Holiday Rentals in Carlisle

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Holiday Rentals in Carlisle

Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

10.0 out of 10, Exceptional, (27)
"We had a great stay at the farmhouse! The house offered plenty of space for family to get together for dinner & game night.The owner had put up a Christmas tree to ensure we didn't miss anything for the holiday.Quick & responsive communication.We had everything we needed.Sunset & sunrise views were beyond beautiful!Highly recommend visiting this farmhouse. We'll definitely be back!"
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"This place feels really new. It’s everything you see in the pictures and more. Our family of 13 and two small dogs had a great time. The sports shed is full of all the gear you need to enjoy everything on the property. We had a blast playing kickball on the wiffleball field. The full size blackstone is very nice and the kitchen is well stocked. I didn’t see any cocktail mixing materials for the bar but we made do. Washer and dryer worked really well and the 2 extra refrigerator/freezer combo was...
Barn! 2-Hole Golf Course, BBall, Wiffleball, Soccer, Theater, Arcade, 2 Hot Tubs

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

10.0 out of 10, Exceptional, (43)
"Had a family reunion scheduled elsewhere and they canceled the night before with no explanation. There were 10 in our party but we were celebrating Thanksgiving with my son and his family who live in Lexington. The house was a blessing for us to find!"
Private Country Estate: 16 miles to Keeneland, 13 to KY Horse Park!

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

10.0 out of 10, Exceptional, (14)
"Sunset Cottage was perfect for our family’s overnight stay! I wish we could have stayed longer. The decor is adorable, the furniture is amazingly comfortable, and the location is quiet and peaceful. There were so many little additions that made this cottage perfect—a few snacks, a s’mores kit, and coffee were available for guests. The host went above and beyond to let us know our daughter left her blankie behind in the cottage and us sending it to us. We would definitely stay here again and...
The price is €168
includes taxes & fees
18 Feb - 19 Feb
Cozy Sunset Cottage on the family farm near Cave Run Lake and Morehead State

The Manor at Maysville Golf Course View

9.8 out of 10, Exceptional, (17)
"My family and friends had a fantastic stay at the Manor! The space offers plenty of room, making it perfect for relaxing or getting work done. The Wi-Fi was excellent, which was a huge plus. The host was incredibly responsive, ensuring a smooth and hassle-free experience. Plus, the location is awesome—close to everything you need. Highly recommend!"
The Manor at Maysville Golf Course View

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

9.2 out of 10, Wonderful, (60)
"Great place if your looking to relax & disconnect for a few days! Truly enjoyed it!"
The price is €175
includes taxes & fees
18 Feb - 19 Feb
Tiny Cabin - A Frame of Mind - near Red River Gorge Kentucky!

Sprawling Kentucky Getaway w/ Private Pool!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Enjoyed it"
Sprawling Kentucky Getaway w/ Private Pool!

Beautiful studio in historic downtown Maysville

10.0 out of 10, Exceptional, (1)
"Just wish you could do two days"
Beautiful studio in historic downtown Maysville

Quiet Kentucky Vacation Rental w/ Fire Pit

10.0 out of 10, Exceptional, (21)
"Hands down our favorite Vrbo stay ever! Three families stayed here for a mini vacation to Kentucky from SC. There was plenty of room for all, which was refreshing! The beds were very comfortable, house was clean, and the host paid attention to details which was so welcoming (coffee, bath salts, fall decor, stocked spices, wax melt warmers, and more). There were multiple outdoor spaces which we enjoyed as well. The view and property are gorgeous and we felt like we were truly experiencing...
Quiet Kentucky Vacation Rental w/ Fire Pit

Cabin on 80 acre farm with donkeys, cows and goats

10.0 out of 10, Exceptional, (105)
"Amazing stay, highly recommend "
The price is €203
includes taxes & fees
2 Mar - 3 Mar
Cabin on 80 acre farm with donkeys, cows and goats

3 BR, 2B, Near Red River Gorge, no pet fee

10.0 out of 10, Exceptional, (5)
"We just needed to get away and relax for a few days and this was the perfect spot. Far enough away to be relaxing, but close enough to town to be convenient. House was cozy and had everything we needed for our stay. Nice rural area with horses in the pasture behind the house and a barn with pond in the front. The last day of our stay we had some bad winter weather moving in and the host checked in to offer to bring us a generator if we lost power which we thought was nice. Would love to come...
The price is €309
includes taxes & fees
25 Feb - 26 Feb
3 BR, 2B, Near Red River Gorge, no pet fee

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

Peaceful Mt Sterling Cabin: Deck & Fire Pit!

9.8 out of 10, Exceptional, (11)
"This worked out great for us. The 3rd floor definitely requires someone younger to navigate the spiral staircase. But we loved the creek and the living space to gather and talk at night. "
Peaceful Mt Sterling Cabin: Deck & Fire Pit!

The Luxe/ Country Views/King Beds/ Pool Table Paris, ky

2.0 star property
9.4 out of 10, Exceptional, (3)
"A beautiful setting surrounded by a pristine horse farm, trees, and gorgeous sunrises and sunsets. Still close enough to amenities. Rented this house for family coming in from out of town and the amount of rooms were perfect. Nicely decorated and the guest bathroom recently updated. Kitchen is very spacious and was sufficient for our group but lacked enough cookware, silverware, and extra serving options. We had a plumbing issue in the small master bath and was addressed quickly. The rec room...
The price is €374
includes taxes & fees
18 Feb - 19 Feb
The Luxe/ Country Views/King Beds/ Pool Table Paris, ky

Colliver House at Claybank Farm

10.0 out of 10, Exceptional, (45)
"Ky is the halfway meeting point for our family living in Tn and In. We love the Ky countryside and enjoy the surrounding horse country. What better Christmas meeting place for our family than a 200 year old farm house on a working horse ranch. Our host (Julia) was very accommodating and the listing and pictures were very accurate. This property is somewhere between a VRBO and a B&B. The house was stocked well beyond a normal VRBO and Julia met us with a desert, as well as bacon and eggs to use...
Colliver House at Claybank Farm

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

9.8 out of 10, Exceptional, (21)
"This place was so unique! From the treehouse to the trails and everything in between. Loved the giant doors that brought the outside in!"
Stay in Tree House built by TreeHouse Master Pete Nelson ~ off the grid

Spacious Ewing Retreat w/ Game Room & Fireplace!

10.0 out of 10, Exceptional, (1)
"This was a very large farmhouse, that accommodated our group very well. Lots of beds, and large kitchen area made cooking and dining very easy for a large group! Plus, we were so far out in the country, the kids could make all the noise they wanted! Mark, our host, was on sight to check us in and explained where everything was located. Plus, he provided a list in the kitchen area, of local emergency contact phone numbers, that was very helpful. Having two kitchens / refrigerators was nice, for a...
Spacious Ewing Retreat w/ Game Room & Fireplace!

2nd Story Historic Downtown 2BR with Modern Amenities

9.0 out of 10, Wonderful, (13)
"Great place to stay... i feel like it wasnt advertised as well as it could have been. We loved the gas fireplace. Was concerned about check-in as i hadnt heard from the owner, but within a day of our arrival i reached out and the owner was always fast and responsive at that point. Any concerns vanished. What a great location!"
The price is €178
includes taxes & fees
18 Feb - 19 Feb
2nd Story Historic Downtown 2BR with Modern Amenities

Cabin in Kentucky Horse Country

10.0 out of 10, Exceptional, (73)
"Absolutely stunning. A perfect retreat to reset and relax!"
The price is €417
includes taxes & fees
18 Feb - 19 Feb
Cabin in Kentucky Horse Country

Hill Crest Cottage in Horse Capital of KY! Sleeps 6

2.0 star property
10.0 out of 10, Exceptional, (3)
"We enjoyed how the property was in close proximity to bicycle routes in and around Paris. Nice quiet neighborhood, easy and enjoyable "
Hill Crest Cottage in Horse Capital of KY! Sleeps 6
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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Other types of properties in Carlisle you may be interested in

Blue Licks Battlefield State Resort Park

3.5 star property
9.2 out of 10, Wonderful, (207)
"Very quiet in a rural setting! Clean and spacious room!"
The price is €113
includes taxes & fees
19 Feb - 20 Feb
Blue Licks Battlefield State Resort Park

BLUE LICKS BUNGALOW-Next to Blue Licks State Park

10.0 out of 10, Exceptional, (12)
"I’ve tried a couple of locations in the area and this has by far been the best one. The hosts are very responsive and extremely friendly. House has everything you need and was very clean. I will definitely book this house the next time I’m in the area."
BLUE LICKS BUNGALOW-Next to Blue Licks State Park

Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field

10.0 out of 10, Exceptional, (27)
"We had a great stay at the farmhouse! The house offered plenty of space for family to get together for dinner & game night.The owner had put up a Christmas tree to ensure we didn't miss anything for the holiday.Quick & responsive communication.We had everything we needed.Sunset & sunrise views were beyond beautiful!Highly recommend visiting this farmhouse. We'll definitely be back!"
Hilltop Farmhouse with sunrise/sunset porches overlooking hills and farm field
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.

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/ Private Pool!: This holiday home rental outside of Carlisle offers a patio, an arcade/games room 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.

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 Flemingsburg City 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.