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12 Best STR Finds | May 17, 2025

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

May 21, 2025

Issue # 186

STR DAILY

Today’s properties include 3+ acres above the Yellowstone River, a Victorian B&B in NH against the Appalachian Trail, and a desert playground in CA. All cash flowing opportunities ready for you to list them.

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 – Panoramic Paradise Valley “wow” factor—check. This turnkey modern cabin perches on 3+ acres above the Yellowstone River, minutes from world-class fly fishing, hot springs, and the Emigrant charm. Floor-to-ceiling views flood the vaulted living spaces, and year-round access keeps your retreat always on-point. Forecasting $71.2K in annual bookings, this slice of Montana doubles as your mountain hideaway and a revenue waterfall. Adventure-ready and bank-account friendly, it’s proof that beauty—and brisk returns—thrive at altitude.

  • Price: $669,000

  • BR/Bath: 2 Bedroom / 2 Bath

  • Sq. Feet: 1,308

  • Avg. Daily Rate: $283

  • Expected Occupancy Rate: 69%

  • Expected Annual Revenue: $71,190

  • Expected Annual Cash Flow: $20,493

  • Expected Cash on Cash: 12.27%

Here’s what I love about it – Timber-meets-luxury log palace sprawled across 2.8 pristine acres, boasting 6 beds, 4 baths, hickory floors, and a floor-to-ceiling river-rock fireplace that commands attention. Four decks serve up Rocky Mountain sunrises (and après-ski sips), while the oversized garage begs for ATVs, skis, and every toy you can haul. Vaulted ceilings and exposed beams frame an open-plan great room that’s both storybook cozy and cocktail-party ready. Projected bookings of $261.8K with $104.1K cash flow and a 20.6% cash-on-cash return prove this isn’t just a cabin—it’s a timber-powered cash cow. Grand Lake charm and National Park thrills? Included, with interest.

  • Price: $1,995,000

  • BR/Bath: 6 Bedroom / 4 Bath

  • Sq. Feet: 4,648

  • Avg. Daily Rate: $1,139

  • Expected Occupancy Rate: 63%

  • Expected Annual Revenue: $261,757

  • Expected Annual Cash Flow: $104,145

  • Expected Cash on Cash: 20.61%

Here’s what I love about it – Sky Harbor’s chalet chic—vaulted ceilings, hardwood floors, and a stone fireplace set the scene for 360-degree tree therapy on a wraparound deck. Custom-carved cabin door swings open to a game-ready den and granite-clad kitchen that’s bubble-economy approved by the upstairs whirlpool tub. Covered hot tub and HOA-handled snow removal mean stress is optional. Dollywood detours and Gatlinburg glam sit just eight miles away, making this spot a shuttle-to-thrills haven. Forecasting $59.5K in bookings, $23.3K cash flow, and a 19.4% cash-on-cash return, this chalet is the whole package—minus the hassle.

  • Price: $459,000

  • BR/Bath: 2 Bedroom / 2 Bath

  • Sq. Feet: 1,488

  • Avg. Daily Rate: $250

  • Expected Occupancy Rate: 65%

  • Expected Annual Revenue: $59,523

  • Expected Annual Cash Flow: $23,351

  • Expected Cash on Cash: 19.39%

Here’s what I love about it – Seaside serenity meets turnkey ROI at 2709 Lagoon Manor Drive—4 beds, 4 baths decked out in modern beach-chic that’s vacation-ready at first sight. Fully furnished and short-term rental approved, this gem spares you the staging headache, with sandy shores and PCB’s top dining spots just minutes away. Coastal vibes flow from vaulted living spaces to a breezy deck where every sunset becomes an Insta-moment. Forecasting $74K in annual bookings, this home is less “investment” and more “shore thing.”

  • Price: $690,000

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 2,685

  • Avg. Daily Rate: $403

  • Expected Occupancy Rate: 50%

  • Expected Annual Revenue: $74,282

  • Expected Annual Cash Flow: $21,882

  • Expected Cash on Cash: 11.79%

Here’s what I love about it – Full-acre escape in Parks, AZ where prairie panoramas back onto protected Forest Service land—neighbors? Never heard of ’em. Rustic 1982 bones get a modern boost with updated counters, warm wood accents, and a cozy wood-burning stove. Hot tub under starry skies on a spacious patio? Included. Minutes from Flagstaff and endless trails, it’s a nature-lover’s dream that doubles as a getaway goldmine. Forecasting $70K in bookings and roughly 10.8% gross yield, this rural retreat proves peace of mind can pay dividends.

  • Price: $649,900

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 2,304

  • Avg. Daily Rate: $441

  • Expected Occupancy Rate: 44%

  • Expected Annual Revenue: $70,028

  • Expected Annual Cash Flow: $20,665

  • Expected Cash on Cash: 11.98%

Here’s what I love about it – Sanctuary or stage? Built with 1800s church beams, this Ellijay cabin preaches privacy beneath Cohutta’s 36,000-acre forest—neighbors optional. Two main-level bedrooms, two loft hideaways, and a screened porch set the scene for sunrise solos or moonlit musings. Gravel-road bragging rights (4WD recommended) lead to a firepit arena perfect for marshmallow pyrotechnics. Benton MacKaye trails and Roo Mountain vineyards are minutes away—hike by day, sip by dusk. Forecasting $53.9K in bookings, $19K cash flow, and 15.5% cash-on-cash returns, this woodsy wonder preaches profit and peace in one rustic package.

  • Price: $450,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,892

  • Avg. Daily Rate: $227

  • Expected Occupancy Rate: 65%

  • Expected Annual Revenue: $53,880

  • Expected Annual Cash Flow: $19,000

  • Expected Cash on Cash: 15.52%

Here’s what I love about it – Victorian splendor meets high-yield returns—Libby House’s wraparound porch is front-row to Appalachian sunsets, while a converted barn-turned-hostel and up to 15 licensed tent sites are pitch-perfect for trailblazers. Gleaming hardwood floors and a grand staircase set the scene for B&B elegance, with owners’ quarters offering private respite amid bustling guest rooms. Hikers from the Appalachian Trail flock here, making turnovers as reliable as morning coffee. With projected bookings of $64.2K, cash flow topping $31.1K, and a 26% cash-on-cash return, this historic gem pays dividends as beautifully as it preserves charm.

  • Price: $399,000

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 2,742

  • Avg. Daily Rate: $351

  • Expected Occupancy Rate: 50%

  • Expected Annual Revenue: $64,237

  • Expected Annual Cash Flow: $31,169

  • Expected Cash on Cash: 26.15%

Here’s what I love about it – NW-modern meets Bend buzz with Deschutes Forest trailhead access at your doorstep and downtown’s craft scenes just 15 minutes away. Vaulted wood beams and decks framing endless pines? Forest vibes included, no filter needed. Four-car garage and greenhouse? Gear shelter by day, profit incubator by night. Bonus room and sunroom are perfect for s’mores sessions under starlit skies. Forecasting $124.5K in annual bookings (about a 10.4% gross yield), this basecamp proves wilderness weekends can really pay off.

  • Price: $1,195,000

  • BR/Bath: 3 Bedroom / 3 Bath

  • Sq. Feet: 2,998

  • Avg. Daily Rate: $470

  • Expected Occupancy Rate: 73%

  • Expected Annual Revenue: $124,546

  • Expected Annual Cash Flow: $34,329

  • Expected Cash on Cash: 11.26%

Here’s what I love about it – Three-home desert playground on 3.38 acres—pool splashes by day, bocce battles by evening, and Dark Sky stargazing shows by night. Main house, mid-century farmhouse, and two cottages each boast private fenced yards with fire pits, BBQs, and jacuzzis—palapa party central anyone? Tennis court, horseshoe pits, and horse corrals keep guests entertained, while a three-car garage moonlights as a game hub with ping pong and shuffleboard. Just steps from Anza-Borrego super blooms and Galleta Meadows’ steel sculptures, this compound blends adventure with family-­style flair. Forecasting $72K in bookings, $30K in annual cash flow, and a 20.6% cash-on-cash return—this retreat’s ROI shines brighter than Borrego Springs’ sunsets.

  • Price: $525,000

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 2,643

  • Avg. Daily Rate: $412

  • Expected Occupancy Rate: 48%

  • Expected Annual Revenue: $72,282

  • Expected Annual Cash Flow: $30,363

  • Expected Cash on Cash: 20.63%

Here’s what I love about it - Valley-floor vistas meet equestrian elegance in Bear Valley Springs—this 3-bed, 2-bath ranch plus private ADU is the ultimate “nest for success.” Vaulted ceilings and a stacked-stone fireplace set the mood, while a granite-and-hickory kitchen begs for farm-to-table feasts. Saddle up from your own pasture with two horse sheds—then clip-clop onto community trails, lakes, tennis courts, and tee boxes. Forecasting $78.4K in bookings, $27.9K cash flow, and a 16.3% cash-on-cash return, it’s where four seasons of fun turn into four-figure returns.

  • Price: $650,000

  • BR/Bath: 4 Bedroom / 3 Bath

  • Sq. Feet: 2,167

  • Avg. Daily Rate: $451

  • Expected Occupancy Rate: 48%

  • Expected Annual Revenue: $78,406

  • Expected Annual Cash Flow: $27,948

  • Expected Cash on Cash: 16.33%

Here’s what I love about it – Park Circle’s brick belle marries Charleston charm and Pendium Group polish in a fully-renovated, fully-furnished 3-bed, 2-bath ranch framed by iconic live oaks. Rich wide-plank White Oak vinyl floors, crisp crown molding, and a formal dining room’s electric fireplace set the stage for café-lit evenings and backyard fire-pit lounges. The designer kitchen? Floor-to-ceiling solid wood cabinets, Carrara marble, and brass hardware that outshine the southern sunset. Minutes from Park Circle’s dining buzz and historic downtown Charleston, this gem doubles as a stylish retreat and income powerhouse. Forecasting $65.8K in bookings, this Lowcountry charmer proves that historic roots can deliver fresh revenue.

  • Price: $650,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,331

  • Avg. Daily Rate: $269

  • Expected Occupancy Rate: 67%

  • Expected Annual Revenue: $65,846

  • Expected Annual Cash Flow: $17,021

  • Expected Cash on Cash: 10.45%

Here's what I love about it - Exposed-beam modern-farmhouse chalet sprawls over six wooded acres just minutes from Bristol slopes and Canandaigua Lake—front-porch coffee and hot-tub starlit soaks? Check. Original refinished doors and hardwood floors lead to a stainless-and-granite chef’s kitchen, a harvest table that seats eight (plus island stools), and a stone-surrounded woodburning stove that flips on cozy mode at will. Three upstairs bedrooms plus a lower-level guest haven sleep ten without a pullout or sleeping bag in sight. Hike your yard, dock nearby lakes, catch a CMAC concert, or sip Finger Lakes cabernet on the deck—this retreat pours region-wide perks. Forecasting $73.9K in bookings, $38K in cash flow, and a 33% cash-on-cash return, this post-and-beam dream house doubles as your best rental encore.

  • Price: $425,000

  • BR/Bath: 3 Bedroom / 3 Bath

  • Sq. Feet: 1,584

  • Avg. Daily Rate: $366

  • Expected Occupancy Rate: 55%

  • Expected Annual Revenue: $73,921

  • Expected Annual Cash Flow: $37,984

  • Expected Cash on Cash: 33.44%

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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.