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Vacation rentals in Jessamine County

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Top-rated vacation rentals in Jessamine County

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

Cottage Retreat - Wine, Horses, Convenient
SUPERHOST
Entire guesthouse · 2 guests · 1 bed · 1 bath
Cottage Retreat - Wine, Horses, ConvenientJust south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland and 3.4 miles from Champions Golf Course - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site.
Blue Moon Horse Farm House
Farm stay · 4 guests · 1 bed · 1 bath
Blue Moon Horse Farm HouseThis is a brand new space in my home on the farm. It overlooks the pastures with horses and has a private concrete porch that is partially covered.
The Barn Loft
SUPERHOST
Barn · 5 guests · 4 beds · 1 bath
The Barn LoftThe Barn Loft is an incredible opportunity to experience the beautiful Bluegrass region. The apartment is located in the upstairs of a working thoroughbred horse farm called McCauley Farm, with all the comforts of home and impeccably appointed. Kitchen is fully furnished and outfitted. Bath features a shower. Beautiful views of horse pastures and not a neighbor in sight!

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Other great vacation rentals in Jessamine County

SUPERHOST
  1. Entire guest suite
  2. Wilmore
The Roosting Place
$80 per night
SUPERHOST
  1. Private room
  2. Lexington
Lexington Home for Bluegrass Adventures
$42 per night
SUPERHOST
  1. Entire residential home
  2. Lexington
😃 Cheerful and cozy 3 bedroom cabin home
$197 per night
SUPERHOST
  1. Entire guesthouse
  2. Wilmore
Coach House at the 1898 Red Bud B & B
$83 per night
SUPERHOST
  1. Entire rental unit
  2. Wilmore
Basement apt. w/private entrance & kitchenette
$49 per night
SUPERHOST
  1. Entire residential home
  2. Wilmore
Rural Retreat in Mayberry-Like Town Near Lexington
$128 per night
SUPERHOST
  1. Entire rental unit
  2. Lexington
10 minutes from Keeneland,airport, downtown and UK
$60 per night
SUPERHOST
  1. Entire residential home
  2. Lexington
Lower Level of Home near UK, Eateries, 1000 sq ft
$59 per night
SUPERHOST
  1. Entire residential home
  2. Lexington
Relaxing ranch with a private backyard!
$118 per night
SUPERHOST
  1. Entire residential home
  2. Lexington
Garden Flat – Live. Work. Rejuvenate.
$81 per night
SUPERHOST
  1. Entire rental unit
  2. Wilmore
Travelers Loft - Asbury & Lexington area apartment
$63 per night
  1. Entire residential home
  2. Lexington
Quiet Suburban 3 Bedroom Home!
$102 per night