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- 12 Best STR Finds | May 15, 2025
12 Best STR Finds | May 15, 2025
The Market's Top Short Term Rentals – Yours Before Anyone Else.
May 22, 2025 | Issue # 184 |
STR DAILY
Today’s properties include award winning architecture in the Red Rocks, a pine tree wrapped cabin in the Poconos, and a storybook cottage in Vermont. All cash producing. These and more inside.
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 – Perched on Sedona’s red-rock throne—award-winning architecture meets turnkey luxury with a chef’s kitchen, hot tub, expansive decks, and even a tranquil fish pond. This 5BR/4BA retreat comes fully furnished and primed for pampered guests. Forecasting $177.3K in annual bookings, that’s a near-10% gross yield before you’ve even unpacked the board games. Red-rock revolution? Included, no Photoshop needed.
Price: $1,800,000
BR/Bath: 5 Bedroom / 4 Bath
Sq. Feet: 3,610
Avg. Daily Rate: $779
Expected Occupancy Rate: 62%
Expected Annual Revenue: $177,269
Expected Annual Cash Flow: $42,720
Expected Cash on Cash: 9.49%

Here’s what I love about it – Camelot Forest’s hidden bloom—this 3-bed, 2-bath cabin bursts with sunlit windows and a deck-mounted hot tub wrapped in whispering pines. Inside, soaring glass doors and a cozy fireplace set the stage for après-ski lounging. Minutes from Jack Frost and Big Boulder runs, Kalahari thrills, and outlet therapy at The Crossings, it’s a four-seasons playbook. Expected bookings near $62K translate into over $26K cash flow and a 21.6% cash-on-cash return. Bubble trouble? Only in the hot tub, not your returns.
Price: $449,000
BR/Bath: 3 Bedroom / 2 Bath
Sq. Feet: 1,764
Avg. Daily Rate: $310
Expected Occupancy Rate: 55%
Expected Annual Revenue: $61,972
Expected Annual Cash Flow: $26,102
Expected Cash on Cash: 21.59%

Here’s what I love about it – A retreat-like A-Frame in Shannondale where vaulted ceilings and wall-framed windows turn every glance into a woodland panorama. Hardwood floors, a wood-burning stone fireplace, and custom built-ins whisper lodge vibes while front and rear decks serve up fresh-air happy hours. Owner’s suite off the kitchen with a soaking tub? Spa day, every day. Lower level flex space—game nights to laundry day—dressed in brand-new vinyl plank flair. With projected cash flow of $37K and a 27% cash-on-cash return, this cabin isn’t just a weekend escape—it’s a woods-end wallet winner.
Price: $499,900
BR/Bath: 3 Bedroom / 3 Bath
Sq. Feet: 2,246
Avg. Daily Rate: $289
Expected Occupancy Rate: 74%
Expected Annual Revenue: $78,405
Expected Annual Cash Flow: $37,245
Expected Cash on Cash: 27.10%

Here’s what I love about it – Character-loaded Homecroft hideaway on a half-acre canvas, boasting a quartz-kissed kitchen and Andersen windows that flood every room with sunlit scenes (and happy HVAC bills). Three outdoor stages—from fire-pit confessions to covered-porch cocktail o’clock—invite guests to linger under the stars. Enclosed sunroom moonlights as a reading nook or plant-fueled jungle, the partially finished basement begs for media nights, and the heated workshop rebuffs year-round chills. Fully furnished turnkey trifecta (yes, furniture’s in play!) with a detached 2-car garage that doubles as gear central or income unit. Forecasting $50.3K in bookings, $23.9K cash flow, and a 22.6% cash-on-cash return—this Homecroft charmer proves big space can mean big returns.
Price: $319,000
BR/Bath: 4 Bedroom / 2 Bath
Sq. Feet: 3,288
Avg. Daily Rate: $250
Expected Occupancy Rate: 55%
Expected Annual Revenue: $50,268
Expected Annual Cash Flow: $23,972
Expected Cash on Cash: 22.56%

Here’s what I love about it – Sun-soaked South Palm Springs retreat on FEE land—own the ground your palms dance on. Fully remodeled 4-bed, 2-bath sanctuary splits a spa-like primary suite from three guest rooms across an open-concept living-meets-dining floorplan. Slide into a resort-style backyard with pool, spa, fire-pit pavilion, and mountain-view lounge—pickleball at Demuth Park and Surf Club shenanigans minutes away. After $98K in bookings last year and comfortably under the permit cap, it’s primed for $118.7K in projected bookings, $47.5K cash flow, and a 21.6% cash-on-cash kick. Poolside panache? Check; desert ROI? Even hotter.
Price: $899,000
BR/Bath: 4 Bedroom / 2 Bath
Sq. Feet: 1,362
Avg. Daily Rate: $591
Expected Occupancy Rate: 55%
Expected Annual Revenue: $118,661
Expected Annual Cash Flow: $47,545
Expected Cash on Cash: 21.57%

Here’s what I love about it – Festival footsteps to the front door—this Old East Hill efficiency squeezes chef-grade granite and gas-cooktop swagger into 432 sq ft of turnkey charm. Hardie board curb appeal whispers “low maintenance, high demand,” with downtown eats, festivals, and live music practically in your backyard. Fully optimized on Airbnb, it pulls in $31.6K annually—translating to a lean 10.4% gross yield that outperforms its compact footprint. Compact but mighty, this micro-mansion proves small-scale can mean big return.
Price: $304,000
BR/Bath: 1 Bedroom / 1 Bath
Sq. Feet: 432
Avg. Daily Rate: $142
Expected Occupancy Rate: 61%
Expected Annual Revenue: $31,585
Expected Annual Cash Flow: $8,647
Expected Cash on Cash: 11.65%

Here’s what I love about it – Upslope privacy? Check—and just steps from the lake you can moor your own boat, canoe, or kayak (no paddle rental needed). Knotty pine interiors and high ceilings mix with a $40K landscaped front deck begging for BBQs and starlit hangouts. Fully furnished plus patio gear—turnkey means you roll in and start hosting. Forecasting $36.3K in bookings with a 10.4% gross yield, this Green Valley Lake hideaway proves serenity and revenue can share the same shore.
Price: $349,000
BR/Bath: 2 Bedroom / 1 Bath
Sq. Feet: 610
Avg. Daily Rate: $216
Expected Occupancy Rate: 46%
Expected Annual Revenue: $36,295
Expected Annual Cash Flow: $9,957
Expected Cash on Cash: 11.53%

Here’s what I love about it – Story Cottage squeezes modern eco-chic into 648 sq ft of pure Vermont whimsy—cork floors, SIP walls, and a wood stove that moonlights as a hygge generator. Two private acres host a veggie patch, dog yard, and chicken coop—farm-to-table staycations? On tap. West-facing deck? Adirondack sunsets, no filter needed. Minutes from Middlebury’s galleries and Lake Dunmore’s paddle launches, this tiny retreat packs a robust punch. Forecasting $43K in bookings, $16.7K cash flow, and a 20% cash-on-cash return, Story Cottage proves good things come in small, storybook packages.
Price: $335,000
BR/Bath: 2 Bedroom / 1 Bath
Sq. Feet: 648
Avg. Daily Rate: $191
Expected Occupancy Rate: 62%
Expected Annual Revenue: $43,080
Expected Annual Cash Flow: $16,727
Expected Cash on Cash: 20.03%

Here’s what I love about it – North Georgia’s skyline on demand—11.86 acres of mountain majesty hosting a custom 3-bed cabin plus a 3.5-bath lofted apartment, ideal for retreat vibes or rental rolls. Gorgeous wood detailing, a two-story family-room fireplace, and a chiseled-edge granite breakfast bar make every morning feel like a magazine spread…or an Airbnb swipe-right. Covered and screened porches beckon s’mores marathons under star-lit skies, while a detached 2-car garage and outbuilding whisper expansion dreams. Apartment above the garage? Office by day, rental goldmine by night. With $86.5K in projected bookings, $27.3K cash flow, and a 13.1% cash-on-cash return, this view isn’t the only thing that pays dividends.
Price: $775,000
BR/Bath: 4 Bedroom / 4 Bath
Sq. Feet: 2,982
Avg. Daily Rate: $371
Expected Occupancy Rate: 64%
Expected Annual Revenue: $86,518
Expected Annual Cash Flow: $27,262
Expected Cash on Cash: 13.10%

Here’s what I love about it - Festival headliner vibes—Coachella and Stagecoach are just a stroll away, but this 6-bed, waterslide-pool paradise steals the show year-round. Resort-style backyard with a 6-hole putting green, full-size pickleball court, and a 65″ outdoor Smart TV? Post-set chill is covered. Inside, designer kitchen swagger (waterfall counters, floating shelves) meets garage-turned-arcade energy, with leased solar and a Tesla charger keeping the encore green. Forecasting $237K in bookings, this rental is the ultimate VIP pass where the good times—and the returns—never end.
Price: $2,300,000
BR/Bath: 6 Bedroom / 4 Bath
Sq. Feet: 3,308
Avg. Daily Rate: $1,194
Expected Occupancy Rate: 54%
Expected Annual Revenue: $237,245
Expected Annual Cash Flow: $63,926
Expected Cash on Cash: 11.37%

Here’s what I love about it – Barn wood floors, tongue-&-groove ceilings, and custom brickwork set the stage for daffodil-dusted mornings on the deck—coffee in hand, forest trails beckoning. Fully furnished and tucked into 3.6 private acres in the Northwoods, this 2-bed cabin moonlights as a 4.96-star Airbnb retreat. State parks by day, cozy wood-burning fireplace by night—and casinos just 15 minutes away for bonus streaks of fun. Forecasting $25.7K in bookings, $12.7K cash flow, and a 27% cash-on-cash return, this slice of serenity ships in returns as reliably as the coffee brews. Where woodland whispers meet wallet wins—paradise perfected.
Price: $155,000
BR/Bath: 2 Bedroom / 1 Bath
Sq. Feet: 1,118
Avg. Daily Rate: $132
Expected Occupancy Rate: 53%
Expected Annual Revenue: $25,675
Expected Annual Cash Flow: $12,736
Expected Cash on Cash: 27.20%

Here's what I love about it - Modern-minimalist meets homey haven in a friendly, well-kept neighborhood—every room flaunts updated appliances and artful décor begging for your Insta feed. Fenced backyard plus a two-car garage flip seamlessly between weekend BBQs or high-turnover Airbnb scenes. Home warranty good through Feb 2028? More like “worry warranty.” Forecasting $29.2K in bookings (56% occ at $142 ADR), this gem delivers a 12.4% gross yield. Furnishings included—so your ROI arrives fully dressed.
Price: $235,000
BR/Bath: 3 Bedroom / 2 Bath
Sq. Feet: 1,516
Avg. Daily Rate: $142
Expected Occupancy Rate: 56%
Expected Annual Revenue: $29,164
Expected Annual Cash Flow: $10,815
Expected Cash on Cash: 15.63%
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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.