Vacation rentals in Clark County
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Top-rated vacation rentals in Clark County
Guests agree: these stays are highly rated for location, cleanliness, and more.
Farm stay in Winchester
4.93 out of 5 average rating, 101 reviewsLenMar Farm Country Stay near Lexington KY
Farm stay in the heart of the Kentucky Bluegrass 20 min from the Kentucky Horse Park and downtown Lexington. 30 min to Keeneland. 45 min to Red River Gorge. Quiet, private walk out basement apt. with 2 bedrooms, great room, and butlers pantry with coffeemaker, small refrigerator, microwave, and kitchen basics. Space is not shared. Eat indoors or out, fire pit and horses/cattle out back. Up to 2 well-behaved dogs with pre-approval from hosts. Dogs can’t be left alone. 2 night min, 10 night max.
Jun 7 – 14
Apartment in Winchester
4.65 out of 5 average rating, 79 reviews2nd Story Historic Downtown 2 BR w Modern Comforts
Experience this unique and historic two bedroom apartment in the heart of downtown Winchester Kentucky. This building is over 150 years old and rich in history in the community, however, features modern amenities to ensure an amazing stay. This building is immediately across the street from the historic clocktower courthouse. You'll feel right at home in the fully remodeled bathroom (European Wet Room), kitchen and bedrooms. You'll also feel plenty of old world charm. Walking distance to all!
Jul 30 – Aug 6
Farm stay in Winchester
4.85 out of 5 average rating, 41 reviewsThe Winchester Retreat
Welcome to the Winchester Retreat! We are located right off of I-64 in Winchester, just 30 minutes from both Lexington and the Red River Gorge. We're right down the street from Winchester's downtown, boasting restaurants, breweries, and shops. Pet friendly!! Come relax in our luxurious jetted tub, spend an evening by the fire pit, and whip up a great dinner using our fully equipped kitchen or charcoal grill. We're also close to Legacy Grove Park, complete with a walking trail and dog park.
Sep 10 – 17
Vacation rentals for every style
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Popular amenities for Clark County vacation rentals
Other great vacation rentals in Clark County
Home in Winchester
4.86 out of 5 average rating, 35 reviewsRiver Relaxation -3king beds
Aug 1 – 8
Home in Winchester
4.95 out of 5 average rating, 20 reviewsGrammys getaway
Jun 21 – 28
Farm stay in Paris
4.97 out of 5 average rating, 64 reviewsWelcome Hall - Classic & Beautiful Horse Farm Stay
Oct 2 – 9
Cabin in Clark County
4.9 out of 5 average rating, 10 reviewsThe Manor House at Blackfish Farm
Mar 20 – 27
Home in Lexington
4.79 out of 5 average rating, 28 reviewsCreekside Home on Boone Creek in Lexington Ky.
Aug 12 – 19
Cabin in Lexington
4.95 out of 5 average rating, 56 reviewsBoone’s Hideaway Keeneland/Horse Park/Bourbon Trl
Jun 2 – 9
Campsite in Winchester
4.85 out of 5 average rating, 33 reviewsCamp Coca Cola-Countryside views Tent Site
May 22 – 29
Cottage in Lexington
5.0 out of 5 average rating, 16 reviewsCozy cottage nestled in scenic Bluegrass country
Jul 7 – 14
Home in Winchester
5.0 out of 5 average rating, 5 reviewsThe Right Angle
Jul 7 – 14
Home in Winchester
5.0 out of 5 average rating, 4 reviewsThe Winchester 2
Jun 11 – 18
Apartment in Winchester
4.92 out of 5 average rating, 13 reviewsWhimsical Winchester Apartment!
Jul 30 – Aug 6
Home in Winchester
5.0 out of 5 average rating, 22 reviewsPeacock Ranch House - Lexington and Winchester
Sep 11 – 18
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