Carlisle Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Carlisle holiday rentals

Terrace/patio

Beautiful Country Sunsets I

Beautiful Country Sunsets I
Hillsboro
9.8 out of 10, Exceptional, (67 reviews)
"Very nice, serene, and personable and the owners were excellent. Great sunrise and sunsets and the stars at night were amazing. "
United States
Simple
The price is HK$665
HK$1,130 total
includes taxes & fees
1 Apr - 2 Apr
Beautiful Country Sunsets I
Property grounds

Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.8 out of 10, Excellent, (21 reviews)
"Our stay was perfect again! Thank you so much. "
United States
Brandy D.
The price is HK$528
HK$1,013 total
includes taxes & fees
2 Apr - 3 Apr
Cozy, Bright Home in Historic Downtown
Terrace/patio

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

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Morehead
10.0 out of 10, Exceptional, (37 reviews)
"The cutest little place!! Perfect place for us and our hostess was fantastic. If we are ever back in this neck of the woods we will definitely stay here again!"
United States
Jennifer W.
The price is HK$938
HK$1,507 total
includes taxes & fees
7 Apr - 8 Apr
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Terrace/patio

Quiet Country home, Pet friendly

Quiet Country home, Pet friendly
Wallingford
10.0 out of 10, Exceptional, (1 review)
"Beautiful property especially if you like the peace and quiet of nature. The host was fantastic to work with and extremely friendly. "
United States
Julie G.
The price is HK$782
HK$1,381 total
includes taxes & fees
8 Apr - 9 Apr
Quiet Country home, Pet friendly
Exterior

1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
The price is HK$774
HK$1,026 total
includes taxes & fees
2 Apr - 3 Apr
1 Bedroom Bourbon House on the Hill
Iron/ironing board, WiFi, bed sheets

5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling
Mount Sterling
The price is HK$821
HK$1,077 total
includes taxes & fees
2 Apr - 3 Apr
5 o'clock somewhere in Mt Sterling
Living area

Hickory Ridge Cabin | 3 Bed, 2 Bath

Hickory Ridge Cabin | 3 Bed, 2 Bath
Ewing
9.6 out of 10, Exceptional, (8 reviews)
"Overall had a wonderful time. Hard to keep all the kids occupied since they're is no TV or internet, but over all had a fantastic time."
United States
Tambria F.
The price is HK$1,716
HK$2,855 total
includes taxes & fees
28 Mar - 29 Mar
Hickory Ridge Cabin | 3 Bed, 2 Bath
Outdoor dining

Lazy Lake Cabin 1! Pet Friendly

Lazy Lake Cabin 1! Pet Friendly
Flemingsburg
10.0 out of 10, Exceptional, (1 review)
"Pet friendly, very peaceful and quiet, host is awwsome and very responsive to any needs. Beautiful surroundings"
United States
Donna S.
The price is HK$783
HK$1,299 total
includes taxes & fees
30 Mar - 31 Mar
Lazy Lake Cabin 1! Pet Friendly
Exterior

Beautiful country sunsets II

Beautiful country sunsets II
Hillsboro
10.0 out of 10, Exceptional, (30 reviews)
"Cozy. Clean and had everything we needed"
United States
Rebecca M.
The price is HK$587
HK$1,047 total
includes taxes & fees
23 Apr - 24 Apr
Beautiful country sunsets II
Private kitchen

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Mount Sterling
The price is HK$894
HK$1,157 total
includes taxes & fees
28 Mar - 29 Mar
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Fridge, microwave, oven, stovetop

Bianckes Getaway

Bianckes Getaway
Cynthiana
10.0 out of 10, Exceptional, (2 reviews)
"Such an elegant place for the price, everything is clean and welcoming. Close to everything, you cannot beat staying anywhere else."
United States
Tim N.
The price is HK$1,369
HK$2,959 total
includes taxes & fees
28 Mar - 29 Mar
Bianckes Getaway
Private kitchen

Cottage at Cave Run

Cottage at Cave Run
Salt Lick
The price is HK$1,173
HK$2,218 total
includes taxes & fees
28 Mar - 29 Mar
Cottage at Cave Run
Fridge, microwave, oven, stovetop

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

4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Winchester
9.8 out of 10, Exceptional, (7 reviews)
"Very homey place to stay! Nice neighborhood!"
United States
Tim T.
The price is HK$1,161
HK$2,426 total
includes taxes & fees
28 Mar - 29 Mar
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
Beach

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

Cedar Hills Camping Paradise located in charming Mount Olivet KY Sleeps up to 12
Mount Olivet
10.0 out of 10, Exceptional, (3 reviews)
"For a camper, it was truly so comfortable! They had it set up so nice, we enjoyed a beautiful view and had privacy! "
United States
Abigail C.
The price is HK$880
HK$1,530 total
includes taxes & fees
3 Apr - 4 Apr
Cedar Hills Camping Paradise located in charming Mount Olivet KY Sleeps up to 12

The Winchester

The Winchester
Winchester
8.4 out of 10, Very good, (7 reviews)
"I rented this house for my bridesmaids. It was a great location and house. The owner was accommodating and replied quickly "
United States
Karissa A.
The price is HK$1,161
HK$2,426 total
includes taxes & fees
29 Mar - 30 Mar
The Winchester
Dining

The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway

The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway
Paris
10.0 out of 10, Exceptional, (3 reviews)
"We traveled to the area for the breeders cup. The house was really nice and comfortable. The ride getting there was beautiful country. House was as described. Worth the cost. We had a great time. Would definitely stay there again when we return to the Lexington area."
United States
marty e.
The price is HK$1,557
HK$3,437 total
includes taxes & fees
29 Mar - 30 Mar
The Williams House by Mustard Seed Hill - A Cozy Bourbon County Getaway
Exterior detail

Cabin in Kentucky Horse Country

Cabin in Kentucky Horse Country
Bourbon County
10.0 out of 10, Exceptional, (81 reviews)
"The cabin was unique if only for its location on the farm. It was as secure as we could have asked for. A definite gem. "
United States
Vickie B.
The price is HK$2,541
HK$3,823 total
includes taxes & fees
29 Mar - 30 Mar
Cabin in Kentucky Horse Country
Exterior

Hunting Lodge in the City

Hunting Lodge in the City
Mount Sterling
The price is HK$860
HK$1,120 total
includes taxes & fees
2 Apr - 3 Apr
Hunting Lodge in the City
Interior

Charming country home on 433 acres

Charming country home on 433 acres
wallingford
5.6 out of 10, (5 reviews)
"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!"
United States
Maria B.
The price is HK$586
HK$1,046 total
includes taxes & fees
23 Apr - 24 Apr
Charming country home on 433 acres
Exterior

Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace

Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
Millersburg
The price is HK$1,291
HK$2,550 total
includes taxes & fees
29 Mar - 30 Mar
Helena's Cottage: Romantic, Cozy Getaway with Lavish King Bed, Gas Fireplace
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

Hampton Inn Winchester

Hampton Inn Winchester

10/10 Excellent
"Clean area all around. Second time staying there. I would stay again for sure. "
Cody 1-night trip
Posted 2 days ago
Hampton Inn Winchester

Find out more about Carlisle

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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?

Sprawling Kentucky Getaway w/ Pool & Hot Tub!: This holiday home rental outside of Carlisle offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with an arcade/games room and 1 hot tub.

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.