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

Sprawling Kentucky Getaway w/ Private Pool!

2.0 star property
10.0 out of 10, Exceptional, (3)
"This property is beautiful and had plenty of room for our party of 13. I love that the hosts decorated the home for Easter and had toys and supplies for young children. The kids enjoyed the game room and roasting marshmallows in the fire pit. They also loved watching the cows and horses in the pasture behind the house. "
Sprawling Kentucky Getaway w/ Private Pool!

3 BR, 2B, Near Red River Gorge, no pet fee

10.0 out of 10, Exceptional, (7)
"Great rental, we had crazy rain a few days into our stay and the owner checked in on us to make sure we had everything we needed. So nice."
The price is SAR 417
SAR 968 total
includes taxes & fees
22 Apr - 23 Apr
3 BR, 2B, Near Red River Gorge, no pet fee

Colliver House at Claybank Farm

10.0 out of 10, Exceptional, (49)
"Our family gathered at Colliver House for a weekend At Keeneland. Our plans were rained out but we still had a wonderful time. The house is comfortable with plenty of room for all. The farm is such a beautiful place. We enjoyed visiting the horses. The home is well stocked and the welcoming cookies were an extra special treat. Julia is an excellent host and offered ideas for rainy day excursions. Our whole family rank this as our favorite vacation rental. We all got much needed rest and...
Colliver House at Claybank Farm

Quiet Kentucky Vacation Rental w/ Fire Pit

10.0 out of 10, Exceptional, (22)
"Everything was very nice. Would highly recommend."
Quiet Kentucky Vacation Rental w/ Fire Pit

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"New, clean and great spot to hangou"
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!

10.0 out of 10, Exceptional, (43)
"Had a family reunion scheduled elsewhere and they canceled the night before with no explanation. There were 10 in our party but we were celebrating Thanksgiving with my son and his family who live in Lexington. The house was a blessing for us to find!"
Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!

The Manor at Maysville Golf Course View

9.8 out of 10, Exceptional, (17)
"My family and friends had a fantastic stay at the Manor! The space offers plenty of room, making it perfect for relaxing or getting work done. The Wi-Fi was excellent, which was a huge plus. The host was incredibly responsive, ensuring a smooth and hassle-free experience. Plus, the location is awesome—close to everything you need. Highly recommend!"
The Manor at Maysville Golf Course View

Cozy, Bright Home in Historic Downtown

9.2 out of 10, Wonderful, (15)
"Good stay. This is the 2nd time we've stayed. Great downtown location. Owner is great. "
The price is SAR 263
SAR 496 total
includes taxes & fees
21 Apr - 22 Apr
Cozy, Bright Home in Historic Downtown

Spacious Ewing Retreat w/ Game Room & Fireplace!

10.0 out of 10, Exceptional, (1)
"This was a very large farmhouse, that accommodated our group very well. Lots of beds, and large kitchen area made cooking and dining very easy for a large group! Plus, we were so far out in the country, the kids could make all the noise they wanted! Mark, our host, was on sight to check us in and explained where everything was located. Plus, he provided a list in the kitchen area, of local emergency contact phone numbers, that was very helpful. Having two kitchens / refrigerators was nice, for a...
Spacious Ewing Retreat w/ Game Room & Fireplace!

The Winchester

8.0 out of 10, Very Good, (1)
"It was nice place to stay to many stairs for me. Everything was upstairs but washer and dryer."
The Winchester

Historic Mt Lebanon, The Governor’s Estate

9.6 out of 10, Exceptional, (18)
"Historical house beautifully restored. Lovingly decorated in a way to make guests feel very comfortable and at home. House sits in middle of beautiful Kentucky countryside."
Historic Mt Lebanon, The Governor’s Estate

Horse Heaven! Pet friendly farm stay

9.6 out of 10, Exceptional, (14)
"Great location in Horse country!! The house was in need of some attention. The front glass door was falling off and wouldn’t close, the outside entry stairs are in disrepair and need to be redone, and the master bath facet was really leaking. "
Horse Heaven! Pet friendly farm stay

Welcome Hall 5 bedroom 1880’s home on 55 acres

9.8 out of 10, Exceptional, (27)
"This property is perfect. The kitchen is fully equipped, lots of towels and TP in the bathrooms, and fresh flowers throughout the house was the perfect touch. This beautiful house instantly felt like home . The property owner Patrick was the perfect host. He was attentive and friendly and felt like we have known him forever. Thank you ❤️"
Welcome Hall 5 bedroom 1880’s home on 55 acres

Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

10.0 out of 10, Exceptional, (27)
"We had a great stay at the farmhouse! The house offered plenty of space for family to get together for dinner & game night.The owner had put up a Christmas tree to ensure we didn't miss anything for the holiday.Quick & responsive communication.We had everything we needed.Sunset & sunrise views were beyond beautiful!Highly recommend visiting this farmhouse. We'll definitely be back!"
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

Ljbak1987@icloud.com

Ljbak1987@icloud.com

Charming country home on 433 acres

10.0 out of 10, Exceptional, (2)
"Spacious inside and out. Interior offers a large living room with separate dining room. Plenty of yard and privacy. Short drive to town. Host was very accommodating!"
The price is SAR 281
SAR 502 total
includes taxes & fees
15 May - 16 May
Charming country home on 433 acres

LanMark Farm Spacious Country Get-Away Ground Floor Suite

10.0 out of 10, Exceptional, (6)
"The property is historic with proper updates that make it a wonderful place to stay. The property owner is very friendly and attentive the swimming pool is refreshing on a hot day and well taken care of making it a great place for everyone. "
LanMark Farm Spacious Country Get-Away Ground Floor Suite

Renovated KY Farmhouse Retreat w/ Pasture Views!

10.0 out of 10, Exceptional, (6)
"Beautiful property, loved seeing all the animals."
Renovated KY Farmhouse Retreat w/ Pasture Views!

Furnished dormer room neighboring the Maysville Country Club.

Furnished dormer room neighboring the Maysville Country Club.

Historic Paris Livery Home of Kentucky's Covered Bridge Tour

9.8 out of 10, Exceptional, (6)
"Host is amazing! This place is simply breathtaking 😍 I have never stayed anywhere so beautiful! She captured the history of this building! We enjoyed our stay and wish we could have stayed longer. You will not regret staying here! Host was easy to get in touch with. She followed up with us upon arrival to make sure our stay was going well! The outdoor fire pit 🔥 patio area 😍🥰😍 This place exceeded our expectations!"
Historic Paris Livery Home of Kentucky's Covered Bridge Tour
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

10.0 out of 10, Exceptional, (27)
"We had a great stay at the farmhouse! The house offered plenty of space for family to get together for dinner & game night.The owner had put up a Christmas tree to ensure we didn't miss anything for the holiday.Quick & responsive communication.We had everything we needed.Sunset & sunrise views were beyond beautiful!Highly recommend visiting this farmhouse. We'll definitely be back!"
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

9.2 out of 10, Wonderful, (60)
"Great place if your looking to relax & disconnect for a few days! Truly enjoyed it!"
The price is SAR 347
SAR 672 total
includes taxes & fees
21 Apr - 22 Apr
Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

Colliver House at Claybank Farm

10.0 out of 10, Exceptional, (49)
"Our family gathered at Colliver House for a weekend At Keeneland. Our plans were rained out but we still had a wonderful time. The house is comfortable with plenty of room for all. The farm is such a beautiful place. We enjoyed visiting the horses. The home is well stocked and the welcoming cookies were an extra special treat. Julia is an excellent host and offered ideas for rainy day excursions. Our whole family rank this as our favorite vacation rental. We all got much needed rest and...
Colliver House at Claybank Farm
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.