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, 182 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 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, 451 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm 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 bunk-beds, 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 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, 123 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 newly built cabin is nestled in a secluded forest setting, with a small creek flowing beside it. The cabin features a blue metal roof and a front porch. Sunlight casts shadows of trees on the grassy area, enhancing the tranquil scenery.
Cabin in McKee
4.99 out of 5 average rating, 293 reviews

The Cabin on Panther Branch

Drive down Kentucky scenic highway 89 South just 9 miles south of McKee. The cabin is newly built and set back in a secluded area with a small creek running right beside the cabin and a larger creek just across the road. The Cabin on Panther Branch is a perfect place to come fish and kayak on the creek. Bring your ATV’s, side by side or dirt bikes and enjoy miles and miles of riding in S-Tree Tower in the Daniel Boone National Forest. We don’t think you will be disappointed with your stay.

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
4.99 out of 5 average rating, 242 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
The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.
Cabin in Russellville
4.96 out of 5 average rating, 145 reviews

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

Top guest favorite
A scenic view of a poolside deck captures the early morning sun rising over the mountains. A pair of Adirondack chairs are positioned nearby, beside a firepit. The serene landscape is featured with rolling hills and a layer of mist hovering in the valley.
Guesthouse in Stanton
4.98 out of 5 average rating, 320 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, 408 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!

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, 120 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.

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
4.99 out of 5 average rating, 307 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, 279 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.

Superhost
A modern bathroom is showcased, featuring a freestanding soaking tub with a wood bath tray and a walk-in shower with multiple shower heads. Double sinks are set beneath stylish circular mirrors, and a sauna is visible in the corner, with large windows offering views of the surrounding greenery.
Cabin in Campton
4.93 out of 5 average rating, 174 reviews

Inverness Cabin - romantic, luxury, hot tub, sauna

Welcome to Inverness Cabin, the couple's getaway in the Red River Gorge! Every detail of this private cabin has been thought out to provide a truly perfect experience. Lux king mattress, work station, two fireplaces, soaking tub, quartz countertops, 2 person shower with 3 shower heads, 2 person sauna, even a pot faucet on the stove! 2 GB Wifi, Chromecasts, games, outdoor firepit, just to name a few more amenities. Brand new build! Covered hot tub on the back patio!

Popular amenities for Kentucky vacation rentals

Your guide to Kentucky

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.


The best time to stay in a vacation rental in Kentucky

Sitting between the warmer climate zone of the south and the colder northern areas of the country, Kentucky finds itself with generally mild temperatures and pleasant weather conditions throughout much of the year. Summers can bring high humidity, and with that often comes dramatic thunderstorms that sweep the landscape. For summer festivities, the famous Kentucky State Fair takes place towards the end of August, and the International Bar-B-Q Festival takes place around mid-May in Owensboro for a taste of the hickory smoked meats and spicy vinegar-based BBQ sauces the region is known for.

The diverse deciduous forests break out in a brilliant display of autumn hues during the fall, which can be a great time to search for cabin rentals in Kentucky, as the temperatures tend to be the mildest during the shoulder seasons. With the winter comes slightly lower temperatures and a reduction in humidity. Regardless of the time of year, the state's levels of rainfall tend to stay relatively stable.


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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