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  • 8 Best STR Finds | November 18, 2024

8 Best STR Finds | November 18, 2024

For investors who want to save time finding each new day's top opportunities.

STR demand in Kentucky’s lake regions has surged in recent years, thanks to a perfect mix of affordability, natural beauty, and year-round activities. This makes the state a sleeper hit for short-term rental investors and I’m not surprised—it’s my hometown and where I bought my last property.

Clocking in at 4,300 square feet of rustic charm, this five-bedroom, four-bath property feels more like a private lodge than a vacation home. Think wood beams, hickory hardwoods, and a fireplace made for winter nights with hot cocoa. Add in wraparound decks, a hot tub with lake views, and a game room, and you've got a guest experience that practically markets itself.

Even better? This home comes mostly furnished and ready to host—whether it's for families, reunions, or groups craving that “Gatlinburg getaway” without the touristy price tag. Between the stunning vistas and the increasing demand for unique stays in the region, this property is teed up to generate strong year-round returns.

If you've been waiting for your perfect mix of cabin vibes and cash flow, this one’s it. Check it out and more in today’s curated list of STR opportunities.

Gatlinburg feel in Monticello KY, offering seclusion, wildlife, and stunning views that won't disappoint. This spacious home features 5 bedrooms and 4 bathrooms, totaling approximately 4,300 square feet. It comes mostly furnished, including a hot tub on the deck with a view of the lake. You will be blown away by the open space, wood beams, hickory hardwood floors, and abundance of natural light. The main floor includes a primary en-suite with a gorgeous tile shower and a half bath. The large open concept living area features a wood-burning fireplace, perfect for cozying up with a cup of hot chocolate while enjoying the wilderness views.On the upper level, you'll find 2 additional bedrooms and a full bath with a clawfoot tub and shower combo, along with two spacious living areas. The lower level includes 2 more bedrooms, a full bath, a living area, and a game room, with walkout access to a patio featuring a fire pit and gorgeous views. The composite decking wraps around three sides of the home, offering beautiful vistas from every angle. This property is perfect for entertaining family and friends and can be utilized as a vacation home or an Airbnb. Home also has geothermal HVAC.

  • Price: $629,000

  • BR/Bath: 5 Bedroom / 4 Bath

  • Sq. Feet: 4,298

  • Avg. Daily Rate: $442

  • Expected Occupancy Rate: 61%

  • Expected Annual Revenue: $98,487

  • Expected Annual Cash Flow: $37,964

  • Expected Cash on Cash: 20.23%

This stunning 5 Bedroom 3 1/2 bath home features an open concept design, creating a comfortable and functional living environment. Large Center Island Kitchen with granite counter tops with quartz sink flows to Dining and living room, featuring a gas log fireplace and large picture windows that showcase the breathtaking views of the river. Large Mudroom off garage. Primary Bedroom with walk-in closets and Full Bath. The lower level includes recreation room, Field Stone gas log fireplace, offering versatile space for leisure and entertainment. workroom and plenty of storage. Enjoy the tranquility of the surrounding wildlife on your private screened porch and generous 1.16 acre lot with 250' frontage along the Kalamazoo River with stairs to waters edge providing ample opportunities for outdoor activities and appreciation of the natural setting.

  • Price: $535,000

  • BR/Bath: 3 Bedroom / 1 Bath

  • Sq. Feet: 900

  • Avg. Daily Rate: $420

  • Expected Occupancy Rate: 42%

  • Expected Annual Revenue: $31,900

  • Expected Annual Cash Flow: $18,100

  • Expected Cash on Cash: 13.7%

Ultimate Bohemian Mid-Century Compound: TWO (SFR) HOMES on 1 Parcel, per tax record. County permits two Airbnb’s on one property providing parcel of over 2-acres (buyer to check). Therefore, one could set up two STRs – verify with County – given that this property is situated on a 3.65-Acre parcel. Epic sunsets overlooking Sand to Snow National Monument and Pipes Canyon to the west. Both units ooze with character, harking back to 1957, when they were first built. Updated through the years, without diluting their unique character. One unit has an attached enclosed garage that could be converted for additional living space. Very few properties come on the market with this much inherent aesthetic character and this much potential for various uses. Owner is an international artist that is relocating. No seller financing. Serious inquiries only please.

  • Price: $565,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,736

  • Avg. Daily Rate: $305

  • Expected Occupancy Rate: 51%

  • Expected Annual Revenue: $57,052

  • Expected Annual Cash Flow: $9,209

  • Expected Cash on Cash: 6.4%

Breathtaking Views from Every Room. Enjoy panoramic, unobstructed views throughout the entire home, set on a nearly half-acre corner lot in Pine Valley. Bright and spacious, 2 BD, 2 BA with an open-concept design that makes the most of natural light. Oversized Primary Suite, with a generous sitting room/office space and a wraparound, enclosed sunroom - perfect for year-round relaxation or as an additional living area. The Inviting Living Room with vaulted wood beam ceiling adds character and spaciousness to the heart of the home. Step out onto the deck and enjoy the scenic views or relax in the fenced backyard - ideal for pets, play, or entertaining. Ample Parking & Storage in the 2-car garage with a bonus carport, plus room for an RV with electric hookup for added convenience. Save on energy costs with fully owned solar panels in use - a valuable bonus for sustainability and savings. NO HOA: Enjoy the freedom and flexibility of living without any HOA restrictions. With its spacious interior, private lot, and energy-efficient solar system, this home offers the perfect blend of comfort and potential. Whether you're seeking a peaceful retreat or envisioning future expansions, the possibilities are truly endless!

  • Price: $625,000

  • BR/Bath: 2 Bedroom / 2 Bath

  • Sq. Feet: 1,583

  • Avg. Daily Rate: $303

  • Expected Occupancy Rate: 72%

  • Expected Annual Revenue: $79,803

  • Expected Annual Cash Flow: $21,022

  • Expected Cash on Cash: 13.17%

Experience unparalleled luxury in this stunning 4-bedroom, 3.5-bathroom masterpiece, perfectly located in the sought-after Kirkwood neighborhood. This brand-new construction is in walking distance to Kirkwood Village, Oakhurst Village, the trendy 2nd & Hosea destinations, and the beloved Bessie Branham Park. Step inside to discover a grand, light-filled foyer that introduces you to an expansive open floor plan, showcasing meticulous craftsmanship and high-end finishes throughout. The entire home features rich hardwood floors, exuding warmth and elegance in every room. The kitchen-level, naturally lit 2-car garage comes complete with an electric car charger for modern convenience. The gourmet chef’s kitchen is a true showstopper, boasting an expansive island, top-of-the-line appliances, and custom cabinetry, seamlessly flowing into the gracious family room. This inviting space features a cozy fireplace, custom built-ins, and large windows that open up to a covered patio and private backyard, perfect for entertaining. Retreat to the lavish owner’s suite, where vaulted ceilings and a statement accent wall create a sense of grandeur. The spa-inspired bathroom includes a freestanding soaking tub, an oversized walk-in shower, dual vanities, and a spacious walk-in closet filled with natural light. The upper level features a versatile loft space ideal for a media room, play area, or home gym. Every detail has been thoughtfully considered, from the designer light fixtures to the custom accent walls and beautifully curated tile work. This exceptional new construction home combines elegance and convenience, with easy access to popular restaurants, charming coffee shops, and all the vibrant offerings of Kirkwood. Located in a prime area for Drew Charter Schools. Don’t miss the opportunity to call this exquisite property your new home!

  • Price: $1,180,000

  • BR/Bath: 4 Bedroom / 4 Bath

  • Sq. Feet: 3,288

  • Avg. Daily Rate: $366

  • Expected Occupancy Rate: 78%

  • Expected Annual Revenue: $104,046

  • Expected Annual Cash Flow: $8,945

  • Expected Cash on Cash: 3%

Welcome to your dream home, where modern upgrades meet timeless comfort. Boasting 5 bedrooms, a versatile den, and 2 bathrooms, this property offers the space and functionality you've been searching for. Step inside to discover a thoughtfully designed layout, perfect for families or hosting guests. Recent upgrades enhance the charm and convenience of the interior, creating a move-in-ready haven. Outside, the resort-style backyard steals the show. Dive into relaxation in the updated pool, surrounded by a stunning travertine pool deck that exudes elegance and durability. The low-maintenance synthetic grass ensures you spend more time enjoying the yard and less time working on it. Gather under the gorgeous gazebo, complete with an outdoor kitchen. New roof 2022 + a plethora of more updates are listed in the documents tab.

  • Price: $550,000

  • BR/Bath: 5 Bedroom / 2 Bath

  • Sq. Feet: 2,697

  • Avg. Daily Rate: $422

  • Expected Occupancy Rate: 48%

  • Expected Annual Revenue: $73,313

  • Expected Annual Cash Flow: $19,697

  • Expected Cash on Cash: 12.83%

Former rental that has been completely renovated. Interior and exterior painted, new flooring and appliances. Bathrooms completely redone, amazing sinks, large closets, and lighting. Large garage, storage building in back yard, covered back porch for relaxing. Nice, quiet neighborhood, close to shopping and entertainment.

  • Price: $287,000

  • BR/Bath: 4 Bedroom / 2 Bath

  • Sq. Feet: 1,836

  • Avg. Daily Rate: $235

  • Expected Occupancy Rate: 67%

  • Expected Annual Revenue: $57,132

  • Expected Annual Cash Flow: $21,103

  • Expected Cash on Cash: 25.01%

20 Lakeview Trail, Ridge, NY 11961

This charming, solid-built cinder block home on the lake offers year-round vacation living with three bedrooms and one and a half bathrooms. Featuring a new bulkhead, a two-year-old roof with Andersen Windows, a cozy wood-burning stove, and a one-car garage, this property combines comfort and character. Enjoy the lake's natural beauty from the sweeping views inside, or take advantage of the lake rights for added recreation. Perfect for those seeking a peaceful retreat on a double dead-end road.

  • Price: $549,000

  • BR/Bath: 3 Bedroom / 2 Bath

  • Sq. Feet: 1,152

  • Avg. Daily Rate: $557

  • Expected Occupancy Rate: 38%

  • Expected Annual Revenue: $76,703

  • Expected Annual Cash Flow: $22,878

  • Expected Cash on Cash: 16.60%

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.