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!
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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!
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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:
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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:
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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:
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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:
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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:
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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:
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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:
More ways to connect with Jordan Holmes:
In this exciting episode of The Hideaway Show, hosts Jordan Holmes and Mike Sebastian dive deep into the allure of unique short-term rentals.
They discuss the significance of direct bookings as a buffer against platform changes and argue the advantages of focusing on high-quality, 'polished gem' properties over mere door counts.
Their conversation covers a variety of fascinating topics, including their favorite dining spots in Red River Gorge and the extraordinary architecture of both existing and potential Airbnb listings.
Highlighting examples like a cruise ship perched on a mountaintop and a netted hammock with breathtaking ocean views in Indonesia, they explore the modern traveler's desires and the benefits of offering exceptional guest experiences.
Packed with valuable insights for both guests and hosts, this episode is a captivating journey into the evolution and optimization of short-term rental properties.
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:
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In this edition of the Hideaway Show behind the Curtain edition, hosts Jordan Holmes and Mike Sebastian, also known as Mr. Red River Gorge, delve into the intricacies of building bespoke short-term rentals.
They discuss the initial excitement of breaking ground, the logistical challenges encountered as projects near completion, and the unique joys and frustrations of customizing properties.
Mike shares his journey from bartending to real estate development, emphasizing the importance of detailed planning and effective communication in successful projects.
They also explore unique stays like the sci-fi themed Outpost X in Utah and an underwater room in Tanzania, analyzing their appeal from both a guest and hosting perspective. The episode concludes with insights on emulating such unique offerings and the potential for financial success.
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:
More ways to connect with Jordan Holmes:
In this episode of The Hideaways Show: Behind the Curtain, hosts Jordan Holmes and Mike Sebastian dive into the pitfalls of investor complacency and the unexpected costs associated with older rental properties.
They discuss the importance of using data to paint a comprehensive picture for property performance comparisons and the challenges of maintaining top rankings on multiple booking platforms.
Additionally, they explore the appeal and profitability of unique stays, such as treehouse spheres and renovated school buses, emphasizing the significance of strategic planning and customization in property investment.
The episode concludes with their 'Would You Book It' segment, evaluating the guest appeal and hosting viability of unconventional rental options.
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:
More ways to connect with Jordan Holmes:
In this episode of The Hideaway Show 'Behind the Curtain' edition, Jordan Holmes and Mike Sebastian dive into the significance of property reviews, the perks of unique amenities, and the psychology behind choosing one accommodation over another.
They list their top five dream features for Short Term Rentals (STRs) if budget were no issue, including unique water features, container pools, golf simulators, temperature-controlled pickleball courts, and high-end design elements.
The duo also conducts their 'Would You Book It?' segment, featuring a haunted mansion room in New Orleans and a fascinating ancient cave hotel in Italy.
With humor, engaging stories, and the occasional dad joke, this episode offers a blend of entertainment and insightful perspectives for both guests and hosts in the STR industry.
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:
More ways to connect with Jordan Holmes:
In this episode of The Hideaways Show Behind the Curtain, hosts Jordan Holmes and Mike Sebastian explore their adventures in the short-term rental market, focusing on how unique amenities can dramatically transform guest experiences and boost revenue.
They discuss the impact of installing a hot tub at their properties, leading to eye-popping increases in direct bookings and revenue, largely driven by successful social media promotion.
The episode also features a deep dive into two fascinating Airbnb listings—a remote fire tower in Idaho and a luxury lakeside house with a 75-foot water slide—analyzing their appeal from both a guest's and a host's perspective.
Alongside engaging banter, they share insights on operational challenges, including logistics and liability concerns, making it both an informative and captivating listen for anyone interested in the short-term rental industry.
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:
More ways to connect with Jordan Holmes:
In this lively episode of The Hideaway Show Behind the Curtain, hosts Jordan Holmes and Mike Sebastian catch up after a break, diving into the importance of creating engaging content for short-term rentals (STR). The conversation transitions into their biggest STR investment mistakes, revealing the pitfalls and lessons learned from financing through a primary residence HELOC and the complications of managing a five-unit property.
The episode concludes with a new segment, 'Would You Book It?' where they debate the merits of booking unique properties like a private island and a geodome from both a guest and host perspective. The segment offers insights into the pros and cons of these unconventional accommodations, providing a blend of humor and valuable advice.
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:
More ways to connect with Jordan Holmes:
In this edition of The Hideaway Show Behind the Curtain, hosts Jordan Holmes and Mike Sebastian discuss Airbnb's major summer release and its potential impact on the short-term rental market.
They dive into the details of new services offered by Airbnb, such as chef and massage services, and relaunching experiences, portraying Airbnb's vision to be a one-stop platform for all things travel.
The hosts then analyze a troubling article about Galveston's struggling STR market, highlighting an oversupply of inventory and increased operational costs that are causing negative cash flows for many property owners. They stress the importance of being unique, having robust cash reserves, and proactive planning for exit strategies. Drawing from personal experiences and industry trends, they emphasize standing out in competitive markets and preparing for off-seasons.
The episode closes with a thought-provoking discussion on how social media platforms might become prominent OTA booking sites in the near future, reflecting the significant influence of unique and experiential stays.
Join our free weekly calls where we talk about how YOUR STR can stand out: https://www.buildyourhideaway.com/weeklycalls
Join the Facebook group we mentioned here: https://www.facebook.com/groups/buildyourhideaway
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:
More ways to connect with Jordan Holmes:
In this episode of The Hideaway Show: Behind the Curtain, hosts Jordan Holmes and Mike Sebastian discuss the challenges and strategies in owning short-term rentals, emphasizing the need for unique properties and business diversification.
They address recent policy changes by Airbnb aimed at preventing hosts from taking guests off-platform, highlighting the importance of not relying solely on any one platform. Practical tips on utilizing social media, email marketing, and creating memorable guest experiences are shared to help hosts thrive despite industry shifts.
The conversation underscores the vital role of unique amenities and proactive business practices in maintaining profitability and attracting repeat guests.
Join our free weekly calls where we talk about how YOUR STR can stand out: https://www.buildyourhideaway.com/weeklycalls
Join the Facebook group we mentioned here: https://www.facebook.com/groups/buildyourhideaway
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:
More ways to connect with Jordan Holmes:
In this edition of the Hideaway Show - Behind the Curtain, hosts Jordan Holmes and Mike Sebastian discuss the exciting developments in their cabin building endeavors. They emphasize the importance of not needing to be perfect from the start and learning from experience.
The main highlight is their daring project of placing a hot tub on top of a boulder at their Rock Haven Hideouts Trio of cabins. They recount the challenges, the involvement of a dedicated team, and the anticipated success driven by unique, high-quality content. The discussion also covers the financial benefits of unique amenities, team collaboration, and the potential for media recognition.
The dynamic duo eagerly anticipates the grand reveal, sharing their excitement for the project's completion and its impact on future cabin innovations.
Join our free weekly calls where we talk about how YOUR STR can stand out: https://www.buildyourhideaway.com/weeklycalls
Join the Facebook group we mentioned here: https://www.facebook.com/groups/buildyourhideaway
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:
More ways to connect with Jordan Holmes:
In this episode of the Hideaway Show, Jordan Holmes interviews Wendy Doris, owner of Mostess Property Management. Wendy shares her journey from flipping houses to managing short-term rentals in Phoenix.
Highlighting the importance of design and branding, Wendy reveals that Mostess' properties, including unique themed homes like 'Swifty' houses dedicated to Taylor Swift fans, prioritize providing unforgettable guest experiences.
She discusses the company's vetting process, concierge services, and the challenges of managing unique stay experiences. Wendy also underscores the importance of social media in driving bookings and connecting with potential employees.
The episode is filled with insights on curating engaging stays and the evolving landscape of short-term rental management.
Follow Mostess on Instagram: https://www.instagram.com/mostess.host/
Learn more about Mostess: https://mostess.host/
Want to learn more about creating unique stays? Join our FREE weekly call: https://www.buildyourhideaway.com/weeklycalls
Join the Facebook group we mentioned here: https://www.facebook.com/groups/buildyourhideaway
Build Your Hideaway Instagram: https://instagram.com/buildyourhideaway
Check out the properties we talk all about at The Hideaways: www.thehideaways.co
More ways to connect with Jordan Holmes:
In this engaging episode of The Hideaway Show, host Jordan sits down with Jandy Salguero, the innovative owner behind Out of Bounds Retreats, which features unique properties in Banner Elk, North Carolina, and Holden Beach.
They delve into Jandy's journey from long-term rentals to short-term beach and mountain retreats, highlighting the pivotal moments, challenges, and triumphs along the way. Discussing the intricacies of managing and building luxury cabins, they explore the importance of high-quality content and social media in driving bookings.
Jandy shares insightful strategies for standing out in the competitive short-term rental market, offering an honest look at the risks and rewards of building an STR business. This episode is packed with expert advice and inspiring stories that emphasize the value of uniqueness, preparation, and community support in the STR industry.
Follow Out of Bounds Retreats on Instagram: https://www.instagram.com/outofboundsretreats
Book a stay with Out of Bounds Retreats: https://www.outofboundsretreats.com/
Photo Credit in Cover Photo:
https://www.instagram.com/gcalebjones
Want to learn more about creating unique stays? Join our FREE weekly call: https://www.buildyourhideaway.com/weeklycalls
Join the Facebook group we mentioned here: https://www.facebook.com/groups/buildyourhideaway
Build Your Hideaway Instagram: https://instagram.com/buildyourhideaway
Check out the properties we talk all about at The Hideaways: www.thehideaways.co
More ways to connect with Jordan Holmes: