Carlisle Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Carlisle

Welcome Hall 5 bedroom 1880’s home on 55 acres

Paris KY

Located in Paris, this vacation home is in a rural location, within a 15-minute drive of Cassell Creek Golf Course and Centerpoint Health Emergency Room - Winchester.

Renovated train station on thoroughbred horse farm.

Paris KY

With a stay at this vacation home, you'll be centrally located in Paris, within a 15-minute drive of The Thoroughbred Center and Paris & Bourbon County Public Library.

Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.

Lexington KY

Located in Lexington, this vacation home is within a 15-minute drive of Paris & Bourbon County Public Library and Hopewell Museum.

Kentucky Cabin Getaway w/ Loft Sleeping

Mayslick KY

This vacation home is 7.4 mi (11.9 km) from Blue Licks Battlefield State Park and 12.4 mi (20 km) from Washington Visitors Center.

Spacious 4-bedroom 19th Century home in historic downtown Maysville!

Maysville KY

A stay at this vacation home places you in the heart of Maysville, steps from Ohio River Valley and Russell Theatre.

Horse Heaven! Pet friendly farm stay

Georgetown KY

Located in Lexington, this vacation home is in a rural location, within a 15-minute drive of Mt. Horeb Presbyterian Church and The Thoroughbred Center.

Hot Tub

Kitchen

Charming country home on 433 acres

wallingford KY

This vacation home is 5.1 mi (8.3 km) from Flemingsburg City Hall and 5.3 mi (8.5 km) from Flemingsburg City Park.

1 Bedroom Bourbon House on the Hill

Mount Sterling KY

$119 nightly

$131 total

Aug 21 - Aug 22

Total with taxes and fees

With a stay at this vacation home in Mount Sterling, you'll be within a 5-minute drive of Mount Sterling Library and CHI Saint Joseph Health - Saint Joseph Mount Sterling.

Colliver House at Claybank Farm

Lexington KY

Located in Lexington, this vacation home is in a rural location, within a 10-minute drive of The Thoroughbred Center and Mt. Horeb Presbyterian Church.

The Winchester

Winchester KY

Located in Winchester, this vacation home is within a 15-minute walk of Wiseman Park and College Park.

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

Winchester KY

$298 nightly

$329 total

Sep 20 - Sep 21

Total with taxes and fees

Located in Winchester, this vacation home is within a 5-minute drive of College Park and Community Park.

Hilltop Farmhouse with 3 sunrise- sunrise porches overlooking hills and holler

Carlisle KY

With a stay at this vacation home, you'll be centrally located in Carlisle, within a 15-minute drive of Blue Licks Battlefield State Park and Lake Carnico.

Don't see what you're looking for?

See all available properties in Carlisle

View all properties

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.