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Lexington vacation rentals

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Top-rated vacation rentals in Lexington

Guests agree: these vacation rentals 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.
$84 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.
$90 per night
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Rental unit in Lexington
Private Studio Downtown - UK Campus/Downtown/Rupp
Experience the best of Lexington at our studio, located right in the heart of Lexington. Perfectly situated within walking distance to campus, the hospitals, Rupp Arena, and some of the best dining and nightlife in the area, our open and airy apartment offers the ideal home base for your trip. Enjoy the comfort and privacy of our open apartment, designed with your needs in mind. Our keyless entry ensure that your space is secure, while our kitchenette is equipped for light cooking.
$49 per night

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

Weekly rentals in Lexington

Rental unit in Lexington
New Modern ★ High-End Studio 2blks to Greyline!
$101 per night
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Rental unit in Lexington
Charming Modern Apartment w/ High-end Amenities 💙
$88 per night
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Rental unit in Lexington
The LOFT at Bell Place - Downtown/Horse Park💙
$93 per night
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Rental unit in Lexington
Enjoy Downtown Lex from your Private Deck
$104 per night
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Private room in Lexington
Lexington Home for Bluegrass Adventures
$45 per night
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Condo in Lexington
Uptown comfy Queen bed condo Central LEX
$90 per night
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Townhouse in Lexington
Bellaire Suite at Legacy Trail
$98 per night
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Rental unit in Lexington
*Luxury One Bedroom Downtown*
$121 per night
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Rental unit in Lexington
Castlewood Studio
$71 per night
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Rental unit in Lexington
Private Apartment-Historic Home-Walk Downtown & UK
$79 per night
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Rental unit in Lexington
The Mini Horse on High Knoll - Downtown
$62 per night
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Home in Lexington
Cozy 1-bedroom in Lexington
$95 per night
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Stays in Ashland

Rental unit in Lexington
Canopy of trees
$88 per night
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Condo in Chevy Chase
Lexington Vacation Rental 1 Mi to UK!
$96 per night
Home in Lexington
The Rosewood Cottage of Lexington I Elegant & Cozy
$141 per night
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Bungalow in Lexington
Cozy Kenwick Bungalow in the Heart of Lexington
$149 per night
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Stays in Liberty Area

Rental unit in Lexington
Goldenrod - lovely 1br a block from Greyline!
$116 per night
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Home in Lexington
Cozy 2BR | Fire Pit | Garage | Convenient Location
$89 per night
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Rental unit in Lexington
Gardenia Apt. 2 blks to Greyline!
$120 per night
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Home in Lexington
Spacious King Suite | Fire Pit | Garage | Patio
$118 per night
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Stays in Chevy Chase

Rental unit in Chevy Chase
Cozy, Warm, and Inviting!
$110 per night
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Home in Chevy Chase
Chevy Chase Charmer
$118 per night
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Rental unit in Chevy Chase
Walk to Chevy Chase & UK
$168 per night
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Rental unit in Lexington
The Walton House #3 - clean & cozy 1 bedroom
$75 per night
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Your guide to Lexington

All About Lexington

Located 70 miles east of Louisville in central Kentucky, Lexington has long attracted horse lovers. There are more than 450 horse farms here, surrounded by miles of rolling hills and pastures covered in the lush bluegrass. But there’s more than horses on the brain here.

Kentucky’s second biggest city is also home to a thriving arts scene, including numerous galleries, theatres, music venues. Some of the performance spaces have a long history, such as the Lexington Opera House, which dates back to 1886. Lexington’s universities add to the city’s robust arts calendars at venues like the University of Kentucky Opera Theatre and the Singletary Center for the Arts at the University of Kentucky College of Fine Arts.

You’ll find numerous parks to explore around town and an eclectic range of dining and drinking options, including several wineries and bourbon distilleries. Lexington is also part of the Kentucky Bourbon Trail, which highlights notable distilleries around the state.


When is the best time to stay in a vacation rental in Lexington?

Spring and fall offer pleasant temperatures, making these great times to look for vacation rentals in Lexington. From April through October, the warm weather permits plenty of events to occur, such as a bluegrass festival, one of Kentucky’s oldest music festivals featuring three music stages and a music camp for kids. The Fourth of July celebrations are lively in Lexington as well and include several days of events with musical performances, a parade, food, and a firework display.

As the temperatures drop in late fall and winter, pack a warm coat and boots; however, it’s still a perfect time to tour one of the many distilleries in the area.


What are the top things to do in Lexington?

Raven Run Nature Sanctuary

Located just outside of Lexington, Raven Run is a 734-acre nature sanctuary on the border of the Kentucky River. Miles of hiking and biking trails of varying difficulty levels pass through woodlands, meadows, and streams and provide you with scenic views of the native flora and fauna.

The Arboretum

The State Botanical Garden of Kentucky, also known as the Arboretum, offers 100 acres of green space and tranquility in the middle of busy downtown Lexington. You can wander along two miles of paved pathways and past manicured landscapes that include a Fragrance Garden of roses. Check out the Home Demonstration Garden to gather inspirational ideas for how to best make use of personal green space.

Aviation Museum of Kentucky

Located at the Blue Grass Airport in Lexington, the Aviation Museum of Kentucky covers 20,000 square feet with different aircraft, aviation artifacts and equipment, simulators, and interactive displays. You can watch from the observation area as they work on the airport’s planes or experience a jet taking off from the outdoor viewing area.

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