Carlisle Holiday Rentals

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Carlisle holiday rentals

Fridge, microwave, oven, stovetop
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

Mobile Home in Morehead

Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
10.0 out of 10, Exceptional, (34)
"Love the relaxed atmosphere "
United States
Darlene A.
The price is HK$778
HK$1,332 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State
Fridge, microwave, stovetop, coffee/tea maker
Cozy, Bright Home in Historic Downtown

Holiday Home in Mount Sterling

Cozy, Bright Home in Historic Downtown
8.8 out of 10, Excellent, (21)
"We attended a wedding in the area and enjoyed our stay here."
United States
Anonymous traveller
The price is HK$490
HK$969 total
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy, Bright Home in Historic Downtown
Interior
Beautiful Country Sunsets I

Cabin in Hillsboro

Beautiful Country Sunsets I
9.8 out of 10, Exceptional, (67)
"Beautiful country setting with amazing views. Just perfect. "
United States
Eli S.
The price is HK$661
HK$1,124 total
includes taxes & fees
28 Dec - 29 Dec
Beautiful Country Sunsets I
Exterior
Lazy Lake Cabin 1! Pet Friendly

Holiday Home in Flemingsburg

Lazy Lake Cabin 1! Pet Friendly
2.0 star property
10.0 out of 10, Exceptional, (1)
"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$778
HK$1,290 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lazy Lake Cabin 1! Pet Friendly
Property grounds
A Frame of Mind - near Red River Gorge KY

Cabin in Jeffersonville

A Frame of Mind - near Red River Gorge KY
9.2 out of 10, Wonderful, (69)
"This place was perfect for me and my two kids. "
United States
Lindsey B.
The price is HK$848
HK$1,627 total
includes taxes & fees
5 Jan - 6 Jan 2026
A Frame of Mind - near Red River Gorge KY
Microwave, oven, stovetop, coffee/tea maker
Cabin on 80 acre farm with donkeys, cows and goats

Cabin in Sadieville

Cabin on 80 acre farm with donkeys, cows and goats
10.0 out of 10, Exceptional, (123)
"Loved it--and would stay here again!"
United States
Mark B.
The price is HK$875
HK$1,528 total
includes taxes & fees
31 Dec - 1 Jan 2026
Cabin on 80 acre farm with donkeys, cows and goats
Terrace/patio
Cozy 2-bedroom in Red River Gorge area,Hot Tub, Pilots Knob Hiking Trail 2 mile

Cabin in CLAY CITY

Cozy 2-bedroom in Red River Gorge area,Hot Tub, Pilots Knob Hiking Trail 2 mile
2.0 star property
The price is HK$809
HK$1,492 total
includes taxes & fees
9 Jan - 10 Jan 2026
Cozy 2-bedroom in Red River Gorge area,Hot Tub, Pilots Knob Hiking Trail 2 mile
Property grounds
Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball

Holiday Home in Powell County

Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball
10.0 out of 10, Exceptional, (6)
"Great location, tons of things to do, and just about 20-25 min from the gorge."
United States
Veeresh R.
Modern Barndo, Hot Tub, Sauna, Fire Pit, 20 min RRG, Rec Room, Pickleball
Private kitchen
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling

Apartment in Mount Sterling

The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
2.0 star property
The price is HK$790
HK$1,042 total
includes taxes & fees
27 Dec - 28 Dec
The PawPlex a Cozy 1-bedroom apartment in marvelous Mount Sterling
Fridge, microwave, oven, stovetop
Cabin in Kentucky Horse Country

Cabin in Bourbon County

Cabin in Kentucky Horse Country
10.0 out of 10, Exceptional, (79)
"Beautiful property and great host. Paris is a quaint town but plenty of activities to do. "
United Kingdom
Brandon K.
The price is HK$2,527
HK$3,802 total
includes taxes & fees
28 Dec - 29 Dec
Cabin in Kentucky Horse Country
1 bedroom, in-room safe, free WiFi, bed sheets
Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House

Apartment in Cynthiana

Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House
10.0 out of 10, Exceptional, (2)
"The room was so clean and inviting. Great place to stay. Had everything we needed and more. "
United States
Russa E.
The price is HK$972
HK$1,458 total
includes taxes & fees
31 Dec - 1 Jan 2026
Formal & Friendly 2nd Floor Studio Apartment in Historic 1811 Row House
Private kitchen
Cottage at Cave Run

Cottage in Salt Lick

Cottage at Cave Run
The price is HK$1,166
HK$2,239 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage at Cave Run
Fridge, microwave, oven, stovetop
Bianckes Getaway

Apartment in Cynthiana

Bianckes Getaway
2.0 star property
The price is HK$1,089
HK$2,537 total
includes taxes & fees
26 Dec - 27 Dec
Bianckes Getaway
Smart TV
Lazy Lake Cabin 2!!! Pet Friendly!!

Holiday Home in Flemingsburg

Lazy Lake Cabin 2!!! Pet Friendly!!
2.0 star property
4.0 out of 10, (1)
"Both this property and this host leave a lot to be desired. Communication from the host was awful - never contacted me upon booking to let me know the pertinent details of the property, tried to send me a bill for my service dog with no communication - would have happily explained had they bothered to ask. I don't remember consenting to being spied on while staying at the property either. House was filthy. Hardwood floors had dirt, debris, and dead bugs everywhere, clearly hadn't been...
United States
Nick
The price is HK$778
HK$1,374 total
includes taxes & fees
5 Jan - 6 Jan 2026
Lazy Lake Cabin 2!!! Pet Friendly!!
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
"Very friendly staff. Room was clean and spacious."
Chuck 1-night trip
Posted 3 days ago
Holiday Inn Express Lexington East - Winchester by IHG

Find out more about Carlisle

Search for holiday rentals in Carlisle on Expedia! You can easily find your home rentals, villas, holiday apartments in Carlisle using one of the methods below:

  • View our selection of featured holiday rentals in Carlisle
  • Use the map to find apartments and other holiday homes in the Carlisle neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Carlisle while they last

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

Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!: This holiday home rental outside of Carlisle is located in a rural location, and has a patio, a garden and a BBQ to put you at ease 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. Make the most of games in this rental home to help you unwind.

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.