Winchester Vacation Rentals

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Vacation Rentals in Winchester

2 Bed/2 Bath Home in Andover area. Premier Host with 250+ 5-Star Reviews!

Lexington KY

With a stay at this vacation home in Lexington, you'll be within a 15-minute drive of University of Kentucky and Kroger Field.

Kitchen

Washer

This house is a 3 bedroom(s), 2 bathrooms, located in Lexington, KY.

Lexington KY

$243 nightly

$248 total

Mar 8 - Mar 9

Total with taxes and fees

With a stay at this vacation home in Lexington, you'll be within a 15-minute drive of Red Mile Racetrack and Keeneland Racing Course.

Kitchen

Washer

Luxe Home Downtown - Sleeps 6. Off-street parking

Lexington KY

$246 nightly

$263 total

Mar 12 - Mar 13

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Lexington, within a 5-minute drive of Rupp Arena and University of Kentucky.

Kitchen

Washer

Hot Tub | Luxury | Patio | Fire Pit | Downtown

Lexington KY

With a stay at this vacation home in Lexington (Downtown Lexington), you'll be within a 5-minute drive of Rupp Arena and University of Kentucky.

Hot Tub

Kitchen

Spacious King Suite | Horses, Fire Pit, Garage

Lexington KY

$231 nightly

$267 total

Mar 11 - Mar 12

Total with taxes and fees

With a stay at this vacation home in Lexington, you'll be within a 15-minute drive of University of Kentucky and Red Mile Racetrack.

Kitchen

Washer

Luxurious 1-bedroom with Free Parking

Lexington KY

$193 nightly

$224 total

Mar 8 - Mar 9

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Lexington, within a 5-minute drive of University of Kentucky and Kroger Field.

Kitchen

Washer

7 Bedrooms | 6.5 Bathrooms | Hot Tub | 10 Beds

Lexington KY

With a stay at this vacation home, you'll be centrally located in Lexington, within a 10-minute drive of University of Kentucky and Kroger Field.

Hot Tub

Kitchen

Downtown Townhouse Near Rupp Arena

Lexington KY

Located in Lexington (Downtown Lexington), this vacation home is within a 15-minute walk of Rupp Arena and University of Kentucky.

Kitchen

Washer

"The Meridian" Modern Stay near Downtown / Airport

Lexington KY

$263 nightly

$306 total

Mar 10 - Mar 11

Total with taxes and fees

With a stay at this vacation home in Lexington, you'll be within a 10-minute drive of Red Mile Racetrack and University of Kentucky.

Kitchen

Washer

3 Bedroom Downtown Townhouse, Close to All!

Lexington KY

With a stay at this vacation home in Lexington (Downtown Lexington), you'll be within a 5-minute drive of University of Kentucky and Kroger Field.

Kitchen

Washer

Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location

Lexington KY

$409 nightly

$474 total

Mar 8 - Mar 9

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Lexington, within a 5-minute drive of University of Kentucky and Red Mile Racetrack.

Kitchen

Washer

Hot Tub & Fireplace/12min to Horse Park/30 Min to Ark

Georgetown KY

With a stay at this vacation home in Georgetown, you'll be within a 10-minute drive of Kentucky Horse Park and Georgetown College.

Hot Tub

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.