Winchester Vacation Rentals

Name: Cecil's Cozy Cottage
Price range: $224 total

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Vacation Rentals in Winchester

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

Lexington KY

$407 nightly

$472 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Lexington, a 2-minute drive from University of Kentucky and 5 minutes from Kroger Field.

Kitchen

Washer

This house is a 3 bedroom(s), 2.5 bathrooms, located in Lexington, KY.

Lexington KY

$333 nightly

$339 total

Dec 8 - Dec 9

Total with taxes and fees

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

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

The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

Lexington KY

$307 nightly

$356 total

Dec 8 - Dec 9

Total with taxes and fees

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

Hot Tub

Kitchen

The Stadium Getaway

Lexington KY

$686 nightly

$796 total

Dec 8 - Dec 9

Total with taxes and fees

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

Hot Tub

Kitchen

Firepit | Outdoor Deck | Great Location

Lexington KY

$483 nightly

$556 total

Dec 21 - Dec 22

Total with taxes and fees

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

Kitchen

Washer

This house is a 4 bedroom(s), 3 bathrooms, located in Lexington, KY.

Lexington KY

$372 nightly

$379 total

Dec 7 - Dec 8

Total with taxes and fees

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

Kitchen

Washer

Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

Mount Sterling KY

Located in Mount Sterling, this vacation home is within a 15-minute drive of Mount Sterling Library and CHI Saint Joseph Health - Saint Joseph Mount Sterling.

Hot Tub

Kitchen

Hot Tub! Fire pit! Picnic area & Grill! Dog friendly Hardwicks Creek Haven@RRG

Clay City KY

With a stay at this vacation home in Clay City, you'll be 15.6 mi (25.1 km) from Mercy Health - Marcum and Wallace Hospital and 15.9 mi (25.5 km) from Veterans Memorial Park.

Hot Tub

Kitchen

Bourbon Run - HotTub/ Ark 30min/ Horse Park 12min/ Walk Downtown/ 4BR Sleeps 8

Georgetown KY

$314 nightly

$346 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

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

Hot Tub

Kitchen

2 or 3 Bedroom/Baths House in Andover Convenient to All of Lexington

Lexington KY

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

Kitchen

Washer

Cecil's Cozy Cottage

Lexington KY

$220 nightly

$224 total

Dec 7 - Dec 8

Total with taxes and fees

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

Kitchen

Washer

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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.