Skip to content

Holiday rentals in Lexington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lexington

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

Loft in Lexington
Modern Mid-City Gem w/ Parking
Welcome to Lexington! Experience this beautifully appointed mid-city 2nd floor studio, with designated off street parking. The perfect downtown location, walkable to restaurants, coffee shops, breweries and UK campus. The clean, modern design with fast WIFI, 55” smart TV and open concept is the perfect spot for a couples get-a-way, a friends weekend, visiting parents of UK students and travel nurses. Begin your Bourbon Trail adventures or visit Keeneland Racetrack and/or the Kentucky Horse Park.
Individual Host
SUPERHOST
Apartment in Lexington
*New Downtown Apartment*
One Bedroom Apartment in Downtown Lexington. Enjoy a walk on the Legacy Trail or grab a bite to eat at one of the many restaurants in Downtown Lexington. Our One Bedroom Apartment is conveniently located near University of Kentucky, Transylvania, Legacy Trail, Restaurants, Fine Dining & Nightlife. Walkable to nearby yoga studio, Lyric Theatre, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Martine's Pastry next door is perfect for your morning wake up. Approximately, 5 miles to I75/64.
Professional Host
SUPERHOST
Townhouse in Lexington
LUXURY Downtown Retreat 💙 w/ King Tempur-Pedic Bed
This beautifully remodeled historic property is located in Downtown Lexington on West Third Street. Walk to Rupp Arena, Convention Center, Lexington Opera House, Transylvania, several cool bars/breweries and upscale restaurants. 15 minute car ride to Keeneland Racetrack, Kentucky Horse Park and Kroger Field. King Tempur-pedic mattress with a sleeper sofa. This house has 2 smart TV's and high speed internet service. Beautiful kitchen with gas range and stainless steel appliances.
Individual Host
SUPERHOST

Stay near Lexington's top sights

Photo of Kentucky Horse Park
Kentucky Horse Park329 locals recommend
Photo of Rupp Arena
Rupp Arena140 locals recommend
Photo of Keeneland
Keeneland164 locals recommend
Photo of Hamburg Pavilion
Hamburg Pavilion46 locals recommend
Photo of Fayette Mall
Fayette Mall38 locals recommend
Photo of Kroger Field
Kroger Field34 locals recommend

Other great holiday rentals in Lexington

Townhouse in Lexington
Authentic Bluegrass Historic Home- 1 mi to dwntwn!
Professional Host
SUPERHOST
Rental unit in Lexington
The LOFT at Bell Place - Downtown/Horse Park💙
Professional Host
SUPERHOST
Townhouse in Lexington
Bellaire Flat at Legacy Trail
SUPERHOST
Rental unit in Lexington
*Eclectic 1-Br Apt Close to Downtown Lexington*
Professional Host
SUPERHOST
Apartment in Lexington
Lexington's Artistic Bunker / 1BR Downtown Condo
Professional Host
Rental unit in Lexington
Earl Grey 2br apt - 2blk from Greyline!
Professional Host
SUPERHOST
Apartment in Lexington
The Writer's Gambit Historic Suite Downtown
SUPERHOST
Private room in Lexington
Cozy private room, 1 mile from downtown Lexington!
Individual Host
SUPERHOST
Rental unit in Lexington
Charming Modern Apartment w/ High-end Amenities 💙
Individual Host
SUPERHOST
Home in Lexington
YourPlace@Castlewood Park
Professional Host
SUPERHOST
Apartment in Lexington
*Bluegrass Getaway*
Professional Host
SUPERHOST
Serviced apartment in Lexington
WHIRLAWAY @ 3Forty / 1BR Apt / Walk to Rupp Arena
SUPERHOST

Stays in Ashland

Rental unit in Lexington
Canopy of trees
SUPERHOST
Guest house in Lexington
Artistic & Cozy "Clay Cottage" by Woodland Park
Individual Host
SUPERHOST
Home in Lexington
"The Rosewood Cottage Lexington"
Rental unit in Lexington
Chevy Chase Charmer
SUPERHOST

Stays in Liberty Area

Rental unit in Lexington
Modern Amenities Great Location Near Hamburg
Private room in Lexington
Bluegrass Beach Getaway - Long Term 31+ days
Individual Host
SUPERHOST
Townhouse in Lexington
Cute Crib with theater & Games!
Individual Host
Guest suite in Lexington
Zen Basement Apartment

Stays in Chevy Chase

Rental unit in Lexington
Cozy, Warm, and Inviting!
SUPERHOST
Home in Lexington
Chevy Chase Charmer
SUPERHOST
Guest house in Lexington
Chevy Chase studio
Loft in Lexington
Treetops on Garden - a Solar Sanctuary
Individual Host
SUPERHOST
  1. Airbnb
  2. United States
  3. Kentucky
  4. Fayette County
  5. Lexington