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179 homes

1 of 6 items showing
Home in Harrodsburg
Endless Summer Lakeside Oasis
6 beds
Oct 1 – 6
$197 per night
1 of 6 items showing
Superhost
Cabin in Nicholasville
National Historic O'neal Cabin
2 beds
Nov 21 – 28
$197 per night, originally $246
1 of 6 items showing
Superhost
Guesthouse in Nicholasville
Cottage Retreat - Wine, Horses, Convenient
1 double bed
Nov 6 – 11
$85 per night
1 of 6 items showing
Superhost
Private room in Lexington
Lexington Home for Bluegrass Adventures
2 beds
Oct 23 – 28
$45 per night
1 of 6 items showing
Superhost
Home in Nicholasville
🐎Keeneland & Lexington area BEST of Nicholasville!
4 beds
Oct 16 – 21
$107 per night
1 of 6 items showing
Farm stay in Lancaster
Serene barn loft in the heart of the Bluegrass
2 queen beds
Oct 20 – 25
$164 per night
1 of 6 items showing
Cottage in Wilmore
River House - Cottage with KY River View & Access
2 beds
Oct 22 – 27
$103 per night
1 of 6 items showing
Superhost
Apartment in Wilmore
Stay at "The Bunkhouse" on a Kentucky Horse Farm
1 bed
Nov 7 – 12
$76 per night
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Home in Lexington
Newly renovated upscale house with high ceilings
3 beds
Nov 7 – 12
$111 per night
1 of 6 items showing
Superhost
Private room in Lexington
Private bedroom, bath, TV room/library.
2 beds
Oct 1 – 6
$58 per night
1 of 6 items showing
Superhost
Private room in Nicholasville
Romantic Balcony Suite w/Lux Bed
2 beds
Oct 16 – 21
$122 per night
1 of 6 items showing
Home in Nicholasville
The “White House” in the Bluegrass 🐎
3 beds
Oct 1 – 6
$234 per night
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Guesthouse in Nicholasville
The Grain House
2 beds
Oct 9 – 14
$112 per night
1 of 6 items showing
Superhost
Private room in Lexington
The Hidden Treasure
1 queen bed
Oct 9 – 15
$60 per night
1 of 6 items showing
Home in Lexington
Lexington Love…Bourbon, Horses, and Wildcats!
4 beds
Oct 16 – 21
$124 per night
1 of 6 items showing
Superhost
Apartment in Wilmore
Basement apt. w/private entrance & kitchenette
2 beds
Oct 28 – Nov 4
$44 per night, originally $49
1 of 6 items showing
Superhost
Home in Lexington
Elegant & Inviting Home w/ 5.1 Theater
2 queen beds
Nov 27 – Dec 2
$71 per night
1 of 6 items showing
Superhost
Loft in Nicholasville
Horse Lover's Dream Serene Studio
2 beds
Nov 8 – 13
$137 per night
1 of 6 items showing
Superhost
Private room in Wilmore
Delightful Downtown Upstairs Suite
2 beds
Oct 15 – 20
$52 per night
1 of 6 items showing
Superhost
Home in Lexington
Cozy House on a Quiet Street Near Airport
3 beds
Nov 7 – 12
$124 per night