may not be an issue, but for many, that tipping point arrives and needs to be addressed.


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Around this time last year, we had an idea that grew out of a LinkedIn post by Justin Ford. He had expressed his disappointment at the limited attention given to some topics at the 2023 VRMA conference and questioned how we could get more interest in the foundational elements of our business.


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If you’ve ever wondered how Artificial Intelligence (AI) is shaking things up in the vacation rental industry, you’re in for a treat.

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Happy New Year! This special episode - our annual reflection on the last 12 months and a look at where we are going in 2025 - features none other than David Angotti. 

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2024 showed us that direct booking isn’t dead.  On the contrary, the appetite for building a strategy for independence from the OTAs is as strong as ever, if a little more challenging.  For it to be successful, there’s work involved, but for those with enthusiasm and commitment, it will be fulfilling in the long run.

Joining us in this episode is Nihal Salah, a marketing strategist with a knack for demysti...

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Is  Airbnb’s new co-hosting network a game-changer for property management, or a challenge for traditional operators? In this episode Heather is joined by the founder of Rental Scale-up and  Global Head of Product Marketing at PriceLabs, Thibault Masson, to discuss the opportunities, threats and potential of Airbnb’s latest endeavours.

Thibault Masson  is a seasoned entrepreneur and thought leader in the s...

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1 in 36 children in the U.S. have been identified with autism spectrum disorder (ASD), which represents a significant increase from previous years with the prevalence of autism in the U.S. increasing by 312% since 2001.

While these are staggering statistics, they also represent an opportunity for vacation rental owners and managers to create the inclusive and safe spaces that families with autistic childre...

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