Vacation rentals in Kentucky

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Top-rated vacation rentals in Kentucky

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Top guest favorite
The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.
Cabin in Lawrenceburg
4.99 out of 5 average rating, 198 reviews

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

Top guest favorite
A charming treehouse design is perched above the forest floor, featuring large windows that invite natural light. A spacious deck with a railing extends from the structure, and wooden stairs lead down to a gravel area with stacked firewood nearby. The surrounding trees create a secluded setting.
Treehouse in Franklin
4.99 out of 5 average rating, 139 reviews

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Top guest favorite
A rustic kitchen area features a wooden countertop with bar stools and metallic paneling. Various appliances, including a microwave and stove, are visible. The space is adorned with vintage signs, adding a touch of character to the design.
Barn in Campbellsville
4.96 out of 5 average rating, 179 reviews

Peaceful Getaway in the Country

Enjoy this rustic, yet cozy, two-story barnhouse located near bourbon country. Perfect for a couple's getaway, it has open lofts with a comfy king-sized bed, a kitchen stocked with all the essentials, laundry room, wood burning stove & two bathrooms: one with a walk-in shower & one with a soaker tub. This listing's interior is ready, however the exterior is still a work in progress as we continue to create comfortable outdoor spaces. Must see all pictures to appreciate what this place offers.

Top guest favorite
Cabin in Rogers
4.97 out of 5 average rating, 118 reviews

A-Frame in the Trees: 20' Wall of Glass with Views

What Guests Love Most: • 20’ Wall of Glass + Forest Views • Peaceful Setting (but close to everything) • Sonos Sound System • Private Hot Tub on Deck • Professionally Designed Interior • Modern, Fully Equipped High-End Kitchen • Smokeless Fire Pit (firewood provided) • Luxury King Bed + High-End Linens • All Lights Dimmable • Washer/Dryer • 2GB WiFi + Home Office Sleeps 4 Comfortably: Primary Loft Bedroom: king bed, dramatic forest views Main Floor: Queen bed (upgraded mattress), 20’ ceilings

Top guest favorite
The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.
Cabin in Louisville
4.98 out of 5 average rating, 256 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Top guest favorite
A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.
Train in Lawrenceburg
4.99 out of 5 average rating, 472 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Top guest favorite
A panoramic view showcases rolling hills adorned with vibrant autumn foliage, blending shades of orange, yellow, and green. A hazy mist rises over valleys below, under a clear blue sky illuminated by the soft glow of dawn.
Guesthouse in Stanton
4.98 out of 5 average rating, 328 reviews

Robbie’s Rest: Amazing Mountaintop Sunrises

2020 new unit with nice deck, wonderful mountain scape with amazing sunrises from your deck or the deck of the main house where host lives. 8 acres that sit where the rolling hills meet the mountains overlooking the Daniel Boone Forest. 35 miles from Lexington, you will enjoy the peace & quiet of the beautiful mountains. Minutes away from the trails, waterfalls & attractions of Natural Bridge State Park & the Red River Gorge! We hope you will visit us soon! *Sunrise is not always visible

Top guest favorite
A rustic cabin is nestled among vibrant autumn trees, positioned above a serene pond. A small dock with two chairs is visible near the water's edge, inviting relaxation. The surrounding landscape features lush greenery and colorful foliage, enhancing the cabin's secluded feel.
Cabin in McKee
4.97 out of 5 average rating, 419 reviews

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

Escape to a peaceful cabin with a wraparound porch perfect for soaking in the beauty of nature. This pet-friendly retreat features a fenced yard and space for trailer parking, plus four horse stalls available upon request. Enjoy catch-and-release fishing in the stocked pond, or explore nearby attractions: 25 minutes to Berea’s historic downtown and Pinnacle Trails, and 30 minutes to Flat Lick Falls and Sheltowee Trace. Unwind, explore, and experience the charm of our small-town getaway!

Top guest favorite
The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.
Treehouse in Lewisburg
4.98 out of 5 average rating, 131 reviews

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

Superhost
A modern tiny house is set amidst a wooded environment, featuring large glass windows that illuminate the interior. A spacious deck with wooden railings surrounds the home, providing access to seating areas and a hammock. Soft lighting enhances the serene atmosphere.
Tiny home in Campton
4.83 out of 5 average rating, 125 reviews

NEW! | Hot Tub | Secluded Tiny House in the Woods

Escape to this Scandinavian-inspired tiny house nestled in the serene Daniel Boone forest. This cozy retreat is a new build and features minimalist design, a comfy queen bed, & large windows for nature views. Unwind in the hot tub under the stars or enjoy the quiet woods from the deck. Perfect for a romantic getaway or solo retreat, this charming cabin offers modern comforts & a unique woodsy experience. Recharge in a private, foresty haven. DO NOT BOOK UNLESS YOU HAVE 4WD OR AWD!

Top guest favorite
The exterior of the cabin is framed by lush greenery and trees, showcasing a rustic log design with a sloped roof. A gravel pathway leads to the entrance, while ducks can be seen resting on the ground nearby.
Cabin in McKee
4.98 out of 5 average rating, 314 reviews

Peaceful getaway for couples - Hemlock Haven LLC

*Please read entire listing and rules* Step away from fast paced life to experience true relaxation at our tiny cabin, situated in the one stop light town with some of the country's best internet! Located in the heart of the Daniel Boone National Forest, Hemlock Haven LLC has been customized to be a nature lovers paradise. Our cabin is in a fairly remote area, but we do have a few local convenience stores and restaurants where you'll find plenty of hospitality and country cooking!

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, 293 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.

Popular amenities for Kentucky vacation rentals

All about Kentucky

Bordered by the Ohio River to the north and the gently rolling Appalachian Mountains to the east, Kentucky is a land of rugged hills, raging rivers, endless caves, and oh so much good music. The state’s musical innovations span several genres, including bluegrass, blues, and country, spawned from the eastern hills where you can still find local artists and national acts performing in places like Covington, with its independent theaters and music venues. Along with being the birthplace of bourbon, Kentucky also boasts an impressive culinary tradition: its unique hickory smoked barbecue style has spread to the rest of the country and can be traced back to the Welsh settlers of the western wetlands.

For a dose of Kentucky culture, stroll Louisville’s fashionable Frankfort Avenue in with its trendy bars and bohemian vibes, or spend a day in the cute little town of Bardstown, where you can sample the state’s legendary distillate, see an outdoor musical, and visit a whiskey museum. If it’s the outdoors you crave, explore the rugged Daniel Boone National Forest or the sandstone bluffs in the Red River Gorge Geological Area that make up just a small portion of the almost 2 million acres of public land in the state.

What are the top things to do in Kentucky?

Mammoth Cave National Park

Mammoth Cave National Park is a 52,830-acre limestone cave system in central western Kentucky with over 400 miles of surveyed tunnel, making it the most extensive known cave system on the planet. Spending as little as half an hour, or up to a full day of exploration, is possible in the underground passageways alone. Above ground, hiking, rock climbing, kayaking, and horseback riding are all on offer.

Berea

This rural countryside town is known as the Folk Arts & Crafts Capital of Kentucky. Artisans, artists, and creatives have flocked to this UNESCO Creative City for its tradition of supporting the arts since its earliest days as an English settlement. Museums and galleries like the Appalachian Artisan Center, where you can find exhibits, classes, and art for purchase, can be found in Berea’s old town Artisan Village alongside glass studios and other artisanal workshops for patronage.

Bluegrass Music Hall of Fame & Museum

Located in Owensboro, the Bluegrass Music Hall of Fame highlights the musicians and performers who helped bring the iconic style into the limelight. In addition, the museum has several displays and exhibits that detail the history behind the music, as well as lesson opportunities and several live concerts throughout the year.

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