Winchester Vacation Rentals

Name: NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites
Address: Georgetown

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Vacation Rentals in Winchester

Horse Country 2 - Sleeping For 12 - Beautiful Outdoor Space - 3 Bedrooms + Loft

$482

includes taxes & fees

$415 per night

Nov 30 - Dec 1

Located in Lexington (Masterson Station), this vacation home is within a 10-minute drive of Rupp Arena and The Red Mile Racetrack.

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

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

Kitchen

Washer

Newly renovated Historic House within walking distance to UK.

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.

Lexington’s Premier Cul De Sac Townhome 2BR, 2.5BA, 1100 sqft

$157

includes taxes & fees

$135 per night

Nov 24 - Nov 25

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

Kitchen

Washer

Robin's Nest luxury cabin, Red River Gorge

When you stay at this vacation home in Slade, you'll be in the mountains, within a 15-minute walk of Natural Bridge State Park and Daniel Boone National Forest.

Hot Tub

Kitchen

Hamburg Haven / Garage /🔥 Pit / 7mi to Rupp / WiFi

$240

includes taxes & fees

$207 per night

Dec 1 - Dec 2

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

Hot Tub

Kitchen

Experience the Grand Getaway: Centrally Located Luxury

$593

includes taxes & fees

$511 per night

Nov 23 - Nov 24

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

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

When you stay at this vacation home in Mount Sterling, you'll be 13 minutes by car from CHI Saint Joseph Health - Saint Joseph Mount Sterling.

Hot Tub

Kitchen

Home with Fire-pit - Sleeps 8. Walk 1 Block to EKU & Downtown, 3 Miles to I-75

A stay at this vacation home places you in the heart of Richmond, steps from Eastern Kentucky University and 3 minutes by foot from Richmond Area Arts Center.

Kitchen

Washer

5 Star Location | Walk to Downtown | Patio | Fire Pit

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

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!

When you stay at this vacation home in Stanton, you'll be in the mountains, within a 15-minute drive of Natural Bridge State Park and Red River Gorge.

NEW! East Suite- Southern Charm in Georgetown Kentucky-Bleubird Studio + Suites

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.

Breakfast included

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.