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.

Guest favorite

Farm stay in Winchester

4.93 out of 5 average rating, 101 reviews

LenMar 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

G$19,968 GYD per night
Superhost

Apartment in Winchester

4.65 out of 5 average rating, 79 reviews

2nd 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

G$19,185 GYD per night
Superhost

Farm stay in Winchester

4.85 out of 5 average rating, 41 reviews

The 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

G$23,663 GYD per night

Popular amenities for Clark County vacation rentals

Other great vacation rentals in Clark County

Superhost

Home in Winchester

4.86 out of 5 average rating, 35 reviews

River Relaxation -3king beds

Aug 1 – 8

G$41,699 GYD per night
Guest favorite

Home in Winchester

4.95 out of 5 average rating, 20 reviews

Grammys getaway

Jun 21 – 28

G$43,326 GYD per night
Guest favorite

Farm stay in Paris

4.97 out of 5 average rating, 64 reviews

Welcome Hall - Classic & Beautiful Horse Farm Stay

Oct 2 – 9

G$63,413 GYD per night
Superhost

Cabin in Clark County

4.9 out of 5 average rating, 10 reviews

The Manor House at Blackfish Farm

Mar 20 – 27

G$85,532 GYD per night
Superhost

Home in Lexington

4.79 out of 5 average rating, 28 reviews

Creekside Home on Boone Creek in Lexington Ky.

Aug 12 – 19

G$74,677 GYD per night
Guest favorite

Cabin in Lexington

4.95 out of 5 average rating, 56 reviews

Boone’s Hideaway Keeneland/Horse Park/Bourbon Trl

Jun 2 – 9

G$56,075 GYD per night
Superhost

Campsite in Winchester

4.85 out of 5 average rating, 33 reviews

Camp Coca Cola-Countryside views Tent Site

May 22 – 29

G$2,992 GYD per night
Guest favorite

Cottage in Lexington

5.0 out of 5 average rating, 16 reviews

Cozy cottage nestled in scenic Bluegrass country

Jul 7 – 14

G$40,000 GYD per night

Home in Winchester

5.0 out of 5 average rating, 5 reviews

The Right Angle

Jul 7 – 14

G$31,345 GYD per night

Home in Winchester

5.0 out of 5 average rating, 4 reviews

The Winchester 2

Jun 11 – 18

G$43,445 GYD per night
Guest favorite

Apartment in Winchester

4.92 out of 5 average rating, 13 reviews

Whimsical Winchester Apartment!

Jul 30 – Aug 6

G$11,816 GYD per night
Guest favorite

Home in Winchester

5.0 out of 5 average rating, 22 reviews

Peacock Ranch House - Lexington and Winchester

Sep 11 – 18

G$48,277 GYD per night
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