Vacation rentals in Carlisle

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Top-rated vacation rentals in Carlisle

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Superhost
The exterior of a modern tiny home is showcased, featuring a spacious wooden deck with railings. A large grassy area surrounds the home, complemented by a clear blue sky. A dog relaxes in the foreground, contributing to the tranquil environment.
Tiny home in Flemingsburg
4.92 out of 5 average rating, 178 reviews

The Concord - Enjoy the Vineyard Views

Experience tiny home living without giving up the comforts of home. Kick back and relax in this modern 'spacious' tiny home loaded with the most up to date amenities - and Vineyard views right out your front door! This one bedroom home offers additional space for the family and kids with an upstairs loft and a roomy living area. Added bonus - you're a short walk to our family owned winery and restaurant! Plus- many historic attractions just a short drive away. Come enjoy the luxury tiny life.

Top guest favorite
An outdoor space features a fire pit surrounded by four adirondack chairs and two wooden benches. The gravel area is set against a backdrop of lush greenery, with the cabin visible in the distance. Bright red umbrellas provide shade over the seating area.
Cabin in Sadieville
4.98 out of 5 average rating, 252 reviews

*Unique Wooded Cabin*4 beds 20 min from The Ark

Our 2nd AirBnB cabin on the property has given us the experience to make this one great too! Rural, clean, and peaceful! Our cabin has two bedrooms; one with a queen bed, and the upstairs one with a queen and two twins. It has a full kitchen, full bathroom, fire pit and outdoor grills. Perfect for two couples, friends, or small families. The Ark Encounter and Kentucky Horse Park are 20min away. The Creation Museum is 45min away. A great place to relax between visits to these attractions!

Superhost
The living area features hardwood flooring and exposed beam ceilings. A light-colored sofa is positioned next to two patterned armchairs, creating a conversational space. A wooden coffee table sits on a rug, with a television and decorative accents displayed on a white entertainment unit.
Home in Paris
4.87 out of 5 average rating, 190 reviews

The Spring Valley Inn - charming rural home

Nestled only 4 miles outside of historic Paris, Kentucky this charming home will allow you and your guests to immerse yourself in the beautiful surroundings of Thoroughbred horse country. On your drive to the home pass horse farms such as Oak Lodge, Brandywine, and Adena Springs; all recognizable names from past Kentucky Derby runners. Enjoy your stay with room for your family not only indoors but out. Sit on the patio soaking in nature and local sounds from neighboring farm animals.

Guest favorite
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.
Apartment 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!

Top guest favorite
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 favorite
The entrance of the cottage features a wooden door framed by two windows, offering natural light. A decorative wreath adorns the door, and wall sconces provide additional illumination. The exterior showcases white siding with teal accents, complemented by a brick pathway leading to the door.
Home in Winchester
4.91 out of 5 average rating, 883 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Top guest favorite
A spacious outdoor deck features a hot tub and a fire table surrounded by comfortable chairs. Large windows frame serene views of the surrounding forested hills, inviting relaxation in a tranquil setting.
Cabin in Pine Ridge
4.98 out of 5 average rating, 302 reviews

Cliffside Romantic Retreat LOVE

Fall in love at the unique and serene "Tis So Sweet Cliffside Cabin". The space is designed for a lovers retreat with luxuries of a spa bathroom, massage chair, fire table, recliner seat hot tub, and much more! This newly built cabin is peacefully secluded, yet still only a few miles away from the Natural Bridge State Park, Red River Gorge, Daniel Boone National Forest, underground kayaking, zip lines, rock climbing, swimming, delicious food and many other local attractions.

Guest favorite
A welcoming duplex structure features a traditional design with a high-pitched roof. Each suite has a separate entrance, framed by porches. Lush green grass surrounds the home, with scenic views of the expansive landscape visible in the background.
Farm stay in Cynthiana
4.93 out of 5 average rating, 87 reviews

Sultan's Hideaway @ Stillwater Farm & Arena

Escape to serenity in our easily accessible suites/ duplex that feature a kitchenette, Smart TV, bathroom, large front porch, and scenic views all with access to a washer and dryer. Conveniently situated halfway between Cincinnati and Lexington, it's a short drive to the Kentucky Horse Park and the Ark Encounter—both just 35 minutes away. Experience rustic charm and modern comfort in this rural retreat. Trailer parking, horse boarding and access to indoor arena available.

Top guest favorite
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, 177 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 sitting 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 favorite
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, 128 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 favorite
A historic farmhouse is visible in the distance, surrounded by lush greenery. An old tractor sits amidst blooming flowers in the foreground, with a pebbled driveway leading up to the home, framed by large trees and open fields.
Home in Carlisle
4.94 out of 5 average rating, 52 reviews

Quaint hilltop Sunset/Sunrise Farmhouse getaway

Quaint 3 bedroom farm house with fabulous views, comfortable spaces, with 3 porches: front (sunset), back(sunrise-coffee), and sunset #2 swing porch. Yard games and huge fire-pit. Solar/EV charging station. Walk the dead-end street. Swim (sand beach) or kayak Lake Carnico (4 kayaks here). Golf 9 holes. Hunt at Clay Wildlife Management Area. Visit Wendts Animal Adventure. 7 minutes to Blue Licks Resort State Park. 40 minutes to Lexington.

Top guest favorite
The exterior of a historic distillery building from the 1860s is shown, featuring exposed brick walls and a neatly maintained façade. Two stories of windows are framed by wooden accents, and an inviting entrance is flanked by stone pillars, contributing to the building's historical charm.
Home in Flemingsburg
5 out of 5 average rating, 30 reviews

1860's building brought to life

This 1860's original distillery building will take you back in time with it's spacious yet cozy areas to relax and enjoy. Exposed brick exterior walls surround you while belt driven fans keep you cool as you relax and read a good book, play some games with the kids or enjoy a nice dinner at one of the many seating areas. We hope you enjoy your stay in our home as much as we enjoyed living here!

Popular amenities for Carlisle vacation rentals

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