The Hideaways Show

The Hideaways Show

By The HideawaysBusinessInvesting
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The Hideaways Show episodes

  • #57 - Behind the Curtain: The Evolution of Modern Travel Experiences

    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:

    • 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
    48 min
  • #56 - Behind the Curtain: The Good, The Bad, and The Ugly of Building Unique Stays

    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:

    • 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
    49 min
  • #55 - Behind the Curtain: The Pros and Cons of New Construction vs. Renovation

    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:

    • 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
    49 min
  • #54 - Behind the Curtain: Dream STR Additions if Budget Wasn't a Limit

    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:

    • 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
    48 min
  • #53 - Behind the Curtain: From Worst to First - The Underdog Story

    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:

    • 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
    55 min
  • #52 - Behind the Curtain: Lessons from Our Biggest STR Mistakes

    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:

    • 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
    44 min
  • #51 - Behind the Curtain: Airbnb's Big News and the Future of Experiential Travel

    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:

    • 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
    35 min
  • #50 - Behind the Curtain: Navigating Airbnb's New Off-Platform Policy

    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:

    • 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
    32 min
  • #49 - Behind the Curtain: Building Dreams with the Right Team & Collaboration

    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:

    • 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
    28 min
  • #48 - Shaking It Off: Thriving with Taylor Swift-Themed Properties with Wendy Doris

    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:

    • Instagram: https://instagram.com/jkholmes_rei
    • LinkedIn: https://linkedin.com/in/jkholmes-rei/
    • X: https://x.com/jkholmes_rei
    49 min

About The Hideaways Show

From the publisher's feed

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 guest experiences. From secluded mountain retreats to charming coastal cottages, we uncover the strategies behind building successful, destination-worthy properties.