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Search results; Over 1,000 homes in Lexington

Guest favourite
Loft in Lexington
Spring Street Loft by Rupp-Covered Parking + Deck
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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4.96 out of 5 average rating, 336 reviews
Guest favourite
Treehouse in Georgetown
KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.93 out of 5 average rating, 316 reviews
Top guest favourite
Cabin in Nicholasville
The Lodge at Marble Creek
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Home in Frankfort
Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi
3 bedrooms, 4 beds, 2.5 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 124 reviews
Top guest favourite
Room in Lexington
Lexington Home for Bluegrass Adventures
2 beds, 1 bathroom
7–12 Aug
4.96 out of 5 average rating, 870 reviews
Top guest favourite
Train in Lawrenceburg
Bourbon Trail: Caboose on the Farm
1 bedroom, 3 beds, 1 bathroom
5–10 Sept
4.99 out of 5 average rating, 557 reviews
Guest favourite
Home in Georgetown
The Luxe/Hot Tub/Firepit/King Beds/Fenced Yard
4 bedrooms, 4 king beds, 3 bathrooms
15–20 Aug
4.75 out of 5 average rating, 8 reviews
Guest favourite
Flat in Lexington
Enjoy Downtown Lex from your Private Deck
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 434 reviews
Guest favourite
Home in Lexington
Hot Tub/Firepit/King Beds/Fenced Yard/Playground
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Versailles
Bourbon Trail Cottage | Walk Downtown | Keeneland
2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 88 reviews
Guest favourite
Home in Lexington
Beautiful 4-bedroom home, close to Downtown/UK
4 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
4.94 out of 5 average rating, 223 reviews
Top guest favourite
Treehouse in Georgetown
★Escape & Relax ~ Breathtaking Creekside Getaway★
3 beds, No bathroom
20–25 Jul
4.94 out of 5 average rating, 340 reviews
Guest favourite
Apartment in Lexington
*Private Apartment with Balcony | W/D inside apt*
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
4.92 out of 5 average rating, 176 reviews
Guest favourite
Apartment in Lexington
Bourbon Condo Downtown Lexington
2 bedrooms, 2 beds, 1 bathroom
16–21 Jul
4.92 out of 5 average rating, 135 reviews
Superhost
Home in Lexington
Country cottage in the heart of the Bluegrass
3 bedrooms, 3 beds, 1 bathroom
13–18 Jul
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Bungalow in Lexington
Cozy Kenwick Bungalow in the Heart of Lexington
3 bedrooms, 5 beds, 1 bathroom
31 Jul – 5 Aug
4.97 out of 5 average rating, 252 reviews
Guest favourite
Bungalow in Lexington
BoHo Paradise - Fire Pit- Downtown - Rupp Arena
2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
4.89 out of 5 average rating, 388 reviews
Top guest favourite
Home in Lexington
Horse Farm Creekside Cabin- 6 min to KY Horse Park
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 398 reviews
Top guest favourite
Townhouse in Lexington
Modern Townhome Close to UK
2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Jul
4.97 out of 5 average rating, 110 reviews