Holiday rentals in Carlisle

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Top-rated holiday rentals in Carlisle

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Top guest favourite
A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.
Home in Lexington
4.95 out of 5 average rating, 381 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

Guest favourite
A living area features a comfortable gray sofa with accent pillows and an armchair, complemented by a wooden coffee table at the center. Natural light filters through a window covered with sheer curtains, highlighting the warm wooden flooring and neutral-colored walls.
Home in Cynthiana
4.97 out of 5 average rating, 33 reviews

Too Comfy / Too Cozy Home in Cyn

Enjoy a stylish experience close to local wedding venues. This unit was newly built in the Summer of 2024. No stairs provides easy access to the unit. New furnishing offers you a comfortable stay for you or for a family. Bright and cheery decor incorporates some of the "new" Cynthiana with the history of this charming small town. Just a few minutes from industry such as Bullard, 3M, and E-Z Pack Holdings. Close to the downtown area, restaurants, Harrison Memorial Hospital, and local events.

Top guest favourite
An open living and dining area showcases an exposed brick wall contrasting with a modern kitchen. Tasteful furnishings include a leather sofa, two armchairs, and a wooden coffee table. A chandelier hangs from the ceiling, adding elegance to the space, while natural light enhances the inviting atmosphere.
Flat in Augusta
5 out of 5 average rating, 203 reviews

The Bank House on Main - Walkable Everywhere!

Come experience this unique Airbnb. In 1861, the Bank House was home to Bracken County’s first bank. This 1st-floor apartment still features the original tin ceiling and exposed brick from the 1800s. It will comfortably sleep 4-5 with a queen bed, a twin-over-full bunk (in a semi-private area), and two baths. Steps away from the Beehive, Augusta Pub, Carotas Pizzeria, Tabletop Traditions & the General Store. 2.2 mi - Soli Tree venue. 0.5 mi - Augusta Distillery. 1.2 mi - Baker Bird Winery

Top guest favourite
The entrance to the historic Buffalo Springs Distilling Company is showcased, featuring sturdy stonework and a wooden door. A sign hangs above the entrance, indicating the building's name. Nearby, green grass is visible, hinting at the surrounding area.
Home in Stamping Ground
4.97 out of 5 average rating, 712 reviews

Buffalo Springs Distilling Company

It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

Top guest favourite
A charming two-story country home is set on a gently sloping lawn, featuring a red front door and several windows that allow natural light. Green shrubs and grass surround the entrance, complemented by a clear blue sky overhead.
Home in Sharpsburg
5 out of 5 average rating, 19 reviews

Firethorn’s Hilltop Haven

Country living at its finest. The home is nestled on a 140 acre seasonal working farm with lush open fields in scenic rural but Central Kentucky. This peaceful getaway gives a glimpse of what life on the farm and being in nature is like. Surrounded by open rolling fields, the perfect place to relax, take a walk, take a dip in the pool, or just be in nature. This home has it all. Family friendly. Pool available from May 19th to September 9th. Rates apply. Can park RV's & trailers.

Guest favourite
A wide outdoor porch features several black chairs adorned with floral cushions. Potted plants are positioned around the area, contributing to a lush environment. The space is partially shaded, offering a relaxed setting for outdoor enjoyment.
Flat in Carlisle
4.9 out of 5 average rating, 112 reviews

Modern Trailer Living

Freshly painted, updated and fully furnished, towels, tp/pt, most kitchen utensils, microwave, coffee pot/press, full size stove and fridge, TV in living room, wi-if when accessible must hv ur own streaming device, outdoor porch with smoking Ok!! This is a non smoking space!!!! No Smoking/vaping in unit, if you do a charge will be imposed!!!! No exceptions!! if you’re not a registered guest here you must park outside the gate which remains closed/opened but remains closed otherwise!

Guest favourite
Two outdoor bathtubs are positioned on a wooden deck, surrounded by trees and views of the creek. An Adirondack chair sits nearby, providing a space for relaxation while enjoying the natural surroundings.
Treehouse in Georgetown
4.92 out of 5 average rating, 275 reviews

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

Top guest favourite
The exterior of Blue Licks Bungalow is shown, highlighting its spacious layout with a large porch. A combination of steps and ramps provides access, and the surrounding landscape features open fields and clear blue skies.
Farm stay in Carlisle
4.98 out of 5 average rating, 49 reviews

Blue Licks Bungalow

Nestled in historic Blue Licks, Kentucky. Situated near the old Blue Licks Bridge and next to The Blue Licks Battlefield State Park where you can access walking trails, museum and boat dock. Blue Licks Bungalow offers comfortable sleeping arrangements for 7-8 people, a large eat in kitchen, cozy gathering room and 2 covered porches to enjoy a book, eat or swing. Come stay with us and learn about the history of The Blue Licks Springs and the last battle of the Revolutionary War.

Top guest favourite
The farmhouse exterior features a light-colored facade with white shutters and a welcoming front porch. A curved pathway leads to the entrance, surrounded by a well-maintained lawn and neatly trimmed bushes. Two chairs are positioned on the porch, inviting relaxation.
Farm stay in Ewing
4.99 out of 5 average rating, 181 reviews

Haymark Farmhouse: cozy, country memories

Welcome to Haymark Farmhouse, built in 1907. Relax in front of the fireplace with electric logs, play games (provided), and cook in the well-supplied kitchen or on the gas grill out back. Enjoy the outdoor fire pit (wood provided) and the lighted outdoor patio area and table for eight. Explore our 275 acre farm! Check out our cute farm animals, take a hike along the creek, catch a fish in the pond, hunt (message us for rates), watch a sunset ...Enjoy your time at Haymark Farm.

Guest favourite
The exterior of a charming cabin is showcased, featuring a green metal roof and wooden porch. Bright sunflowers bloom in front of the cabin, while an American flag gently flutters. The sky is clear with a few fluffy white clouds.
Cabin in Cynthiana
4.98 out of 5 average rating, 130 reviews

Quittin' Time - Country Cabin at Hickory Holler

Come visit the beautiful countryside and stay in this adorable cabin right outside the city limits of Cynthiana, KY! Located on over 90 acres, this place has a million dollar view of a large pond and huge pasture fields. It's only a short 5 mile drive into town where there is an abundance of local restaurants and small downtown shops. Enjoy a campfire with the on-site fire pit or go for walk and do some exploring. Come enjoy a very peaceful and quiet getaway!

Guest favourite
A welcoming porch features a pink front door, surrounded by two green chairs and a small circular table. The wooden deck is covered, providing shade, while nature is visible in the background, contributing to a sense of tranquility.
Tiny home in Ewing
4.98 out of 5 average rating, 45 reviews

The Cottage at Stillhouse Cabin

Peaceful private Cottage on the edge of a forest with walking trails thru out the 46 acres. A swing in front yard to watch sun rise over the Hills of Kentucky. This 2 bedroom Cottage is a perfect getaway to unwind and relax. Close to State Parks, Historical sites in Northern Kentucky and the local Breweries. After a day of site seeing turn the grill on, start the firepit and enjoy the sunset.

Guest favourite
Home in Sharpsburg
5 out of 5 average rating, 13 reviews

Peaceful Kentucky Ranch

Unplug and unwind at our peaceful 40-acre Kentucky ranch. This spacious 3BR, 2.5BA home offers views of Texas Longhorns and alpacas, plus modern comforts in a serene country setting. Relax on the porch, gather by the fire pit, and explore nearby attractions like Buffalo Trace Distillery, Kentucky Horse Park, hiking trails, and golf. Perfect for families, couples, or Bourbon Trail adventurers.

Popular amenities for Carlisle holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Nicholas County
  5. Carlisle