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12 Best STR Finds | April 28, 2025

The Market's Top Short Term Rentals – Yours Before Anyone Else.

May 10, 2025

Issue # 169

STR DAILY

Hey, friend! Today’s properties include a Poconos cabin with a projected 15% cash-on-cash return, a SC home with panoramic lake views delivering 25% CoC returns, and 19-acres of Catskills royal real estate delivering $67K in annual cash flow. These and more below.

Could one of these be your next income-producing gem? Let’s make this the year you get the property that changes your life. Enjoy and good luck!

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TODAY’S TOP PROPERTIES

Here’s what I love about it – Contemporary meets cabin in The Hideout’s latest remodel—hardwood floors, knotty pine accents, and a brick hearth begging for après-adventure unwind. Screened porch? Sunday hammock marathons on demand. Amenity smorgasbord—lakes, beaches, pools, golf, skiing, tennis—pre-stocked for serious wow-factor. Forecasting $35K in bookings, $12.9K cash flow, and a 15% cash-on-cash return, it pays you back in style. This Hideout retreat doesn’t just hide out—it cashes in.

  • Price: $285,000

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 1,800

  • Avg. Daily Rate: $298

  • Expected Occupancy Rate: 32%

  • Expected Annual Revenue: $35,083

  • Expected Annual Cash Flow: $12,867

  • Expected Cash on Cash: 15.40%

Here’s what I love about it – Panoramic Lake Keowee vistas? Check—this two-bed, two-bath cottage in gated Backwater Landing comes with a screened-in porch built for sunrise sips. Solid wood cabinets, transom windows, and a finished attic that moonlights as guest quarters or gear storage keep the charm high and the clutter low. Resort-style perks—poolside lounging, fitness center, walking trails, and boat slips—are all part of the package. Maintenance-free living? Lawn care, water, and trash are on someone else’s to-do list. With $39.9K in projected bookings, nearly $18K in annual cash flow, and a 24.85% cash-on-cash return, this lakefront escape turns vacation vibes into serious ROI.

  • Price: $269,900

  • BR/Bath: 2 Bedroom / 2 Bath

  • Sq. Feet: 1,022

  • Avg. Daily Rate: $238

  • Expected Occupancy Rate: 46%

  • Expected Annual Revenue: $39,867

  • Expected Annual Cash Flow: $17,965

  • Expected Cash on Cash: 24.85%

Here’s what I love about it – 19.6 acres of Catskills royal real estate flanked by 65+ acres of NYC-protected forest for ultimate privacy. Original inlaid hardwood and 13-foot coffered ceilings lead to a brand-new spa wing (steam shower + infrared sauna = duchess’s day spa). Outdoors: private pond for kayak vs catch-of-the-day, heated saline pool for year-round cannonballs, and bluestone terraces framing panoramic peaks. Two guest cottages and a barn begging for event couture or equestrian flair mean endless possibilities. With $67K+ annual cash flow and an 18% cash-on-cash return, period elegance just got a modern ROI upgrade.

  • Price: $1,350,000

  • BR/Bath: 8 Bedroom / 6 Bath

  • Sq. Feet: 5,806

  • Avg. Daily Rate: $1,252

  • Expected Occupancy Rate: 38%

  • Expected Annual Revenue: $173,403

  • Expected Annual Cash Flow: $67,233

  • Expected Cash on Cash: 18.24%

Here’s what I love about it – Three-story treehouse vibes in Red River Gorge—this 3-bed, 3-bath cabin serves up a reader’s loft deck, a wraparound party perch, spiral-staircase chic, and a ground-level fire-pit zone. Outdoor adventurers? World-class hiking, climbing, and s’mores-ready evenings are your backyard perks. Turnkey and fully furnished, it’s primed for instant bookings—forecasting $81.9K in revenue with $32.6K cash flow and a 20.8% cash-on-cash return. Deck trifecta? Check. Loft for ghost stories? Absolutely. Gorge glory awaits—claim your peak ROI before this one climbs away.

  • Price: $625,000

  • BR/Bath: 3 Bedroom / 3 Bath

  • Sq. Feet: 1,300

  • Avg. Daily Rate: $323

  • Expected Occupancy Rate: 70%

  • Expected Annual Revenue: $81,952

  • Expected Annual Cash Flow: $32,582

  • Expected Cash on Cash: 20.79%

Here’s what I love about it – Lake views? Front-row seats. This 3-bed, 2-bath cabin perches steps from Lake Desolation with dual decks for sunrise coffee and snowmobile-trail adventures. Fresh flooring and new porch windows let in the breeze, while Tinney’s Tavern is just a short hike away for après-lake libations. Projected bookings of $25K+ translate to roughly a 10% gross yield—nature’s soundtrack with revenue built in. Scenic serenity meets solid returns on the water’s edge.

  • Price: $244,900

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,040

  • Avg. Daily Rate: $259

  • Expected Occupancy Rate: 27%

  • Expected Annual Revenue: $25,076

  • Expected Annual Cash Flow: $6,645

  • Expected Cash on Cash: 9.96%

Here’s what I love about it – This coastal hideaway has already netted $70.8K in 2023, $105.2K in 2024 (thanks to that joint listing), and $94.3K so far in 2025, making double duty with its neighbor. A custom backyard starring a tiki BBQ hut and fire pit sets the stage for sunset s’mores sessions, while the two-car garage–turned–game room keeps the fun afloat. Steps from St. Andrews State Park and local sports complexes, guests enjoy salt-air adventures by day and luxury mattresses by night. Sold fully furnished (management linens stay onboard), this turnkey retreat sails itself. With projected bookings of $60.6K, you won’t need to abandon ship to make serious waves in your portfolio.

  • Price: $575,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,594

  • Avg. Daily Rate: $333

  • Expected Occupancy Rate: 50%

  • Expected Annual Revenue: $60,598

  • Expected Annual Cash Flow: $17,101

  • Expected Cash on Cash: 11.54%

Here’s what I love about it – Mid-century movie-star vibes meet modern money moves in Palm Springs’ Movie Colony East—owned solar, gated privacy, and a sparkling pool angled for peak sun and peak margarita moments. French doors spill from a cozy living room into a cabana-style patio begging for sunset soirées, while the open kitchen and breakfast bar keep brunch plans on point. Bedrooms double as guest-ready retreats—one even slides open poolside for splash-and-dash stays. With expected cash flow north of $62K and a whopping 29.6% cash-on-cash return, this bungalow is as smart as it is stylish. Desert cool? Served.

  • Price: $845,000

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 1,542

  • Avg. Daily Rate: $675

  • Expected Occupancy Rate: 53%

  • Expected Annual Revenue: $131,464

  • Expected Annual Cash Flow: $62,029

  • Expected Cash on Cash: 29.57%

Here’s what I love about it – Renovated 932 sq ft charmer—2 beds, 1 bath, off-street parking pad—that’s serving style and steady booking pings. Stainless steel appliances, turnkey furnishings, and security cams? Modern trust fall for guests. Central locale delivers stroll-to-everything convenience that fuels repeat stays. Projected revenue of $26.9K yields a tidy 13.2% gross return—bite-sized digs packing a heavyweight punch.

  • Price: $204,500

  • BR/Bath: 2 Bedroom / 1 Bath

  • Sq. Feet: 932

  • Avg. Daily Rate: $128

  • Expected Occupancy Rate: 58%

  • Expected Annual Revenue: $26,912

  • Expected Annual Cash Flow: $10,745

  • Expected Cash on Cash: 19.07%

Here’s what I love about it – Androscoggin River views serve up front-row seats to nature’s encore. Sunlit living spaces, an eat-in kitchen, and a sunroom set the scene for ATV summers and snowmobile winters, while new mini-splits and a heat pump keep comfort dialed in. Detached garage? Perfect for gear stashing or guest overflow. With projected bookings of $36.6K, $16.3K cash flow, and a 23% cash-on-cash return, this retreat is rental royalty. In Gorham’s currents, this gem floats straight to the top.

  • Price: $250,000

  • BR/Bath: 3 Bedroom / 1 Bath

  • Sq. Feet: 1,204

  • Avg. Daily Rate: $252

  • Expected Occupancy Rate: 40%

  • Expected Annual Revenue: $36,571

  • Expected Annual Cash Flow: $16,330

  • Expected Cash on Cash: 23.48%

Here’s what I love about it - Riverfront revelry—this Illinois River escape pairs a glorious main house with apartment, glamping-glam tent, and treehouse-chic that pulled in over $40K last year. Sunlit living rooms flow into barn-lined courtyards complete with storm shelter, chicken coop couture, raised beds, greenhouse, and fruit trees whispering “farm-to-table.” Fire up the carport or hop on I-49 in under 10 minutes (U of Arkansas is a 15-minute spin) for razor-sharp convenience. Broaden your guest roster with every amenity imaginable—and let that babbling river be your backyard splash pad. Forecasting $155K in bookings and nearly $76K cash flow (27.5% CoC), this oasis turns tranquility into tangible returns.

  • Price: $950,000

  • BR/Bath: 5 Bedroom / 6 Bath

  • Sq. Feet: 5,800

  • Avg. Daily Rate: $899

  • Expected Occupancy Rate: 47%

  • Expected Annual Revenue: $155,112

  • Expected Annual Cash Flow: $76,098

  • Expected Cash on Cash: 27.52%

Here’s what I love about it – Contemporary castle in the woods spanning 8+ cedar-scented acres—Lake Superior views? Included, no filter needed. Jurassic black granite counters and hickory cabinets turn the kitchen into a joy-fueled command center, while a private lower-level suite with its own entrance doubles as guest gold. Morning coffee on the Juliet balcony and manicured hiking paths deliver nature’s VIP pass. Steps from Norpine trails and wildlife preserves, you’re front-row to Lutsen’s best. Forecasting $117.6K in bookings, this retreat is the wilderness handshake you’ve been waiting for.

  • Price: $1,123,000

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 4,880

  • Avg. Daily Rate: $489

  • Expected Occupancy Rate: 66%

  • Expected Annual Revenue: $117,608

  • Expected Annual Cash Flow: $32,753

  • Expected Cash on Cash: 10.67%

Here's what I love about it - Beachside botanical playground with no HOA playbook—lush fenced yard flaunts home-grown eggs from a chicken coop cameo, a greenhouse glow-up, and grapevines that mug for the camera. Covered patio’s wired, lit, and built-in for sunset feasts, while a cedar sauna and outdoor shower deliver post-surf spa vibes. Inside, crafty built-ins hide pet-care stations and desk nooks that make remote work feel like a seaside staycation. A 12×16 insulated workshop stands by for boat-tuneups or art-studio antics. Projected bookings of $61.5K, $19.6K cash flow, and a 14.5% cash-on-cash return prove this bungalow is as smart as it is sun-soaked.

  • Price: $547,000

  • BR/Bath: 3 Bedroom / 1 Bath

  • Sq. Feet: 945

  • Avg. Daily Rate: $274

  • Expected Occupancy Rate: 61%

  • Expected Annual Revenue: $61,474

  • Expected Annual Cash Flow: $19,598

  • Expected Cash on Cash: 14.49%

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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.