Carlisle Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Carlisle vacation rentals

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 ￥11,493
￥20,507 total
includes taxes & fees
Mar 15 - Mar 16
Beautiful country sunsets II
Property grounds

A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly

A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly
Jeffersonville
9.2 out of 10, Wonderful, (69 reviews)
"It was a great place to stay. Close to everything. The house was clean and had everything you need for your stay. Will be back."
United States
Michelle D.
The price is ￥16,014
￥32,673 total
includes taxes & fees
Feb 18 - Feb 19
A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly
2 bedrooms, desk, free WiFi, bed sheets

The Perch - NEW / Downtown!

The Perch - NEW / Downtown!
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"The place was amazing! Very clean and comfortable. Great Italian restaurant down the street. Delicious dounuts around the corner.We went down to go into Lexington for Bourbon and wine tours. Would have liked to have a folder/ binder with information on what is in the area ( we did explore downtown) and also for information about checking out.We had 4 adults and could have used more towels (had 1 towel for each person) But we did make due.All in all would give this place 5 stars! We will be...
United States
Angela G.
The price is ￥18,518
￥38,559 total
includes taxes & fees
Mar 15 - Mar 16
The Perch - NEW / Downtown!
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 ￥15,324
￥25,429 total
includes taxes & fees
Mar 12 - Mar 13
Lazy Lake Cabin 1! Pet Friendly
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, (35 reviews)
"Clean, comfortable, great location, generous & thoughtful “extras” included."
United States
Carole W.
The price is ￥18,389
￥29,859 total
includes taxes & fees
Feb 17 - Feb 18
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Property grounds

Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown
Mount Sterling
8.8 out of 10, Excellent, (21 reviews)
"We attended a wedding in the area and enjoyed our stay here."
United States
Anonymous traveler
The price is ￥9,654
￥19,089 total
includes taxes & fees
Feb 18 - Feb 19
Cozy, Bright Home in Historic Downtown
Microwave, oven, stovetop, coffee/tea maker

Cabin on 80 acre farm with donkeys, cows and goats

Cabin on 80 acre farm with donkeys, cows and goats
Sadieville
10.0 out of 10, Exceptional, (123 reviews)
"Loved it--and would stay here again!"
United States
Mark B.
The price is ￥19,155
￥31,992 total
includes taxes & fees
Mar 4 - Mar 5
Cabin on 80 acre farm with donkeys, cows and goats
Fridge, microwave, oven, stovetop

Bianckes Getaway

Bianckes Getaway
Cynthiana
10.0 out of 10, Exceptional, (1 review)
"If I could I would give more stars I would. Clean, very welcoming. Has all of the bells and whistle's you need, and everything is just a romantic walk away."
United States
Tim N.
The price is ￥21,454
￥51,187 total
includes taxes & fees
Feb 25 - Feb 26
Bianckes Getaway
1 bedroom, in-room safe, free WiFi, bed sheets

Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House

Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House
Cynthiana
10.0 out of 10, Exceptional, (2 reviews)
"The room was so clean and inviting. Great place to stay. Had everything we needed and more. "
United States
Russa E.
The price is ￥19,155
￥28,719 total
includes taxes & fees
Feb 25 - Feb 26
Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House
Private kitchen

Cottage at Cave Run

Cottage at Cave Run
Salt Lick
The price is ￥22,986
￥44,132 total
includes taxes & fees
Feb 24 - Feb 25
Cottage at Cave Run
Exterior

1 Bedroom Bourbon House on the Hill

1 Bedroom Bourbon House on the Hill
Mount Sterling
The price is ￥12,137
￥16,759 total
includes taxes & fees
Mar 15 - Mar 16
1 Bedroom Bourbon House on the Hill
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
10.0 out of 10, Exceptional, (6 reviews)
"Easy check in, Clean and close to everything. "
United States
Vicky R.
The price is ￥19,998
￥44,008 total
includes taxes & fees
Feb 18 - Feb 19
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups
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 ￥12,872
￥17,569 total
includes taxes & fees
Mar 14 - Mar 15
5 o'clock somewhere in Mt Sterling

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 ￥19,998
￥44,008 total
includes taxes & fees
Feb 18 - Feb 19
The Winchester
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 ￥33,697
￥53,897 total
includes taxes & fees
Mar 14 - Mar 15
Hickory Ridge Cabin | 3 Bed, 2 Bath
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 ￥15,569
￥20,543 total
includes taxes & fees
Feb 18 - Feb 19
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Fridge, microwave, oven, stovetop

Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball

Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball
Powell County
10.0 out of 10, Exceptional, (8 reviews)
"Great location, tons of things to do, and just about 20-25 min from the gorge."
United States
Veeresh R.
The price is ￥42,747
￥96,461 total
includes taxes & fees
Feb 16 - Feb 17
Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball
Terrace/patio

Beautiful Country Sunsets I

Beautiful Country Sunsets I
Hillsboro
9.8 out of 10, Exceptional, (67 reviews)
"Beautiful country setting with amazing views. Just perfect. "
United States
Eli S.
The price is ￥13,025
￥22,147 total
includes taxes & fees
Feb 24 - Feb 25
Beautiful Country Sunsets I
Exterior detail

Cabin in Kentucky Horse Country

Cabin in Kentucky Horse Country
Bourbon County
10.0 out of 10, Exceptional, (79 reviews)
"Beautiful property and great host. Paris is a quaint town but plenty of activities to do. "
United Kingdom
Brandon K.
The price is ￥49,803
￥74,430 total
includes taxes & fees
Mar 15 - Mar 16
Cabin in Kentucky Horse Country
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 ￥10,429
￥19,437 total
includes taxes & fees
Feb 15 - Feb 16
Charming country home on 433 acres
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

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG

10/10 Excellent
"The young lady at the front desk was excellent!! A great asset to your company, kind, friendly and helpful. The room was very clean, a very nice place to stay !! "
Linda 1-night trip
Posted 11 days ago
Holiday Inn Express Lexington East - Winchester by IHG

Find out more about Carlisle

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Look no further and take a look at our great range of rental properties in Carlisle!

Frequently asked questions

Are there vacation rentals in Carlisle?

Yes, you can find vacation rentals close to popular points of interest in Carlisle, or you can go with a more remote option if you'd like a relaxing place to stay. Carlisle is known for its forests and restaurants.

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

Sprawling Kentucky Getaway w/ Pool & Hot Tub!: Visitors like this Carlisle vacation home rental. It 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 you can cook with friends or family. You can relax into your vacation with an arcade game room and a 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 larger area, you’ll find Blue Licks Battlefield State Park and The Cane Ridge Meeting House.

What are vacation rentals like in Carlisle?

Vacation rentals are private accommodations you can book for several days or more in Carlisle. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.