The Mid-Term Rental Show

About The Mid-Term Rental Show

The #1 podcast for active and aspiring Mid-Term Rental operators. Hosted by investor Bailey Kramer, this show breaks down how to find the best markets, analyze deals, furnish for profit, and consistently fill your units with high-quality guests. Get real strategies, real stories, and real results from an operator actively building his MTR portfolio. Learn what works, skip what doesn’t, and grow with confidence while you build long-term freedom through Mid-Term Rentals. Whether you manage one unit or fifty, you’ll get practical, step-by-step insights you can use right away.

Publisher

Bailey Kramer

Category

business

Language

en

Explicit

No

First episode

4 Dec 2025

Latest episode

29 Oct 2026

Latest episodes

75 episodes in the feed.

1. 

   29 Oct 2026

   Beyond MTRs: Getting Personal About Life Beyond Real Estate

   I'm trying something completely different on The Mid-Term Rental Show. Welcome to the first (and potentially last) episode of Beyond Mid-Term Rentals, where I'm stepping away from the usual real estate conversations to share what's actually going on in my life. No scripts. No pretending I have everything figured out. Just an honest conversation about my personal life, money, business, and the things I'm working toward. In this episode, I'm opening up about: Losing 20–25 pounds: The DEXA scan that completely changed my perspective on my health, the challenges of tracking my food, and what I've learned along the way. Why I love money: From flying Emirates business class on my honeymoon to spending $128 on Lululemon pants, and why certain luxuries have changed how I think about making money. Creating experiences for others: My dream of treating friends, family, and even podcast listeners to unforgettable experiences. A health, wealth & friendship retreat: Why I'd love to bring ambitious people together for a weekend focused on getting healthier, building wealth, and making genuine connections. My dream content career: From documenting real estate projects to furnishing an entire mid-term rental in 24 hours. My $50K/month cash flow goal: Where I want to take my rental portfolio and why I'm exploring boutique hotels, multifamily, and other real estate opportunities. My biggest business dilemma: Should I build a coaching business, pursue podcast sponsorships, raise money to acquire properties, or do something completely different? At 26, I've been fortunate enough to build a real estate portfolio that gives me financial freedom. But I'm realizing that figuring out what I actually want to do with that freedom is an entirely different challenge. This episode is exclusively for podcast listeners. I'm not publishing it on YouTube or clipping it for Instagram. I have no idea whether Beyond Mid-Term Rentals will become a weekly, monthly, or one-time thing. That's entirely dependent on your feedback. If you enjoyed this episode (or hated it), I'd genuinely love to hear from you. Send me a DM on Instagram: @the_bailey_kramer Thanks for listening!

2. 

   26 Oct 2026

   Winter Is Coming: What Every Mid-Term Rental Investor Needs to Know

   🎁 Want to buy your first mid-term rental? Grab my FREE Mid-Term Rental Beginner's Guide here: https://stan.store/baileykramer/MTRbeginnersguidepodcast (https://stan.store/baileykramer/MTRbeginnersguidepodcast) Winter is coming. And depending on how you approach it, that could be a problem… or a HUGE opportunity. After years of owning and operating mid-term rentals across multiple markets, I've learned that winter is a completely different ballgame. Properties sit vacant. Competition changes. Owners panic. But here's the thing: Some of my best real estate moves have happened during this time of year. In this episode of The Mid-Term Rental Show, I'm breaking down what you should be doing right now, whether you already own mid-term rentals, you're running an Airbnb, or you're looking to buy your very first investment property. Here's what we're getting into: Current MTR owners: How to adjust your pricing, monitor your competition, and fill vacancies during slower months. Airbnb owners: Why switching to mid-term rentals during the winter could make you more money (and why those holiday bookings might actually be hurting you). Future investors: Why Q4 is one of my favorite times to buy rental properties and how to take advantage of a slower housing market. Everyone: Why you shouldn't panic over a few slow months and how to think about real estate for the long haul. I'll also share what I'm seeing across my own rental portfolio heading into winter and the adjustments I'm personally making. Bottom line: Winter doesn't have to be the season your rental business struggles. It might actually be where you find your next big opportunity. — Bailey Kramer Host, The Mid-Term Rental Show

3. 

   19 Oct 2026

   8 Things I Wish I Knew Before Buying My First Mid Term Rental

   Want to buy your first mid-term rental? Grab my FREE MTR Beginner's Guide: https://stan.store/baileykramer/MTRbeginnersguidepodcast (https://stan.store/baileykramer/MTRbeginnersguidepodcast) Buying your first rental property can feel OVERWHELMING. How much money do you actually need? What if you buy a bad property? What happens if you can't find tenants? And how the hell are you supposed to know what you're doing if you've never done it before? 😂 In this episode, I'm breaking down 8 things I wish I knew before buying my first mid-term rental. We're talking about: Why your first rental property probably WON'T make you rich (and why that's okay). How much money you actually need to buy your first property. Why inspection reports aren't nearly as terrifying as they look. The hidden loan fees that could cost you THOUSANDS. Why I NEVER buy a property that only works as a mid-term rental. And a few other lessons I learned along the way. Whether you're actively looking for your first property or you're still trying to figure out where to start, this is the advice I'd give my younger self. Hope you enjoy the episode! — Bailey

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

4.6 / 5

7 ratings

Spotify

5.0 / 5

4 ratings

Contact The Mid-Term Rental Show

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

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