Skip to content
Sign up
Log in
Vacation rentals in Lexington

Vacation rentals in Lexington

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Lexington

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

  • Downtown Cottage @ Castlewood Park
    SUPERHOSTEntire house · 6 guests · 3 beds · 2 baths
    Downtown Cottage @ Castlewood Park

    Charming 3 bed/2 bath cottage in the heart of the Lexington NOLI district. Approximately 1 mile to downtown center and UK. Walking distance to great cafe's, and restaurants. 3 miles off of 75/64, 15 minutes to Keeneland and The Kentucky Horse Park. Enjoy this newly remodeled updated cottage at Castlewood Park!

    What guests are saying:

    “A lovely little cottage! A great mix of old, nicely restored charm, (original hardwoods, beautiful built-ins, antique bureaus ) and new conveniences (stainless 'fridge, hi efficiency washer). The house was clean, neat, spacious- beds comfy and decor cosy and warm . Key pad check-in was easy. Breck and Linda have stocked essentials like coffee, paper towels, laundry detergent/fabric softener. Thanks for an enjoyable stay!”

  • 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:

    “The space was extremely well described so while a tiny house, it was exactly as expected. Great location for visiting Lexington, very well designed space, super comfortable bed but maybe best of all, the best audio system I have ever used in an Airbnb. Loved it so much! The space has quite a bit of technology available to you and extremely good directions on how to use it all. All nicely done.”

  • Adorable, Clean Lexington Cottage, Convenient to Everything
    SUPERHOSTEntire house · 4 guests · 2 beds · 1 bath
    Adorable, Clean Lexington Cottage, Convenient to Everything

    Browse the host's binder of hand-picked places to visit and dine; many menus are included. Cozy up with a good book from the host's large and diverse collection of books. Fully equipped kitchen that's great for cooking or entertaining. 4-legged visitors will appreciate the big, fenced-in yard. You'll love this bright, clean and airy Lexington cottage.

    What guests are saying:

    “Whenever family or friends visit us from out of town we ALWAYS recommend Annie’s. This time, however, we rented Annie’s for a different reason - we are moving out of state! My parents came to Lexington to help get ready for our move. After they left, my husband, dog, newborn and I stayed our last few nights as Lexington residents at Annie’s. We even hosted a few friends for a fire in the fire pit and socially distanced conversation and laughs before we moved. We love Annie’s place for a lot of reasons! The location is great: convenient to downtown, Keeneland, University of Kentucky, Southland area with delicious food from the local Co-op or Southland Bagel (and a handful of other places.) The sweet little house has great parking and easy access to the front and back for unloading and loading your car. It’s also charming with a VERY Lexington feel - horses, local venue posters, Keeneland - it’s all thoughtfully decorated and comfortably appointed. And then there’s Annie! Easy to communicate with, kind, helpful, and welcoming. We plan to visit Lexington regularly and hope Annie’s sweet little yellow house is available when we do.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Lexington vacation rentals

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

Other great vacation rentals in Lexington

New! Downtown Apartment: Walk to Rupp, UK & More
SUPERHOSTEntire apartment
New! Downtown Apartment: Walk to Rupp, UK & More
Price:R1,281 ZAR / night
Purple Door, Tiny House
SUPERHOSTEntire house
Purple Door, Tiny House
Price:R1,367 ZAR / night
The Attic
SUPERHOSTEntire apartment
The Attic
Price:R1,025 ZAR / night
Modern & Bright Tiny House
SUPERHOSTTiny house
Modern & Bright Tiny House
Price:R1,111 ZAR / night
Clean, light, private and comfortable convenience!
SUPERHOSTEntire guest suite
Clean, light, private and comfortable convenience!
Price:R769 ZAR / night
Vintage Airstream/Downtown
SUPERHOSTCamper/RV
Vintage Airstream/Downtown
Price:R1,623 ZAR / night
Cozy, cute 2BR townhouse near downtown, businesses
SUPERHOSTEntire townhouse
Cozy, cute 2BR townhouse near downtown, businesses
Price:R1,008 ZAR / night
DOWNTOWN CHARM
SUPERHOSTEntire guest suite
DOWNTOWN CHARM
Price:R1,350 ZAR / night
Cozy, Private room near downtown
SUPERHOSTPrivate room
Cozy, Private room near downtown
Price:R530 ZAR / night
Tiny house with loft bed & Sauna!
SUPERHOSTTiny house
Tiny house with loft bed & Sauna!
Price:R1,196 ZAR / night
Little House Dwntwn - Close to Rupp & Restaurants
SUPERHOSTEntire cottage
Little House Dwntwn - Close to Rupp & Restaurants
Price:R1,111 ZAR / 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:R683 ZAR / night
Show all