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Vacation rentals in Kentucky

Vacation rentals in Kentucky

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Kentucky

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Cozy Cottage
    SUPERHOSTEntire guesthouse · 2 guests · 1 bed · 1 bath
    Cozy Cottage

    Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Double bed, kitchen, living room, dining all in one place. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

    What guests are saying:

    “The guest suite is very charming- it looks better in-person! Though I only stayed overnight, it seemed to have everything you could need for a short or longer stay. I loved the spacious yard and chickens roaming around, it feels like the perfect "getaway" from city life even though it is in a neighborhood.”

  • Urban Chalet w/ Theater - Live. Work. Rejuvenate.
    SUPERHOSTTiny house · 2 guests · 1 bed · 1 bath
    Urban Chalet w/ Theater - Live. Work. Rejuvenate.

    An experience like no other Airbnb in Lexington! Nestled in a private corner, wrapped with evergreens, you'll love the natural light that floods in from 12 foot wall-to-wall windows. Push a button to drop the 84" movie screen with 7.1 surround sound. Enjoy the craftsman kitchen, plush memory-foam bed, and spa bathroom. The drafting chair and 7-foot desktop is perfect for work, study, sketching, or browsing in peace on your laptop.

    What guests are saying:

    “Such a stylish and comfortable space! I loved everything about it, other than that I had to leave! The drop down bed was comfortable and the projector and surround sound were very nice. The kitchen was well prepared to be able to cook just about anything within reason.”

  • High Rock Cabin RRG-Hot Tub! No cleaning/pet fees!
    Entire cabin · 2 guests · 1 bed · 1 bath
    High Rock Cabin RRG-Hot Tub! No cleaning/pet fees!

    Welcome to your getaway in the Red River Gorge! No cleaning/pet fees!! 1 night stays, please inquire! 4g LTE cell service! Located off exit 33 this cabin is in a private wooded setting with cliff and panoramic views. Come climb, hike, zip line, kayak, fly fish, or just enjoy a relaxing weekend in your own log cabin with hot tub! Quality linens, pillows, and towels. Please contact us with questions/requests we want to be accommodating to everyone. New mattress 10/13/19!

    What guests are saying:

    “High Rock is nestled perfectly in the woods up on a hill with good views. There’s a spot for parking located at the end of the steps which made it very easy to unload the car. The cabin was beautiful and very well maintained. The hot tub was clean and you could tell it had been treated prior to arrival. Scott and Brittany were extremely quick to respond and provided thorough instructions for arrival and departure. We had an absolute great time and highly recommend staying here! We will definitely re-book with Scott and Brittany again!”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Kentucky vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Kentucky

Cozy Cottage
SUPERHOSTEntire guesthouse
Cozy Cottage
Price:$50 / night
Urban Chalet w/ Theater - Live. Work. Rejuvenate.
SUPERHOSTTiny house
Urban Chalet w/ Theater - Live. Work. Rejuvenate.
Price:$56 / night
High Rock Cabin RRG-Hot Tub! No cleaning/pet fees!
Entire cabin
High Rock Cabin RRG-Hot Tub! No cleaning/pet fees!
Price:$135 / night
Fireside, Extraordinary Couples Cabin
SUPERHOSTEntire cabin
Fireside, Extraordinary Couples Cabin
Price:$125 / night
Wildwood Cabin RRG, Hot tub! No cleaning/pet fee!
Entire cabin
Wildwood Cabin RRG, Hot tub! No cleaning/pet fee!
Price:$135 / night
Riverside Cabin | Mammoth Cave | Bowling Green, KY
SUPERHOSTEntire cabin
Riverside Cabin | Mammoth Cave | Bowling Green, KY
Price:$129 / night
Cozy 1 BR/1BA Apt. Walk To UK and Arboretum! #3
SUPERHOSTEntire apartment
Cozy 1 BR/1BA Apt. Walk To UK and Arboretum! #3
Price:$40 / night
Cozy Tiny House
Tiny house
Cozy Tiny House
Price:$41 / night
Bourbon Country Cabin
SUPERHOSTEntire cabin
Bourbon Country Cabin
Price:$89 / night
Eagles Nest Treehouse - Hike/ Relax/ Climb! ⭐
SUPERHOSTTreehouse
Eagles Nest Treehouse - Hike/ Relax/ Climb! ⭐
Price:$139 / night
Flying-Squirrel-Tree-House
Treehouse
Flying-Squirrel-Tree-House
Price:$101 / night
The Moon Glow Cabin
SUPERHOSTEntire cabin
The Moon Glow Cabin
Price:$69 / night
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