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12 Best STR Finds | April 26, 2025

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

May 11, 2025

Issue # 167

STR DAILY

Hey, friend! Today’s properties include a mountain cabin in Georgia, seven acres of serenity with a 40% CoC return, and an active STR with a transferable host license expected to bring in $91K in bookings.

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 – Alpine vibes and Georgia charm collide in this Helen cabin that sleeps 8–10, boasting two master suites and a basement game bunker built for bracket spills. Cozy up by the fire pit or soak in the brand-new hot tub—Bavarian bliss against Blue Ridge backdrops. Fully furnished and turnkey, it’s Oktoberfest-ready for waterfall wanderers and winery weekenders alike. With bookings clocking in at nearly $55K a year, this retreat pays for that stein… and then some. Helen’s hills don’t just echo with yodels—they ring with rental returns.

  • Price: $529,000

  • BR/Bath: 3 Bedroom / 3 Bath

  • Sq. Feet: 1,352

  • Avg. Daily Rate: $327

  • Expected Occupancy Rate: 46%

  • Expected Annual Revenue: $54,977

  • Expected Annual Cash Flow: $15,060

  • Expected Cash on Cash: 11.14%

Here’s what I love about it – Lake Winnipesaukee’s Bear Island gem—just 20 feet from the water with a dock deck begging for sunset cocktails and sandy-bottom dives. Screened-porch living and an open-concept cabin pair perfectly with a bunkhouse that’s basically lake lore in miniature. Trails out back lead to St. John’s on the Lake Chapel, and the mail boat stop is literally your next-door neighbor. Privacy? Neighbor-free vibes dialed to eleven. Projected bookings near $60K prove this little camp punches way above its weight in gross yield.

  • Price: $649,000

  • BR/Bath: 2 Bedroom / 2 Bath

  • Sq. Feet: 768

  • Avg. Daily Rate: $307

  • Expected Occupancy Rate: 53%

  • Expected Annual Revenue: $59,452

  • Expected Annual Cash Flow: $11,520

  • Expected Cash on Cash: 7.34%

Here’s what I love about it – Beachside box office: this licensed 3-bed, 2-bath Hollywood hideaway is minutes from sun-drenched shores and boardwalk buzz, with impact windows keeping VIPs comfy. Fully furnished and professionally managed, its backyard stages impromptu block parties or sunrise yoga sessions. Inside, three en-suite bedrooms and a chef-ready kitchen cater to every guest’s script. Projected bookings of $77K fuel $27K cash flow and a 16.8% cash-on-cash encore.

  • Price: $649,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,175

  • Avg. Daily Rate: $319

  • Expected Occupancy Rate: 66%

  • Expected Annual Revenue: $77,286

  • Expected Annual Cash Flow: $27,035

  • Expected Cash on Cash: 16.79%

Here’s what I love about it – Active STR with a transferable host license, this log-sided legend sprawls across 3.8 acres with private pond frontage, primed for canoe-and-fish fanatics. Vaulted ceilings, hardwood floors, and granite counters fuse rustic charm and modern flair, while the covered porch, hot tub, and fire pit fuel year-round campfire vibes. Below, the game room/bunk-level flex space—pool table, bar, foosball, eight bunk beds—doubles as a retreat hotspot. With projected bookings of $91.6K, $29.4K cash flow, and 13.5% cash-on-cash returns, it’s time to log in some serious gains.

  • Price: $810,999

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 3,200

  • Avg. Daily Rate: $446

  • Expected Occupancy Rate: 56%

  • Expected Annual Revenue: $91,578

  • Expected Annual Cash Flow: $29,434

  • Expected Cash on Cash: 13.47%

Here’s what I love about it – STR-approved gem in Blue Mountain Lake Estates: three levels of Adirondack adventure with a backyard treehouse and playhouse—childhood nostalgia? Served. Sunken living room with brick fireplace and gleaming hardwood floors flows into a party-ready deck overlooking the private fenced yard. Fully finished basement and generous family room double down on space for game nights or guest-ready R&R. Projected bookings of $78.3K translate to $37.8K in cash flow and a 26.5% cash-on-cash return—a high-altitude ROI you’ll brag about. Lakeside life, loaded with charm and yield—your next favorite getaway awaits.

  • Price: $489,000

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 3,000

  • Avg. Daily Rate: $545

  • Expected Occupancy Rate: 39%

  • Expected Annual Revenue: $78,254

  • Expected Annual Cash Flow: $37,789

  • Expected Cash on Cash: 26.52%

Here’s what I love about it – Four-bedroom Mansard marvel in Ticonderoga—your turnkey trifecta of wedding bells at Lord Howe Valley Barn, bass-fishing blowouts on Lake George, and beam-me-up pilgrimages for Star Trek fans at Paper & Pencil. Central AC, pellet stove, Navien on-demand hot water, and sleek stainless appliances keep comfort levels dialed to “always cozy.” Patio-ready for half-baths, hot tub hookups, and firepit gatherings under Adirondack skies. Walk to Carrilon Falls, town park, and a fresh ice rink—adventure is literally at your doorstep. With projected cash flow of $22.8K and a 25% cash-on-cash return, this event-driven escape is poised to deliver both wow-worthy stays and wallet-friendly returns.

  • Price: $329,500

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 1,579

  • Avg. Daily Rate: $289

  • Expected Occupancy Rate: 47%

  • Expected Annual Revenue: $49,690

  • Expected Annual Cash Flow: $22,819

  • Expected Cash on Cash: 24.92%

Here’s what I love about it – Shasta Lake’s iconic “Sugar House” isn’t just a name—it’s your best marketing team (repeat guests say so). Two fully furnished retreats (2BR/2BA main + 2BR loft) perch on a generous lot with filtered lake views and a private stairway to paddleboarding paradise. Smart upgrades—tankless water heater, smart HVAC, video doorbell, and a fresh 2023 roof—keep maintenance low and five-star reviews high. Projected bookings hit $112K, with $61K in cash flow and a buoyant 40.8% cash-on-cash return that proves profit sails alongside your pontoons. Lake life just scored its VIP pass to Shasta’s sun-soaked stage.

  • Price: $589,000

  • BR/Bath: 4 Bedroom / 3 Bath

  • Sq. Feet: 1,468

  • Avg. Daily Rate: $519

  • Expected Occupancy Rate: 59%

  • Expected Annual Revenue: $112,327

  • Expected Annual Cash Flow: $61,238

  • Expected Cash on Cash: 40.78%

Here’s what I love about it – Panoramic mountain views and Italian tumbled stone countertops set the tone for style—and serious brag rights. Vaulted ceilings, engineered oak floors, and natural maple cabinetry with pull-out drawers make the chef-inspired kitchen an investor’s happy place. Covered porch + top-tier hot tub? Pine-scented soaks under starlit skies—mood guaranteed. Oversized garage with floored attic? Storage galore for gear—or season’s profit stash. With a projected $44.8K cash flow and a 28% cash-on-cash return, this Ponderosa Basin performer is your next mountain-money move.

  • Price: $589,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 2,310

  • Avg. Daily Rate: $325

  • Expected Occupancy Rate: 79%

  • Expected Annual Revenue: $93,427

  • Expected Annual Cash Flow: $44,795

  • Expected Cash on Cash: 28.25%

Here’s what I love about it – Step into an 1830s Vermont time capsule where curved plaster walls meet modern updates, fireplaces roar warmth, and a bunk room sleeps five like a weekend sleepaway camp—history never felt this homey. This five-bed farmhouse sits on 45 acres of unlogged woodland, with an antique barn begging for pony parties or seasonal soirees. Morning coffee on the screened porch comes with Saxtons River soundtracks and a chance hello at the Grafton Inn. Hit Okemo’s slopes in 30 minutes or lose track of time wandering Grafton’s storybook streets. With projected bookings of $66K annually, this farmhouse proves that colonial vibes and ROI can share the same front-porch swing.

  • Price: $639,000

  • BR/Bath: 5 Bedroom / 3 Bath

  • Sq. Feet: 3,000

  • Avg. Daily Rate: $433

  • Expected Occupancy Rate: 42%

  • Expected Annual Revenue: $66,353

  • Expected Annual Cash Flow: $18,143

  • Expected Cash on Cash: 10.25%

Here’s what I love about it - Seven-and-a-half acres of Liberty Reservoir frontage—where indoor pool parties meet dockside mornings. The open-concept heart of the home flows around a gourmet kitchen—oversized island, double ovens, designer backsplash—for entertaining beyond Instagram-worthy. Five bedrooms, a loft with wet bar, and a spa-inspired primary suite (dual showers included) turn every stay into a luxe escape. With nearly $180K in bookings, $98K in cash flow, and 37% cash-on-cash returns, this sanctuary isn’t just a retreat—it’s a revenue machine. Heated pool dips are great—heated ROI? Even better.

  • Price: $939,900

  • BR/Bath: 5 Bedroom / 5 Bath

  • Sq. Feet: 4,631

  • Avg. Daily Rate: $762

  • Expected Occupancy Rate: 65%

  • Expected Annual Revenue: $179,578

  • Expected Annual Cash Flow: $98,009

  • Expected Cash on Cash: 37.34%

Here’s what I love about it – A creekside paradise on Allen’s Creek with Tampa Bay at your doorstep—manatee cameos, otter parades, and jumping mullet performances included. Fully remodeled with luxury laminate floors, granite countertops, and a screen-enclosed pool that doubles as an aquatic cinema, this four-bed, two-bath retreat invites endless fun. Thermal windows, new gas lines, and a fresh roof keep upkeep effortless—Florida humidity? We laugh in the face of sweat. Projecting $97K in annual bookings, $35K in cash flow, and 17% cash-on-cash returns, this waterfront haven pays you back as spectacularly as the sunsets. Paddle your portfolio in the right direction—this gem won’t wait for the tide to turn.

  • Price: $797,000

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 2,117

  • Avg. Daily Rate: $381

  • Expected Occupancy Rate: 70%

  • Expected Annual Revenue: $97,326

  • Expected Annual Cash Flow: $35,302

  • Expected Cash on Cash: 17.26%

Here's what I love about it - Quartz-and-butcher-block kitchen goals meet industrial-chic ceilings in a Milwaukee hotspot that’s mid-revival and fully furnished for foodie stays. French doors fling open to a new deck, patio, and fire pit—s’mores negotiations optional. A gas fireplace and custom cabinetry set the vibe for cozy nights and clinking pint glasses. Nestled among craft breweries and mural-lined streets, this gem offers front-row seats to Milwaukee’s urban renaissance. Forecasting $28K in bookings for a 13.3% gross yield, it’s proof that small footprints can pack big returns.

  • Price: $209,900

  • BR/Bath: 2 Bedroom / 2 Bath

  • Sq. Feet: 1,199

  • Avg. Daily Rate: $152

  • Expected Occupancy Rate: 50%

  • Expected Annual Revenue: $27,974

  • Expected Annual Cash Flow: $11,335

  • Expected Cash on Cash: 18.81%

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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.