PODCAST · business
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 guest experiences. From secluded mountain retreats to charming coastal cottages, we uncover the strategies behind building successful, destination-worthy properties.Get ready to elevate your rental game and create truly remarkable hideaways.
Episodes
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#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…
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#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...
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#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,...
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#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...
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#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…
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#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...
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#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...
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#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...
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#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...
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#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...
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#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'...
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#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...
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#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…
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#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...
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#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…
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#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…
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#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...
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#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...
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#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…
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#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,...
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#47 - Risk, Reward, and Out of Bounds Retreats with Jandy Salguero
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…
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#46 - Behind the Curtain - The Importance of Storytelling in Hosting
In this episode of The Hideaway Show, hosts Mike and Jordan share insights and takeaways from the 'Level Up Your Listing' Summit in Phoenix. They discuss the confidence needed to improve in the short-term rental industry and highlight the enhanced experience of doing something multiple times. The...
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#45 - Behind the Curtain - Is This the Beginning of the End for Airbnb?
In this episode of The Hideaway Show, hosts Jordan Holmes and Mike Sebastian delve into the importance of diversifying one’s short-term rental business beyond platforms like Airbnb. They discuss potential implications if a co-founder, Joe Gebbia, causes disruptions leading to an Airbnb downfall....
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#44 - Behind the Curtain - Crafting Unforgettable Unique Getaways for 2025
In this episode of 'The Hideaway Show: Behind the Curtain,' hosts Jordan Holmes and Mike Sebastian return to discuss their journey in 2024 and their ambitious plans for 2025. They dive into their experiences and the lessons they learned last year, focusing on the importance of social media for...
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#43 - The Impact of Unique Stays and Strong Branding on STR Success with Dustin Baker
In this episode of The Hideaway Show, host Jordan Holmes speaks with Dustin Baker, the owner and founder of Hidden Gem Media. They discuss the importance of branding and marketing for vacation rental businesses, emphasizing the need to differentiate and build trust to achieve premium pricing and...
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#42 - How to Nurture Direct Bookings and Grow Your Hosting Brand with Gil Chan
In this episode of the Hideaway Show, host Jordan Holmes interviews Gil Chan from Crafted Stays. They discuss the importance of nurturing guest relationships to boost direct bookings for short-term rentals (STRs). Gil shares his personal journey as a host and explains how his company helps other...
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#41 - The Untapped Potential of Brand Partnerships Through Design with Pink Wall Designs
On this episode of The Hideaway Show, host Jordan Holmes sits down with Heather and Erin from Pink Wall Designs. Heather and Erin are experienced hospitality interior designers who specialize in maximizing ROI through design and brand partnership opportunities. Together, they dive deep into: What...
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#40 - Behind The Curtain - Small Builds, Big Profits!
Welcome to another episode of The Hideaways Show - Behind The Curtain. On this episode, Mike and Jordan breakdown: How there are big profit opportunities in small-sized unique STR builds Mike’s new 16 acre development available to investors in the Red River Gorge of Kentucky Why you should focus…
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#39 - Behind The Curtain - The 4 Costly Corners STR Hosts Cut (and Pay the Price)
Welcome to another episode of The Hideaways Show - Behind The Curtain. On this episode, Mike and Jordan breakdown: Four areas where hosts aren't investing enough time or money Why unique amenities are critical to making your property even better The importance of providing an extraordinary...
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#38 - How Lifestyle Photography and Unique Amenities Transform Airbnb Stays with Chase Charifa
On this episode of The Hideaway Show, host Jordan Holmes sits down with Chase Charifa. Chase is no stranger to unique, experiential properties and has mastered how to provide a memorable stay for all his guests. Together, they dive deep into... The “hidden amenity” at Lightfoot Cabin and how...
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#37 - Behind the Curtain - The 328% Revenue Boost from SEO and Listing Optimization
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan breakdown: The 328% increase from focusing on your SEO and listing optimization How Airbnb rewards you for being a pro-active, attentive host with your listings The “levels” to the short-term rental...
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#36 - Behind The Curtain - The Challenge of the Unknown with Unique Short-Term Rentals
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan breakdown: The challenge of trusting the unknown with unique short-term rentals Whether you should do social media marketing or email marketing for your STR Why consistency through social media can...
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#35 - The Power of Brand, Design, and Marketing for Short-Term Rentals with Steph Weber
On this episode of The Hideaways Show, host Jordan Holmes sits down with Steph Weber, CEO of The Weber Co., a specialized brand, design, and marketing company for short-term rentals. Together, they dive deep into... Steph’s journey from influencer to CEO How Steph expanded from 1 STR in...
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#34 - The Short-Term Rental Industry is Professionalizing with Jacob Mueller
In today’s exciting episode of the Hideaway Show, host Jordan Holmes sits down with Jacob Mueller, the co-founder and CEO of a powerhouse property management company, Renjoy. Jordan and Jacob dive deep into: How Renjoy is able to excel in the world of STR property management. The significance of…
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#33 - Behind The Curtain - The Rise of the Modern Traveler
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan dive deep into: The rise and importance of the modern traveler for short-term rentals Why you should establish a non-transactional relationship with guests Consider gamifying your STR experience with…
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#32 - Behind The Curtain - Is Return On Investment Enough? The Power of Positive Reviews!
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan dive deep into: Why ROI can’t be the only metric you focus on The power of positive 5-star reviews to fuel your business flywheel Why you should value every single guest that stays with you Join our free...
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#31 - Behind The Curtain - Why Revenue Management Won't Save Your Short-Term Rentals
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan dive deep into: Revenue management & the philosophy behind our strategy Why revenue management alone won’t fix your short-term rental The value of sparking emotion in your potential guests through…
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#30 - Behind The Curtain - Five Money-Making Lenses to Short-Term Rentals
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan dive deep into: The five most important lenses that you should use when analyzing opportunities for unique short-term rentals Learn more about our live 8-week training program where we will show you how…
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#29 - Embracing Authenticity in Real Estate and Community Building with Tanya Rooney
In today’s captivating episode of the Hideaway Show, host Jordan Holmes sits down with Tanya Rooney, a multifaceted real estate entrepreneur, podcast host, author, and coach. Tanya recounts her dynamic career journey from commercial real estate to residential flipping, short-term rentals, and…
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#28 - Behind The Curtain - This Unique Amenity Increased Our Revenue Over 100%
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan discuss: The new unique hot tub addition and the massive increase in our numbers from it Why you should understand what "unique stacking" means and how it can benefit your property How a $30 swing can...
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#27 - Behind The Curtain - Why Real Estate Photography Won't Make Your Property Stand Out!
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan discuss: Budgeting for monthly, quarterly, and annual property refreshes Why basic real estate photography isn’t good enough to stand out The ethics behind hosts charging a pet fee to guests Learn more...
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#26 - Behind The Curtain - Guests Threw a Party and Trashed the Place!
Welcome to another episode of The Hideaways Show - Behind The Curtain. Today Mike and Jordan discuss: The promise Jordan is making to fix his camera once and for all Jordan’s nightmare guest who threw a party at his new A-frame Taking accountability for anything that happens Turning a negative...
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#25 - Brett Synicky - How You Should Be Leveraging Your Retirement Accounts for Real Estate Today!
Today Brett got the chance to interview Brett Synicky. Brett Synicky has a long and seasoned career in the retirement account space, and routinely helps investors who don’t have traditional situations use their retirement accounts to invest. From investing in the stock market to many unique...
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#24 - Behind The Curtain - Does Banning Airbnb Actually Work?
Welcome to another episode of Behind The Curtain, where we go through: How you can get creative and think outside of the box when it comes to lending How even in a new house issues can still arise Jordans plans for his newest A-frame Does banning Airbnb actually work in cities and historical...
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#23 - Stacey St. John - The STR Wonder Woman
Today Brett got the chance to talk with Stacey St. John. Stacey is a seasoned vacation rental investors and is pioneer for women in the space. From buying multiple condos in Myrtle beach to building her own resort in Hocking Hills, Stacey has a plethora of experience with the unique hospitality...
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#22 - Behind The Curtain - You Have to Learn to Roll With the Punches
Welcome to another episode of Behind The Curtain, where we go through: Why you need to make your property the destination The unexpected setbacks that can occur on a new property Why Dave Ramsey’s advice is terrible Join the facebook group we mentioned here!:...
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#21 - Josh Cadiallac - How To Effectively Work with Real Estate Agents in Your Business
Meet Josh Cadillac. Josh is an extremely successful real estate agent as well as coach, and speaker. Josh got the chance to sit down with us and and give us the inside look as to how you can best work with a real estate agent for your short term rental business. If you want to find Josh on...
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#20 - Behind The Curtain - Looking past AirDNA for Real Comps
Welcome to another episode of Behind The Curtain, where we go through: How to evaluate comps for a UNIQUE property Does social media carry a value in an acquisition Another condo rant from Brett And so much about uniqueness and standing out with your rental Join the facebook group we mentioned...
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#19 - Ryan Duffy - Everything You Need to Know About Investing in the Ozarks
Welcome to another Episode of the Hideaways Show, where Brett sits down to interview Ryan Duffy. Ryan is a builder, investor, and realtor in and around the Branson MO market and has a wealth of insights. From what it was like to plan and execute on his first community development, to building...
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#18 - Behind The Curtain - The Bug Apocalypse
Welcome to another episode of Behind The Curtain, where we go through: How the time of year determines if we buy a property or not Do you trust Airbnbs automated pricing 3rd party pricing software advantages The bug apocalypse Join the facebook group we mentioned here!:...
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ABOUT THIS SHOW
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.Get ready to elevate your rental game and create truly remarkable hideaways.
HOSTED BY
The Hideaways
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Frequently Asked Questions
How many episodes does The Hideaways Show have?
The Hideaways Show currently has 67 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is The Hideaways Show about?
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...
How often does The Hideaways Show release new episodes?
The Hideaways Show has 67 episodes. Check the episode list to see recent publication dates and frequency.
Where can I listen to The Hideaways Show?
You can listen to The Hideaways Show on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts The Hideaways Show?
The Hideaways Show is created and hosted by The Hideaways.
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