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Top 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 £139
includes taxes & fees
19 Aug - 20 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, (2)
"We were overly impressed by this property and the location. The house was emasculate and had such great character in every room. Check in and communication with the property own were top notch. The main areas in the town are all within short walking distance of the home. We will definitely look for this home again next year when we come back to Maysville. We won Oktoberfest king 2025 so we’ll definitely be back!"
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 £147
includes taxes & fees
25 Aug - 26 Aug
Cabin on 80 acre farm with donkeys, cows and goats

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

Beautiful Country Sunsets I

9.8 out of 10, Exceptional, (64)
"Relaxing, beautiful view, feeding the horses and listening to bull frog..."
The price is £110
includes taxes & fees
26 Aug - 27 Aug
Beautiful Country Sunsets I

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

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.

Sprawling Kentucky Getaway w/ Pool & Hot Tub!

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

Ljbak1987@icloud.com

10.0 out of 10, Exceptional, (2)
"This cabin was absolutely beautiful and perfect in every way! It had everything we could have possibly needed — from a thoughtfully stocked kitchen to body wash and soap in the bathrooms, which was such a nice touch. The kids’ area was a huge bonus and kept our little ones happy and entertained.The setting was just magical — the creek outside was peaceful and lovely, and we spent a lot of time just enjoying the relaxing atmosphere. We were in town for a family reunion, and this cabin made the...
Ljbak1987@icloud.com

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 £100
includes taxes & fees
18 Aug - 19 Aug
Cozy, Bright Home in Historic Downtown

The Perch - NEW / Downtown!

The price is £195
includes taxes & fees
25 Aug - 26 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

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

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

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! "
The price is £137
includes taxes & fees
17 Aug - 18 Aug
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

Frequently asked questions

Are there holiday rentals in Carlisle?

Yes, there are holiday rentals close to the most popular sights in Carlisle, or you can select a more secluded option if you're looking for a relaxing stay. Carlisle is known for its forests and restaurants.

What are some of the best holiday rentals that Carlisle has to offer?

Spacious 4-bedroom 19th Century home in historic downtown Maysville!: This holiday home rental outside of Carlisle is located on a river, and offers a patio, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Carlisle?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Carlisle stay.

What can I see and do in Carlisle?

While you're exploring the area, Lake Carnico and Bourbon County Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Blue Licks Battlefield State Park and The Cane Ridge Meeting House.

What are holiday rentals like in Carlisle?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Carlisle. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip.