Winchester Cottages

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Cottages in Winchester

1 bed cottage, grill, fire pit, Very close to Red River Gorge!!

Stanton KY

Located in Stanton, this cottage is within a 15-minute drive of Kentucky Reptile Zoo and Osborne Bend Trail.

Pet friendly

Air conditioning

Cozy Cottage Perfect for Girls Night Away

Lexington KY

$584 nightly

$678 total

Dec 8 - Dec 9

Total with taxes and fees

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

Hot Tub

Kitchen

Mountaintop Cottage

Stanton KY

$177 nightly

$195 total

Dec 25 - Dec 26

Total with taxes and fees

With a stay at this cottage in Stanton, you'll be 14.1 mi (22.7 km) from Kentucky Reptile Zoo and 14.9 mi (24.1 km) from Osborne Bend Trail.

Kitchen

Washer

Unique, Cozy Stay near Red River Gorge

Slade KY

With a stay at this cottage in Slade, you'll be a 4-minute walk from Kentucky Reptile Zoo and 15 minutes by foot from Natural Bridge State Park.

Air conditioning

Laundry

Bungalow | 1 Bed, 0.5 Bath

Stanton KY

$188 nightly

$201 total

Dec 6 - Dec 7

Total with taxes and fees

Located in Stanton, this cottage is a 2-minute drive from Red River Gorge Geological Area and 9 minutes from Kentucky Reptile Zoo.

Kitchen

Pet friendly

3 bedroom cottage on horse farm close to Kentucky Horse Park, Keeneland, the Ark

Georgetown KY

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

Kitchen

Air conditioning

Bring a Pet: Peaceful Frenchburg Cabin on 1 Acre

Frenchburg KY

$254 nightly

$282 total

Dec 7 - Dec 8

Total with taxes and fees

With a stay at this cottage in Frenchburg, you'll be 7.7 mi (12.4 km) from Menifee County Park and 16.8 mi (27 km) from Cave Run Lake.

Kitchen

Pet friendly

Cozy 1 bedroom cottage on picturesque horse farm

Georgetown KY

Located in Georgetown, this cottage is in a rural location, a 4-minute drive from Country Boy Brewing and 6 minutes from Toyota Visitor Center.

Kitchen

Free WiFi

Cottage is located on scenic byway in beautiful bluegrass region of Lexington KY

Lexington KY

Located in Lexington, this cottage is in a rural location, a 4-minute drive from Boone Station State Historic Site and 6 minutes from Lexington Sporting Club Youth Complex.

Kitchen

Washer

Peaceful Mt Sterling Cabin: Deck & Fire Pit!

Mount Sterling KY

With a stay at this cottage in Mount Sterling, you'll be within a 15-minute drive of Mount Sterling Library and Old Silo Golf Course.

Kitchen

Pet friendly

10 Mi to Keeneland: Family Home w/ Deck & Yard

Lexington KY

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

Kitchen

Free WiFi

Hike & Climb: Pet-friendly Red River Gorge Cabin!

Beattyville KY

With a stay at this cottage in Beattyville, you'll be within a 15-minute drive of Bear Track Park and Lee County Recreational Center.

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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.