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Compare 29 Vacation Homes in Carlisle with updated reviews, rates, and availability.

Sprawling Kentucky Getaway w/ Private Pool!
Sprawling Kentucky Getaway w/ Private Pool!
10.0 out of 10, Exceptional, (2)

3 BR, 2B, Near Red River Gorge, no pet fee
3 BR, 2B, Near Red River Gorge, no pet fee
10.0 out of 10, Exceptional, (5)
The price is AED 584
AED 1,156 total
includes taxes & fees
30 Mar - 31 Mar

Colliver House at Claybank Farm
Colliver House at Claybank Farm
10.0 out of 10, Exceptional, (46)

Quiet Kentucky Vacation Rental w/ Fire Pit
Quiet Kentucky Vacation Rental w/ Fire Pit
10.0 out of 10, Exceptional, (21)

Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs
10.0 out of 10, Exceptional, (4)

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!
Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!
10.0 out of 10, Exceptional, (43)

Hill Crest Cottage in Horse Capital of KY! Sleeps 6
Hill Crest Cottage in Horse Capital of KY! Sleeps 6
10.0 out of 10, Exceptional, (3)

The Manor at Maysville Golf Course View
The Manor at Maysville Golf Course View
9.8 out of 10, Exceptional, (17)
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.
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Other property types in Carlisle

Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field
10.0 out of 10, Exceptional, (27)

Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!
Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!
9.2 out of 10, Wonderful, (60)
The price is AED 340
AED 658 total
includes taxes & fees
14 Apr - 15 Apr

Peaceful Mt Sterling Cabin: Deck & Fire Pit!
Peaceful Mt Sterling Cabin: Deck & Fire Pit!
9.8 out of 10, Exceptional, (12)
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.
Recent reviews of Carlisle hotels
Recent reviews of Carlisle hotels

Holiday Inn Express Lexington East - Winchester by IHG
5/5 Excellent
"Probably one of the best holiday Inns I've been in. Even the bathroom is bigger then usual. "
A verified traveler stayed at Holiday Inn Express Lexington East - Winchester by IHG
Posted 4 days ago