The Hideaways Show

By The Hideaways

Welcome to The Hideaways Show, where we spotlight the magic of distinctive short-term rentals. Join us twice a week as we interview industry leaders who have mastered the art of creating unforgettable... more

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FAQs about The Hideaways Show:

How many episodes does The Hideaways Show have?

The podcast currently has 67 episodes available.

The Hideaways Show episodes:

November 14, 2025#67 - Behind the Curtain: Building Dreams with Challenges and Triumphs
In this episode of The Hideaways Show: Behind the Curtain, Mike is finally back after what felt like a 12-day grind in the Gorge — we’re talking 16-hour days, nonstop tasks, and the kind of behind-the-scenes chaos most people never see when building out short-term rentals. He sits down with Jordan to unpack everything he just went through and to reflect on the real, unfiltered lessons they’ve learned while bringing these unique stays to life.
Together, they walk through the top five lessons every STR investor should know — the hard-earned kind that only come from experience. They hit on why you should never assume anything, the power of getting second opinions, and why documenting every single detail can save you thousands down the road. They dive into the importance of multiple inspections (because one is never enough) and highlight the crucial role a structural engineer plays in protecting your investment, your timeline, and your sanity. It’s real, raw, and packed with wisdom for anyone thinking about building or renovating a short-term rental.
After the deep-dive, Mike and Jordan switch gears and head into their fan-favorite segment: “Would You Book It?” This week, they break down two incredibly unique stays — an unreal skyscraper treehouse in North Carolina and a rugged, scenic hut in New Zealand that looks straight out of a travel documentary. They go back and forth on what makes these properties magical from a guest’s perspective, and what challenges (and opportunities) they present from a host’s point of view.
The result is a fun, thoughtful conversation about the charm, effort, risk, and massive reward of creating truly experiential properties. If you’re obsessed with unique stays, curious about the behind-the-scenes grind, or actively building your own STR, this episode delivers insights you won’t want to miss.
The Hideaways Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/discoverthehideaways/⁠⁠⁠⁠⁠⁠⁠
The Hideaways TikTok:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠⁠⁠⁠⁠https://tiktok.com/@discoverthehideaways⁠⁠⁠⁠⁠⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
50min
October 21, 2025#66 - Behind the Curtain: Trends Transforming the Short-Term Rental Space
In this episode of The Hideaways Show, Mike and Jordan unpack what’s shaping the short-term rental world heading into 2025 — and it’s clear the game is evolving fast. They dive deep into the newest data, predictions, and trends defining where the industry is headed, especially when it comes to building unique, experiential properties that truly stand out.
Pulling insights from a recent AirDNA article, they explore the rise of luxury and high-design rentals, the growing impact of climate patterns on traveler behavior, and why the most creative, one-of-a-kind stays are consistently outperforming traditional vacation homes. The conversation touches on how guest expectations are shifting and why investors who double down on “experience over accommodation” are set to win big in 2025.
The guys also talk about investing in rural markets, the slowdown in new supply, and why hosts should focus on direct bookings to gain more control, build stronger guest relationships, and protect margins as platforms change their algorithms. It’s a mix of real talk, strategy, and future-focused insights that any STR owner or aspiring investor can apply right now.
To wrap things up, Mike and Jordan review two wild and inspiring properties — a set of dome rentals in Stanton, Kentucky, and a modern pod house in Kansas City. They break down what makes these stays special from both the guest experience and host strategy perspectives, highlighting design, location, and marketing takeaways you can steal for your next project.
Whether you’re an active investor, a designer dreaming up your next unique stay, or just someone obsessed with what’s next in the STR space, this episode is packed with valuable insights, laughs, and creative ideas that’ll get your wheels turning.
The 12 Short-Term Rental Trends Article:
⁠https://www.airdna.co/blog/short-term-rental-trends⁠
The Hideaways Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠⁠⁠⁠https://www.instagram.com/discoverthehideaways/⁠⁠⁠⁠⁠⁠
The Hideaways TikTok:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠⁠⁠⁠https://tiktok.com/@discoverthehideaways⁠⁠⁠⁠⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
52min
October 07, 2025#65 - Behind the Curtain: Conquering Conceptual Seduction in Short-Term Rentals
In this episode of The Hideaways Show, hosts Jordan Holmes and Mike Sebastian dive into the critical discussion of 'concept versus execution' in the world of hospitality and short-term rentals.
They explore the common pitfall where great ideas often stagnate due to the daunting realities of time, cost, and resources, coining the term 'Conceptual Seduction.'
Through personal anecdotes and expert advice, they emphasize the importance of thorough planning, robust operations, and effective marketing to transform a unique idea into a successful venture.
The hosts compare two similar properties with drastically different outcomes, illustrating the significance of exceptional execution in achieving high occupancy rates and guest satisfaction.
Key takeaways include validating your concept, meticulous planning, solid operations, strategic marketing, and continuous adaptation based on feedback.
This engaging discussion aims to inspire and guide investors to bring their unique hospitality projects to life with confidence and precision.
The Hideaways Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠⁠https://www.instagram.com/discoverthehideaways/⁠⁠⁠⁠
The Hideaways TikTok:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠⁠https://tiktok.com/@discoverthehideaways⁠⁠⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
37min
September 30, 2025#64 - Behind the Curtain: Unveiling the Secret of Real Estate Capital Raising
In this episode of The Hideaways Show, hosts Jordan Holmes and Mike Sebastian dive deep into the art of raising capital in the STR and real estate investment space.
They discuss the critical role of passion and genuine conversations in securing investments, sharing fascinating personal anecdotes about their experiences. The duo emphasizes the importance of accurate numbers, a strong reputation, and a robust network, while debunking the myth of a rigid 26-step process.
Shifting gears, they then analyze two unique property listings—a star-gazing dome cabin in Arkansas and an earth-sheltered home in New Mexico—debating their appeal and investment potential.
With a blend of practical advice and entertaining stories, this episode is a treasure trove for aspiring investors and hosts alike.
The Hideaways Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠https://www.instagram.com/discoverthehideaways/⁠⁠⁠
The Hideaways TikTok:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠⁠https://tiktok.com/@discoverthehideaways⁠⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
45min
September 24, 2025#63 - Behind the Curtain: The Art of Actually Standing Out with Short-Term Rentals
In this engaging episode of The Hideaways Show: Behind the Curtain, hosts Jordan Holmes and Mike Sebastian delve into a critical topic for real estate investors—how to make your property stand out in the short-term rental (STR) market.
They discuss the common misconception that buying and minimally upgrading a property is enough for it to be an investment, emphasizing the need for bold, unique features to truly capture guests' attention and ensure long-term success.
They also stress the importance of seeing renovation costs as investments rather than expenses and offer practical advice on leveraging professional help.
The episode features their 'Would You Book It?' segment, where they review two distinct properties: a chic, Instagram-worthy pink-themed house, and a unique, Hobbit-inspired earthen home in Montana, weighing the pros and cons of staying at and hosting such unique properties.
The hosts conclude by encouraging listeners to embrace bold design choices and thoughtful property upgrades to stand out in a competitive market.
The Hideaways Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠https://www.instagram.com/discoverthehideaways/⁠⁠
The Hideaways TikTok:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠⁠https://tiktok.com/@discoverthehideaways⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
42min
September 02, 2025#62 - Behind the Curtain: Transforming Gross Revenue into Real Profit
In this episode of The Hideaways Show: Behind the Curtain, hosts Mike and Jordan delve into the intricacies of short-term rental profitability, emphasizing the importance of understanding net income over gross revenue.
They discuss the excitement of flurries of reservations and launch new silo cabins. The conversation shifts to critical financial insights, highlighting how gross revenue can be deceiving and the necessity of scrutinizing operational expenses, cash flow, and maintenance costs.
Additionally, they explore the value of unique property features, like slides and treehouses, and their impact on guest attraction and occupancy rates. The hosts also address the need for revenue optimization and strategic investments in property upgrades to stay competitive.
The episode wraps up with their engaging segment, 'Would You Book It?' where they analyze eye-catching, uniquely built properties for both guest appeal and hosting potential.
The Hideaways Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠https://www.instagram.com/discoverthehideaways/⁠
The Hideaways TikTok:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
⁠https://tiktok.com/@discoverthehideaways⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
41min
August 26, 2025#61 - Behind the Curtain: Selecting the Right Market for Unique Vacation Rentals
In this episode of The Hideaways Show: Behind the Curtain, Jordan and Mike explore the top five factors to consider when selecting a market for unique short-term rentals (STRs).
They discuss navigating regulations and restrictions, assessing tourist demand and infrastructure, evaluating land acquisition costs, understanding competition, and examining marketability.
The episode also features their popular 'Would You Book It?' segment, where they review a row of A-frame cabins by a lake and a unique treehouse in Texas.
The discussion blends practical advice with detailed case studies, offering valuable insights for anyone interested in the STR market.
The Hideaways Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
https://www.instagram.com/discoverthehideaways/
The Hideaways TikTok:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
https://tiktok.com/@discoverthehideaways
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
42min
August 19, 2025#60 - Behind the Curtain: Funding $50K of WOW with 0%-Interest Credit & Equity
In this engaging episode of The Hideaways Show Behind the Curtain, hosts Jordan Holmes and Mike Sebastian, delve into the remarkable transformation of their 420-square-foot cabins.
They share how strategic investments turned ordinary cabins, originally earning around $3,100 per month, into high-revenue assets, achieving a staggering 115% increase in monthly revenue and peaking at $11,000 in July.
Through innovative financing, including a $25,000 0% interest credit card and tapping into property equity, they funded these projects without accumulating much debt. The hosts emphasize the critical role of top-tier social media content in driving bookings, achieving direct bookings up to an astonishing 91%.
This episode showcases how going all-in on unique ideas led to tripling their monthly revenues and unlocking new levels of success in the STR market.
Interested in being a part of the next great amenity idea at our cabin, The Taoist, at the Rock Haven Hideouts?
Book a stay at The Taoist and use code "TAOISTCASESTUDY" to get 25% off your stay.
And the best part - if your idea gets selected and implemented at The Taoist, you will receive an additional FREE 3-day stay.
Build Your Hideaway Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/buildyourhideaway⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
41min
August 05, 2025#59 - Behind the Curtain: The Art of Selling an Experience Through Storytelling
In this episode of The Hideaways Show, Jordan and Mike dive into the transformative power of storytelling and social media marketing for short-term rentals (STRs).
The hosts discuss how brands have successfully leveraged platforms to document their journeys, attract massive followings, and secure pre-bookings worth millions.
They highlight examples like Bolt Farm Treehouse, Pacific Bin, and unique strategies employed by various brands to build relatability and emotional connections with potential guests.
The conversation also covers the personal story of Rajan and his remarkable storytelling approach, emphasizing the importance of consistency in posting to achieve long-term success.
Additionally, the hosts explore two captivating properties for their 'Would You Book It?' segment: a luxurious dome house in Canada and Drift Mansion, a unique drift-racing property in Missouri. The episode wraps up with thoughts on hosting and booking these extraordinary places, encouraging listeners to think creatively about their own STR ventures.
Build Your Hideaway Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/buildyourhideaway⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
43min
July 29, 2025#58 - Behind the Curtain: Why Location Isn't Everything for Short-Term Rentals
In this engaging episode of The Hideaway Show, hosts Jordan Holmes and Mike Sebastian explore the future of short-term rentals, emphasizing the shift from traditional 'location, location, location' mindsets to creating unique, experiential stays.
Set in July 2025, they discuss the potential of acquiring large parcels of land at minimal costs, overcoming building challenges, and crafting unforgettable guest experiences that drive desirability and higher occupancy rates.
The conversation transitions to a lively discussion about their personal experiences with nemeses and shifts into their popular 'Would You Book It' segment. Here, they examine a suspended glass egg suite in Patagonia accessible only via a cliff side hike, and an ice hotel in Sweden, reflecting on the fascinating spectrum of traveler preferences.
The episode concludes with strategic insights on acquisitions and marketing, underscoring the importance of organic reach and social media engagement in making these unique properties successful.
Build Your Hideaway Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/buildyourhideaway⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
Check out the properties we talk all about at The Hideaways: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://thehideaways.co⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
About the show:
Join us every week for The Hideaways Show! We're the team behind The Hideaways, a collection of unique vacation rentals across the U.S. Our goal is to share our journey with you, from the challenges we've overcome to the lessons we've learned. Tune in to learn and grow with us!
More ways to connect with Mike Sebastian:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/matmiike/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/matmiike⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
More ways to connect with Jordan Holmes:
Instagram:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://instagram.com/jkholmes_rei⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
LinkedIn:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://linkedin.com/in/jkholmes-rei/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
X:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠https://x.com/jkholmes_rei
...more
47min

FAQs about The Hideaways Show:

How many episodes does The Hideaways Show have?

The podcast currently has 67 episodes available.