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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, (2)
"Enjoyed it"
Sprawling Kentucky Getaway w/ Private Pool!

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!

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

10.0 out of 10, Exceptional, (5)
"We just needed to get away and relax for a few days and this was the perfect spot. Far enough away to be relaxing, but close enough to town to be convenient. House was cozy and had everything we needed for our stay. Nice rural area with horses in the pasture behind the house and a barn with pond in the front. The last day of our stay we had some bad winter weather moving in and the host checked in to offer to bring us a generator if we lost power which we thought was nice. Would love to come...
The price is SAR 596
SAR 1,189 total
includes taxes & fees
30 Mar - 31 Mar
3 BR, 2B, Near Red River Gorge, no pet fee

Colliver House at Claybank Farm

10.0 out of 10, Exceptional, (46)
"Fabulous host, cookies were wonderful, property is charming and clean, restaurant next door is affordable with lots of options on the menu--and good! Highly, highly recommended."
Colliver House at Claybank Farm

Quiet Kentucky Vacation Rental w/ Fire Pit

10.0 out of 10, Exceptional, (21)
"Hands down our favorite Vrbo stay ever! Three families stayed here for a mini vacation to Kentucky from SC. There was plenty of room for all, which was refreshing! The beds were very comfortable, house was clean, and the host paid attention to details which was so welcoming (coffee, bath salts, fall decor, stocked spices, wax melt warmers, and more). There were multiple outdoor spaces which we enjoyed as well. The view and property are gorgeous and we felt like we were truly experiencing...
Quiet Kentucky Vacation Rental w/ Fire Pit

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

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

Hill Crest Cottage in Horse Capital of KY! Sleeps 6

2.0 star property
10.0 out of 10, Exceptional, (3)
"We enjoyed how the property was in close proximity to bicycle routes in and around Paris. Nice quiet neighborhood, easy and enjoyable "
Hill Crest Cottage in Horse Capital of KY! Sleeps 6

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!

Cozy, Bright Home in Historic Downtown

9.4 out of 10, Exceptional, (13)
"Great downtown location. Cute decor. Could use a few updates but nothing major. Wish we had known the yard & driveway were being rented as it was a little weird having people right outside your windows/doors but we made it work. Most time of the year I'm sure that wouldn't have been any issue. "
The price is SAR 263
SAR 496 total
includes taxes & fees
23 Mar - 24 Mar
Cozy, Bright Home in Historic Downtown

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

Wi-Fi - Office Space - Park View Cottage

5.4 out of 10, (3)
"The rental management company for this listing was difficult. They contacted me outside of VRBO, asking for my credit card over the phone. When questioned, the person told me that they lost my credit card number. When I pointed out that I paid through the VRBO app for secure payment and that they should have my payment information, I was then told that they had NOT lost my credit card number that they indeed had it but still needed me to call them and give it to them over the phone to...
Wi-Fi - Office Space - Park View Cottage

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
23 Mar - 24 Mar
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!

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

Peaceful Mt Sterling Cabin: Deck & Fire Pit!

9.8 out of 10, Exceptional, (12)
"We have stayed here repeatedly and never been disappointed. The house is well stocked and charming. "
Peaceful Mt Sterling Cabin: Deck & Fire Pit!

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

10.0 out of 10, Exceptional, (16)
"Cozy, comfy and very clean "
The price is SAR 375
SAR 643 total
includes taxes & fees
22 Mar - 23 Mar
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
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.