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- 12 Best STR Finds | January 16, 2025
12 Best STR Finds | January 16, 2025
The Market's Top Short Term Rentals – Yours Before Anyone Else.
January 16, 2025 | Issue #71 |
Hey, friend! The short-term rental market is serving up some serious charm today, and I’ve curated a list that’s ready to work for your portfolio.
On the menu: a lovingly restored Victorian gem in Waterbury, Vermont – just steps from the breweries, pubs, and restaurants that make this foodie haven a New England treasure; an authentic 4-bedroom chalet in Lake Naomi, nestled in the Poconos and brimming with cozy mountain vibes; and a fully furnished showstopper in Boyne Mountain, Michigan, perfectly poised for year-round rentals. All of this and more for our Investor’s Edge readers.
Could your next big win be in this mix? Let’s explore.
Hooked on these picks? Share the good vibes (and this newsletter) with a friend who’s ready to dive into STR success. It would mean the world to me!
INVESTOR’S EDGE EXCLUSIVE

Florida's tourism industry is on a record-breaking streak, with the state welcoming 34.6 million visitors in Q3 2024—a 1.8% increase from the same period in 2023.
Given the increasing competition in Florida's short-term rental market due to a surge in listings, this property's modern amenities and strategic location provide a competitive edge to attract discerning travelers. It’s up for auction and expected to deliver a whopping 31% cash-on-cash return.
Upgrade to Investor’s Edge to receive the details on this rental goldmine alongside:
8+ of my favorite handpicked properties to hit the market every single day… before everyone else.
An additional 40-80 amazing properties that didn’t make the newsletter each day in a running Google sheet.
The ‘Investment Analysis’ spreadsheet I use to evaluate my investment opportunities.
The ‘Monthly Revenue Tracker’ I use to manage my Airbnb P&L.
The ‘Mortgage Payoff & Amortization Schedule’ I use to monitor may pay down rate and property equity.
Quarterly in-depth write-ups to deliver must know industry trends.
All for about fifty cents a day. And, I’m currently offering the next 20 people who to sign up receive Investor’s Edge 52% off the standard price for the life of their subscription. Let’s make this the year you get the property that changes your life. Sign up below 👇
TODAY’S TOP PROPERTIES

This carefully restored and updated Victorian home (circa 1900) is conveniently located in the heart of Waterbury Village, a short stroll from the breweries, pubs and restaurants for which Waterbury has earned acclaim as “The best little foodie town in New England” (Boston Globe, May 2024). Entering through the spacious mudroom with its custom cabinetry and laundry area, you'll be pleasantly surprised by an open floor plan that encompasses kitchen, dining and living areas. The kitchen has been tastefully updated with cabinetry crafted by Peter Pomerantz of Waitsfield, Marmoleum flooring, and features a large island topped with reclaimed local bowling alley material, bordered in cherry and mahogany. A classic Shaws farmhouse sink and rare Vermont pure black slate countertops complete the space. The sun-drenched dining area features a custom built-in bench with drawers, wide pine floorboards milled in Bristol, VT, and a Jotul gas stove that provides cozy warmth to the entire open area. Down the hall is a beautifully restored bathroom with a vintage clawfoot tub and custom tilework, a spacious open foyer and a separate large family room with solid oak floors throughout. Upstairs, the newly renovated primary bedroom is complemented by three additional bedrooms and a second timeless bathroom featuring hexagonal tile flooring, and subway tile walls and shower. This home has been meticulously renovated, reflecting the affection and care the sellers have invested over the years.
Price: $595,000
BR/Bath: 4 Bedroom / 2 Bath
Sq. Feet: 2,227
Avg. Daily Rate: $537
Expected Occupancy Rate: 55%
Expected Annual Revenue: $106,895
Expected Annual Cash Flow: $42,460
Expected Cash on Cash: 26.68%

Authentic chalet appeal in well loved Lake Naomi. A 4 bedroom, 2 bath getaway exuding the mountain ambience that warms the heart year-round. Hardwood floors, wood ceilings and beams compliment living with wood burning fireplace insert open to dining and the nicely remodeled kitchen. Appealing layout with 2 bedrooms and updated bath on each floor. Comfortable summer days with central air conditioning. Unfinished basement with outside access great for boats, outdoor furniture storage and rainy day play. Delightful wrap around deck for relaxation, grilling and star gazing. Just steps to the picturesque lake, beach, marina and impressive pool, you will love the convenience of all. Come get cozy this year in the Pocono Mountains with so much fun for all.
Price: $344,900
BR/Bath: 4 Bedroom / 2 Bath
Sq. Feet: 1,344
Avg. Daily Rate: $377
Expected Occupancy Rate: 41%
Expected Annual Revenue: $56,519
Expected Annual Cash Flow: $14,126
Expected Cash on Cash: 15.23%
Subscribe to Investor’s Edge to read the rest.
By joining STR Daily Investor’s Edge you get to read the rest of this post and access to Premium Member only content like:
8+ of the best handpicked properties to hit the market every single day… before everyone else.
An additional 40-80 quality properties that didn’t make the newsletter each day in a running Google sheet.
The ‘Investment Analysis’ spreadsheet I use to evaluate my investment opportunities.
The ‘Monthly Revenue Tracker’ I use to manage my Airbnb P&L.
The ‘Mortgage Payoff & Amortization Schedule’ I use to monitor may pay down rate and property equity.
Quarterly in-depth write-ups to deliver must know industry trends.
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Buying a short term rental doesn’t need to be complicated. But, with more than 14,000 listings hitting the market every single day, the likelihood of you finding the right home at the right time feels damn near impossible.
You need to find the right location.
With the right unit economics.
And, the right style.
It’s tough.
But, when you do… it’s a game life changer.
The last Airbnb I purchased provides a 16.99% Cash on Cash return with $15,700+ in annual free cash flow after my mortgage and all expenses…
I hope this is a resource that saves you time, so you can make decisions in minutes and avoid missing out on the property that will change your life.
Disclaimer: The information provided on STR Daily is for informational purposes only and should not be considered financial advice. Short-term rental regulations change constantly, so please review local rules and regulations prior to any purchases. Projected cash-on-cash returns are based on a 20% down payment, estimated furnishing costs appropriate for the property size, and anticipated fees. Actual returns may vary. Please run the numbers yourself or consult a financial professional to assess risks and develop a strategy suited to your specific needs.