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Holiday rentals in Lexington

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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.
$125 SGD per night
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Rental unit in Lexington
BIG BLUE! studio 1.5 mi from Rupp (+Greyline)
Stay in our beautiful studio that promotes cleanliness, fresh decor, and personal space. The Big Blue Studio features 2 bedrooms + 1 bath as well as a stocked kitchen. The studio's BIG BLUE madness atmosphere will give your stay that feeling of being a Lexingtonian Local. The studio is in an up-and-coming neighborhood close to downtown, which brings diversity. It’s close to Greyline Station, Broom Wagon, Castlewood park, and Thrive Kombucha shop. We live in the neighborhood and love the area.
$149 SGD per night
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Rental unit in Lexington
Charming Modern Apartment w/ High-end Amenities 💙
Ground level apartment (Apartment #1) in lovely Ashland Park area with off street parking, private secured entrance. Beautifully appointed space with an amazing queen size bed & queen sleeper sofa. Completely updated unit w/ fast wifi connection, high end appliances and amenities. Walking distance to incredible craft breweries, restaurants and bakeries. Short Uber drive to downtown - 5 minutes to Downtown, 8 minutes to Rupp Arena, 20 minutes to Kentucky Horse Park, 15 minutes to Keeneland
$124 SGD per night
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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

Rental unit in Lexington
New Modern ★ High-End Studio 2blks to Greyline!
$169 SGD per night
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Rental unit in Lexington
The LOFT at Bell Place - Downtown/Horse Park💙
$126 SGD per night
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Townhouse in Lexington
Bellaire Suite at Legacy Trail
$132 SGD per night
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Rental unit in Lexington
Enjoy Downtown Lex from your Private Deck
$156 SGD per night
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Apartment in Lexington
Uptown comfy Queen bed condo Central LEX
$148 SGD per night
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Rental unit in Lexington
Castlewood Studio
$97 SGD per night
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Townhouse in Lexington
LUXURY Downtown Retreat 💙 w/ King Tempur-Pedic Bed
$130 SGD per night
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Rental unit in Lexington
Sunset Over Lex-Downtown w Deck at Rupp Arena
$179 SGD per night
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Private room in Lexington
Lexington Home for Bluegrass Adventures
$61 SGD per night
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Rental unit in Lexington
Canopy of trees
$119 SGD per night
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Private room in Lexington
Cozy private room, 1 mile from downtown Lexington!
$47 SGD per night
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Apartment in Lexington
2 Queen bed condo / Quiet City life
$169 SGD per night
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Stays in Ashland

Apartment in Chevy Chase
Lexington Vacation Rental 1 Mi to UK!
$130 SGD per night
Home in Lexington
The Rosewood Cottage of Lexington I Elegant & Cozy
$191 SGD per night
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Bungalow in Lexington
Cozy Kenwick Bungalow in the Heart of Lexington
$205 SGD per night
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Home in Lexington
Home in Lexington's Favorite Neighborhood
$149 SGD per night
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Stays in Liberty Area

Home in Lexington
Cozy 2BR | Fire Pit | Garage | Convenient Location
$133 SGD per night
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Home in Lexington
Spacious King Suite | Fire Pit | Garage | Patio
$175 SGD per night
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Rental unit in Lexington
*Luxury One Bedroom Downtown*
$211 SGD per night
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Loft in Lexington
Bourbon Trail Loft - 2bcks from Greyline!
$164 SGD per night
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Stays in Chevy Chase

Home in Chevy Chase
Chevy Chase Charmer
$171 SGD per night
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Rental unit in Chevy Chase
Walk to Chevy Chase & UK
$281 SGD per night
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Rental unit in Chevy Chase
Chevy Chase Charmer
$122 SGD per night
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Loft in Chevy Chase
Treetops on Garden - a Solar Sanctuary
$90 SGD per night
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