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.

Home in Lexington
Garden Suite at Castleton
Lounge in style on the oversized sofa for movie-night with a huge 70” TV with Dolby Atmos surround sound. Play Chef de Cuisine in the fully equipped kitchen with bar and table dining spaces available. Retreat to the master bedroom where you’ll find a king-size Tempur-Pedic bed, two sets of French door closets with ample clothes space, and a motorized standing desk to optimize your work/study/reflection time. Active lifestyles can also take advantage of the light dumb-bells and modern water-rower provided, while a full sized washer and dryer are located in the dedicated wash room.
$65 per night
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Private room in Lexington
Lexington Home for Bluegrass Adventures
Space includes bedroom, bath w/ small shower, den. House is in quiet safe neighborhood 5 miles from airport & horse track, 3 miles from shops & restaurants, minutes from scenic drives thru horse country. Private entry is through garage side door w/key to living area, with Roku TV, stereo, fridge, microwave, and sofa-bed for up to 4 guests (if sofa needed for 2 guests, specify 3 guests so we know to set it up and to add $10 charge.) Tesla wall connector makes us a great stopover for EV travelers.
$45 per night
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Private room in Wilmore
The Corbitt Cove Suite with private entrance
Our Corbitt Cove Suite, nestled between two parks, is within walking distance from Asbury University and Asbury Seminary. It is next to Centennial Park with walking trail, disc golf, basketball courts, playground, picnic shelter and open field. Located in a safe neighborhood with access to back patio and screened in porch. It is like stepping back in time when you see downtown Wilmore with all the quaint shops, yet just 20 minutes from the city of Lexington, Keeneland and Bluegrass Airport.
$37 per night
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Vacation rentals for every style

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Other great vacation rentals in Jessamine County

Rental unit in Lexington
Private art studio in quiet Lexington suburb.
$67 per night
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Cottage in Wilmore
River House - Cottage with KY River View & Access
$89 per night
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Home in Lexington
Lower Level of Home near UK, Eateries, 1000 sq ft
$58 per night
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Home in Lexington
Chic Hartland Townhome with Home Theater
$75 per night
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Serviced apartment in Nicholasville
Granddaddy’ s Hideaway
$75 per night
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Home in Lexington
The Cozy Lexintonian
$77 per night
Rental unit in Wilmore
Travelers Loft - Asbury & Lexington area apartment
$69 per night
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Private room in Lexington
The Hidden Treasure
$55 per night
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Private room in Lexington
Privacy, convenience and beauty in 3 rooms!
$50 per night
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Rental unit in Lexington
Lexington Apt. with parking & private entrance
$64 per night
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Rental unit in Wilmore
Basement apt. w/private entrance & kitchenette
$49 per night
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Home in Lexington
Newly renovated upscale house with high ceilings
$99 per night
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