Holiday Rentals in Carlisle

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Holiday Rentals in Carlisle

Hilltop Farmhouse with sunrise sunset porch overlooking hills and holler

10.0 out of 10, Exceptional, (27)
"Everything was just as described? Had a great stay!"
Hilltop Farmhouse with sunrise sunset porch overlooking hills and holler

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

9.2 out of 10, Wonderful, (67)
"The cabin was very clean and comfortable!! It was in a very quiet setting. Perfect place to rest and unwind! "
The price is €162
includes taxes & fees
11 Aug - 12 Aug
Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

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

10.0 out of 10, Exceptional, (1)
"Gorgeous home located steps away from Maysville night life. Ample parking and the neighborhood felt safe. The kitchen was huge and had everything you would need. I only wish I could have actually had time to use it. Plenty of bathrooms, all updated and nicely decorated. The host sent all the instructions for checking in and out before I arrived, which made the process a breeze. I will definitely be staying here again."
Spacious 4-bedroom 19th Century home in historic downtown Maysville!

Cabin on 80 acre farm with donkeys, cows and goats

10.0 out of 10, Exceptional, (114)
"Amazing stay, highly recommend "
The price is €189
includes taxes & fees
24 Aug - 25 Aug
Cabin on 80 acre farm with donkeys, cows and goats

Charming & Inviting Apartment in Historic Downtown Paris, Ky.

9.8 out of 10, Exceptional, (112)
"Property is spacious and period architecture. Road noise can be a bit much unless you are an early riser. Very close to Secretariat park (walking) and Claiborne farms. Easy drive to Kentucky Horse Park. Upstairs above business on the Main Street of Paris. Enjoyed the space and location. "
Charming & Inviting Apartment in Historic Downtown Paris, Ky.

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"The Barn and the grounds were out of this world! We had a blast and highly recommend! "
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

The Manor at Maysville Golf Course View

9.8 out of 10, Exceptional, (22)
"Our families got together for a lovely Christmas gathering here. The house was beautifully decorated!"
The Manor at Maysville Golf Course View

The Cabin at Denali Stud

10.0 out of 10, Exceptional, (16)
"I hate to leave this place such a glowing review, because I want to keep it all to myself! Such a beautiful property, the owners are awesome and the cabin is perfect. Will always be my go to place for Lexington!!"
The Cabin at Denali Stud

Quiet Kentucky Vacation Rental w/ Fire Pit

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing and relaxing stay! Place was beautiful, clean, and peaceful. Bunnies and horses greeted us as we arrived and throughout our stay. Keyless entry was convenient and owner was communicative and friendly. Even though I would recommend this place, I would say one downside is the location of the property. I have motion sickness and the drive to and from the location included lots of windy back roads for 20+ minutes which made me sick. Additionally, the closest convenience store is 15...
Quiet Kentucky Vacation Rental w/ Fire Pit

Sprawling Kentucky Getaway w/ Private Pool!

2.0 star property
9.8 out of 10, Exceptional, (7)
"Enjoyed it"
Sprawling Kentucky Getaway w/ Private Pool!

The Winchester

9.4 out of 10, Exceptional, (3)
"I rented this house for my bridesmaids. It was a great location and house. The owner was accommodating and replied quickly "
The Winchester

Cozy, Bright Home in Historic Downtown

9.0 out of 10, Wonderful, (16)
"We loved it you are in downtown it a nice place to stay"
The price is €117
includes taxes & fees
7 Sept - 8 Sept
Cozy, Bright Home in Historic Downtown

The Perch - NEW / Downtown!

The price is €225
includes taxes & fees
8 Aug - 9 Aug
The Perch - NEW / Downtown!

Charming 2-bedroom Tiny House with WiFi, AC in relaxing Brooksville

10.0 out of 10, Exceptional, (1)
Charming 2-bedroom Tiny House with WiFi, AC in relaxing Brooksville

Beautiful country sunsets II

10.0 out of 10, Exceptional, (30)
"Cozy. Clean and had everything we needed"
Beautiful country sunsets II

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

10.0 out of 10, Exceptional, (3)
"Great accommodation. "
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups

In the Heart of Historic Downtown Paris KY

9.8 out of 10, Exceptional, (15)
"The property was right on the main drag of the quaint town of Paris. It was charming, quiet, and a short beautiful drive away from Lexington. I highly recommend staying here if you're in the area."
In the Heart of Historic Downtown Paris KY

Stay in Tree House built by TreeHouse Master Pete Nelson ~ off the grid

9.8 out of 10, Exceptional, (22)
"This was my daughter’s preferred destination for her 13th birthday after we had visited about 4 years ago. The floor layout has changed a bit since the first trip, but all changes are improvements. It’s just an awesome place to hike, hang out, and decompress. We’ll definitely be back!"
Stay in Tree House built by TreeHouse Master Pete Nelson ~ off the grid

Cedar Hills Camping Paradise located in charming Mount Olivet KY Sleeps up to 12

10.0 out of 10, Exceptional, (2)
"For a camper, it was truly so comfortable! They had it set up so nice, we enjoyed a beautiful view and had privacy! "
Cedar Hills Camping Paradise located in charming Mount Olivet KY Sleeps up to 12

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

10.0 out of 10, Exceptional, (47)
"Our stay was relaxing and very comfortable. Would stay again "
Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!
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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Top Carlisle Hotel Reviews