
Short Term Rental Riches
Tim Hubbard, successful investor and CEO of a seven-figure short term rental management company shares it all. The insider tips you need to know to acquiring, operating and scaling a successful short term rental business.
Latest episodes

May 13, 2025 • 16min
287. Booking.com’s NEW Damage Program: What Hosts Need to Know
What happens if a guest damages your short-term rental and they booked through Booking.com? Good news: they now offer host protection. But it’s not as great as it sounds... In this episode, we break down the truth behind Booking.com’s new damage policy, what’s covered, and why you still might want to stick with deposits. 5 Key Takeaways: • The Damage Policy Breakdown: Booking.com now offers a host damage protection program, but it’s filled with fine print and limitations. • Deposits vs. Damage Program: Learn why collecting a deposit might offer stronger protection than relying on Booking.com’s mediation process. • The Shocking Fine Print: Discover what’s not covered—like extra cleaning, pet damage, smoking, or even rule violations. • How to Set It Up (Step-by-Step): A walkthrough on how to activate the damage policy within the Booking.com extranet settings. • Our Recommendation After 50,000 Guests: Hear why Tim and his expert team still favor deposits and what evidence you can’t use in a damage claim. This episode is a must-listen for any host using, or considering, Booking.com. Knowing how to protect your rental can save you thousands and major headaches. Resource Links: Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/

May 6, 2025 • 12min
286. Exposed: What Your Review History Is Telling Future Guests
Your reviews don't just reflect guest experiences—they create them. In this essential episode, we're breaking down how guest expectations (shaped by prior reviews) can make or break your reputation. Discover the psychology behind reviews, how many you need for protection, and actionable ways to build your "safety net." Key Takeaways: Why guest reviews are shaped more by expectations than just the actual stay How negative reviews influence new guests to look for flaws The critical "40 review" milestone where bad reviews hurt less How clean communication can buffer against mistakes and save reviews The importance of consistency and exceeding expectations to maintain stellar ratings Your reviews are doing more than you think—they're marketing for you. Stay sharp and proactive to avoid the downward spiral of negative feedback. Tune in to learn exactly how many reviews you need to create a safety net and ensure your short-term rental thrives. Don't forget to subscribe, share, and tap into our free resources below. Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/

6 snips
Apr 29, 2025 • 13min
285. How Stacking Small Wins Can Boost Your STR Revenue by 30% or More
Discover how small tweaks can lead to a major revenue boost for short-term rentals. Learn the importance of optimizing listing photos and descriptions for better bookings. Find out why dynamic pricing can save you thousands compared to flat rates. Uncover the benefits of distributing across multiple channels to ensure steady revenue and protection against platform changes. Plus, fast and effective guest communication can elevate your business, while stacking these strategies can lead to impressive growth and success.

Apr 22, 2025 • 18min
284. How to List Your Property on Booking.com in 2025 & Hacks You Should Know
We’ve talked about Booking.com before, but in 2025, it’s more important than ever to take it seriously as a revenue-driving channel for your short-term rental. In this episode, we’re diving deep into why Booking.com deserves a place in your strategy this year—and how to set it up for success. Whether you're brand new to the platform or you've tried it before and tapped out, we’re covering everything you need to know: Why Booking.com is a gold mine (especially for international and business travelers) Step-by-step walkthrough on setting up your property Key differences from Airbnb and VRBO How to handle payments (including new features like Payments by Booking) 2025 updates to know—AI tools, damage protection, visibility boosters, and more Mistakes to avoid and tips to boost visibility and guest quality Plus, why your photos, cancellation policy, and guest screening process really matter If you’re only on Airbnb or VRBO, you’re leaving money on the table. This episode gives you the tools to change that. Looking for hands-off help? Visit striches.com and see how our team can manage your property for you. Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/

6 snips
Apr 15, 2025 • 13min
283. 5 Reasons Your Automated Pricing Tool is Failing
Automated pricing tools might not be as effective as you think. Discover five major reasons they can fail, from inaccurate data to the pitfalls of one-size-fits-all pricing. Unique properties and rural locations often throw off automated strategies. Learn how top listings risk being underpriced without manual adjustments. Hidden fees can also distort your pricing across platforms. Get insights on maximizing your rental income and stay ahead with smarter pricing strategies.

12 snips
Apr 8, 2025 • 12min
282. Summer 2025 Airbnb Prep: 7 Ways to Make Your Listing Unstoppable
Are you ready for a packed summer rental season? Discover seven essential strategies to refresh your listing and attract high-value guests. Learn how to enhance your property’s visibility and create a summer-friendly appeal. Understand booking trends and optimize your pricing strategy. Explore the power of a digital guidebook to elevate guest experiences and secure those coveted 5-star reviews. Don’t wait until it's too late—get your rental ready to shine this summer!

7 snips
Apr 3, 2025 • 26min
281. The Secret to High-Yield Vacation Rentals? Think Small, Earn Big!
Dave Zook, founder of Zook Cabins, shares his expertise in modular cabin construction for short-term rentals. He highlights why smaller, high-quality units can yield impressive returns, offering investors a chance to start with one before scaling. The conversation covers the advantages of tax-friendly depreciation and the simplicity of turnkey solutions. Zook also discusses how off-grid options and Starlink technology are making remote rentals more viable. This episode is packed with strategic insights for maximizing profits in the evolving rental market!

Mar 25, 2025 • 14min
280. The 5-Star Pricing Strategy: How to Charge More as an Exceptional Host
Are you a short-term rental host with stellar reviews? If so, you might be sitting on a goldmine! In this episode, we break down how a perfect 5-star rating can significantly boost your pricing power. Using real data from cities like Palm Springs, Las Vegas, and Paris, we explore how top-rated listings perform and what pricing strategies you can implement to maximize your revenue. What You’ll Learn: How review scores impact your booking rates and pricing potential The percentage of listings with perfect reviews in major STR markets How to use dynamic pricing tools like PriceLabs for premium pricing Why monitoring booking windows is crucial for revenue growth The best setting to automate and optimize your STR pricing strategy Having an exceptional review score isn’t just about bragging rights—it directly affects your revenue! This episode dives deep into how to position your property for premium pricing, boost occupancy, and take advantage of automated pricing strategies. Tune in to discover how you can make the most of your hard-earned 5-star status and increase your short-term rental income. Resource Links: Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/

Mar 18, 2025 • 36min
279. MEET the Founder of the Industry's Most Powerful Dynamic Pricing Tool!
Pricing your short-term rental is no easy task—but with the right tools, you can maximize revenue and occupancy. In this episode, Tim welcomes Anurag Verma, co-founder of PriceLabs, to discuss how dynamic pricing has evolved, why data-driven decisions matter, and how hosts can optimize their strategies in an increasingly competitive market. In This Episode, You’ll Learn: How PriceLabs grew from a beta tool to managing 450,000 properties worldwide Why pricing flexibility leads to higher earnings The most underutilized feature in PriceLabs that hosts should be using How AI and automation are shaping the future of dynamic pricing Actionable tips for setting the perfect base price and fine-tuning your strategy Why Listen? Whether you’re a new host or an experienced property manager, this episode is packed with insights to help you optimize pricing, increase bookings, and stay ahead of market trends. Resource Links: Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/ Relevant Tags: #DynamicPricing #PriceLabs #AirbnbOptimization #ShortTermRentals #RevenueManagement #VacationRentalSuccess #STRInvesting #HospitalityTech #RealEstateTools

Mar 11, 2025 • 30min
278. Virtual Management Evolution: Meet Tim's Partner and Find Out What's Next!
Justin Winfield, a real estate veteran and co-founder of Corzly Inc., dives into the evolution of property management. He argues that traditional models are outdated and highlights how technology, especially AI, transforms the hospitality industry. Justin shares his global experiences, from coaching in China to running a boutique hotel in Colombia. Discover how virtual management boosts profitability and guest satisfaction while simplifying operations. He reveals why adapting to tech-first solutions is crucial for modern property owners.