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- 12 Best STR Finds | May 1, 2025
12 Best STR Finds | May 1, 2025
The Market's Top Short Term Rentals – Yours Before Anyone Else.
May 11, 2025 | Issue # 172 |
STR DAILY
Hey, friend! Today’s properties include not one, not two, but three homes in prime tourist destinations with greater than 40% projected cash-on-cash return.
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 – Woodstove crackles, pool table beckons, and four-season deck views steal the show at this fully furnished 3-bed/2-bath cabin (plus loft) just minutes from NH’s best ski slopes and hiking trails. No HOA loopholes—just privacy for 8+, a washer/dryer that’s as ready as you are for après-ski cocoa or summer s’mores, and a bonus deck primed for starry-night unwind sessions. Forecasting $77K in bookings and a frosty $45.5K cash flow—49% cash-on-cash return. Owl’s Nest Golf Club next door? Fore-season birdies included. Mountain life just turned profitable—skis optional.
Price: $349,900
BR/Bath: 3 Bedroom / 2 Bath
Sq. Feet: 1,152
Avg. Daily Rate: $390
Expected Occupancy Rate: 54%
Expected Annual Revenue: $77,244
Expected Annual Cash Flow: $45,527
Expected Cash on Cash: 49.49%

Here’s what I love about it – Riverfront royalty in Pennington Bend—one of the last original homes on the river, this double-lot charmer boasts VRBO five-star creds thanks to neighboring Grand Ole Opry luminaries. Three bedrooms, two baths, and a private entrance to a lower-level suite double your STR mojo. New roofs and gutters keep things watertight, oversized outdoor acres deliver serious al fresco envy, and the river views? Unfiltered, front-row seats. With $65.1K in cash flow and a jaw-dropping 49% cash-on-cash return, this slice of Nashville nostalgia isn’t just scenic—it’s profit in style.
Price: $499,000
BR/Bath: 3 Bedroom / 2 Bath
Sq. Feet: 1,807
Avg. Daily Rate: $434
Expected Occupancy Rate: 70%
Expected Annual Revenue: $110,427
Expected Annual Cash Flow: $65,160
Expected Cash on Cash: 49.05%

Here’s what I love about it – Peak performance on and off the slopes—this 5-bed Mt. Hood escape serves up cathedral ceilings, a spa-worthy owner’s suite, and a commercial-grade laundry that laughs in the face of ski boots. High-end kitchen meets cozy fireplace and expansive loft for après-adventure hangs. Just minutes from Ski Bowl, Timberline, and Meadows, guests return faster than a chairlift. Projected bookings hit $96.5K annually—returns that climb as steep as the mountain itself. Glide into this deal before it skis off the market.
Price: $925,000
BR/Bath: 5 Bedroom / 3 Bath
Sq. Feet: 2,940
Avg. Daily Rate: $481
Expected Occupancy Rate: 55%
Expected Annual Revenue: $96,544
Expected Annual Cash Flow: $26,693
Expected Cash on Cash: 11.02%

Here’s what I love about it – Permission slip stamped: no STR HOA restrictions means full-host freedom. 18-ft ceilings? A sky-high welcome mat for custom finishes and freestanding tubs that scream spa-status. Dual primary suites and a kitchen island fit for a chef (and serious storage hunters) keep guests glued to the good life. Backyard putt-putt—hole-in-one hospitality under patio lights—turns twilight into your revenue playground. Projected cash flow of $79.7K and a 35% cash-on-cash return? Luxury living just scored a financial birdie.
Price: $834,900
BR/Bath: 6 Bedroom / 4 Bath
Sq. Feet: 3,391
Avg. Daily Rate: $804
Expected Occupancy Rate: 51%
Expected Annual Revenue: $151,030
Expected Annual Cash Flow: $79,677
Expected Cash on Cash: 35.27%

Here’s what I love about it – Craftsman coastal charmer in Lincoln City—zoned for year-round STR bliss and just driftwood-steps from sand, shops, and seaside sips. Five beds and four baths flex for family getaways or couples’ escapes, with a lower-level studio that doubles as your secret surf shack. Fully furnished with salt-kissed finishes and mixed-use freedom, this home feels like an Oregon Coast postcard come to life. Projected bookings of $142K and $79.6K in cash flow (41.8% cash-on-cash) prove that beach dreams can pay off big time. Ride the revenue wave—no wetsuit required.
Price: $715,000
BR/Bath: 5 Bedroom / 4 Bath
Sq. Feet: 2,620
Avg. Daily Rate: $544
Expected Occupancy Rate: 72%
Expected Annual Revenue: $142,416
Expected Annual Cash Flow: $79,610
Expected Cash on Cash: 41.76%

Here’s what I love about it – Sunnyside’s turnkey trifecta—farmhouse charm, equestrian readiness, and free natural gas for next-level low-cost living. This 4,100+ sq ft farmhouse wows with soaring rooms, a bright atrium, custom kitchen cabinetry, and a gas-fi fireplace begging for winter storytelling. Below, a historic bomb shelter moonlights as a root-cellar/prepper’s paradise, while upstairs a separate unit nails bonus STR income or in-law digs. Outside, irrigable pastures, braided-rope fencing, run-in sheds, RV hookups, and a private pond transform rural living into a daily retreat. With $125.8K in bookings, $54K in annual cash flow, and a 21.9% cash-on-cash return, this Colorado gem proves that wide-open skies can open wallets, too.
Price: $895,000
BR/Bath: 5 Bedroom / 5 Bath
Sq. Feet: 4,101
Avg. Daily Rate: $383
Expected Occupancy Rate: 90%
Expected Annual Revenue: $125,798
Expected Annual Cash Flow: $54,002
Expected Cash on Cash: 21.88%

Here’s what I love about it – Forest-floor fantasia on 2.41 secluded acres between Beltrami Island’s pines and Lake of the Woods—think 50-ft stone chimney and vaulted great room that redefine ‘cabin cred.’ Custom concrete countertops and stainless-steel appliances inject mid-century muscle into rustic roots, while the third-level loft reading nook whispers hygge-in-the-woods. RV hookup and insulated 3-car garage? Ready to house gear for every season. Projected to deliver $23.5K in annual cash flow with a 20.5% cash-on-cash return, this A-frame proves solitude and serious yield can cozy up. Seclusion’s sweet, but so is that ROI—woodn’t you agree?
Price: $394,700
BR/Bath: 3 Bedroom / 3 Bath
Sq. Feet: 2,388
Avg. Daily Rate: $360
Expected Occupancy Rate: 42%
Expected Annual Revenue: $55,131
Expected Annual Cash Flow: $23,514
Expected Cash on Cash: 20.51%

Here’s what I love about it – Retro chic meets woodland wonder in this Catskill Chalet—soaring ceilings, a retro-style kitchen, and a tile-wrapped wood stove primed for year-round s’mores. Step outside to a level lawn framed by towering pines and float your cares away with deeded access to Hunter Lake just a stroll away. A two-car garage and studio built in 2015 add bonus space for gear or guests, making this 740-sq-ft retreat feel twice its size. With projected annual cash flow of $21.9K and a 20.8% cash-on-cash return, consider this chalet cha-ching—nature’s quiet and ROI’s loud.
Price: $425,000
BR/Bath: 2 Bedroom / 1 Bath
Sq. Feet: 740
Avg. Daily Rate: $264
Expected Occupancy Rate: 58%
Expected Annual Revenue: $55,450
Expected Annual Cash Flow: $21,914
Expected Cash on Cash: 20.84%

Here’s what I love about it – Mountain chirps meet cha-chings in this one-bedroom Highcrest Summit cabin, boasting a stacked-stone fireplace, floor-to-ceiling windows drenched in woodland serenity, and warm wood finishes that feel like genuine Georgia hospitality. Screened-in porch spa-cation? Hot tub and private sauna included. The primary suite’s whirlpool tub delivers post-hike bubble-bath bliss. Minutes from Helen’s wineries and Appalachian trails, this retreat actually pays you back. With $23.4K in projected cash flow and a 27.6% cash-on-cash return, this cabin’s ROI is as therapeutic as its sauna.
Price: $324,900
BR/Bath: 1 Bedroom / 1 Bath
Sq. Feet: 1,024
Avg. Daily Rate: $189
Expected Occupancy Rate: 73%
Expected Annual Revenue: $50,073
Expected Annual Cash Flow: $23,437
Expected Cash on Cash: 27.58%

Here’s what I love about it - Under an Alba Mesquite canopy, this mid-century remodel flaunts sculptural cactus, custom wood-slat drama, and laminate floors that whisper “modern desert chic.” The festival-ready kitchen’s 10-foot soapstone-quartz island and Euro cabinetry prep Coachella cocktails, while a Portola clay fireplace and oversized sliders blur living-room lines into the pool/spa courtyard under Calliandra blooms. Empire Polo Club is a 12-minute dash—glampers who “don’t do tents” will be first in line for festival bookings. Projected $87K in bookings, $29.6K in cash flow, and 15% cash-on-cash returns turn the ROI up past desert heat levels. In Palm Springs, extreme desert cool meets sizzling returns—no sunscreen required.
Price: $745,000
BR/Bath: 4 Bedroom / 2 Bath
Sq. Feet: 2,400
Avg. Daily Rate: $521
Expected Occupancy Rate: 46%
Expected Annual Revenue: $87,079
Expected Annual Cash Flow: $29,608
Expected Cash on Cash: 15.16%

Here’s what I love about it – Beachside charm meets modern edge in this 2022-built corner-unit townhome, boasting a private backyard oasis with $20K of elegant pavers, a custom shade canopy, and pro-grade landscape lighting—backyard envy? Included. Downstairs open-concept living flows straight into patio vibes, while upstairs tucks away four serene bedrooms and the laundry for max privacy. Dog run? Paw-fect fetch zone for four-legged guests craving coastal adventure. Projected bookings of $73.8K, cash flow of $25.1K, and a 15.5% cash-on-cash return turn this turnkey escape into an ROI superstar. Luxury, location, and dog-friendly digs—this rental hot spot brings returns that rival the evening tide.
Price: $630,000
BR/Bath: 4 Bedroom / 3 Bath
Sq. Feet: 1,739
Avg. Daily Rate: $379
Expected Occupancy Rate: 53%
Expected Annual Revenue: $73,770
Expected Annual Cash Flow: $25,153
Expected Cash on Cash: 15.50%

Here's what I love about it - Split-level serendipity in Decatur—an open-concept main level with a quartz-topped island, bright family room, and five beds/three baths ready for every guest profile. Downstairs bonus zone and private patio moonlight as an in-law retreat or B-side rental suite. Covered carport keeps cars cool; no HOA keeps investors cooler. Forecasting $67.9K in bookings, $37.5K cash flow, and a sizzling 37% cash-on-cash return—returns as sweet as Georgia peaches. Minutes from Downtown Decatur’s foodie festivals and Emory’s campus life, this gem is all set to host the ATL crowd.
Price: $348,700
BR/Bath: 5 Bedroom / 3 Bath
Sq. Feet: 2,004
Avg. Daily Rate: $314
Expected Occupancy Rate: 59%
Expected Annual Revenue: $67,895
Expected Annual Cash Flow: $37,468
Expected Cash on Cash: 37.38%
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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.