Vacation rentals in Kentucky

4.99 out of 5 average rating, 184 reviews

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

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)

4.99 out of 5 average rating, 455 reviews

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

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!

4.99 out of 5 average rating, 125 reviews

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

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).

4.94 out of 5 average rating, 112 reviews

The exterior of Hobbit Hollow features a unique curved structure with a vibrant blue door and several circular windows. Surrounded by greenery, a hot tub is positioned nearby, framed by rustic logs. The natural landscape adds to the inviting setting of this secluded getaway.

Earthen home in Stanton

Hobbit Hollow Red River Gorge

Nestled in a hill, surrounded by woodland, Hobbit Hollow is a one-of-a-kind getaway. The interior is beautifully crafted, comfortable and cosy. Enjoy the sounds of nature when you stay in this unique place. 15 minutes away from Red River Gorge, this location offers access to rock-climbing, hiking, swimming, canoeing, and the unforgettable beauty of the Gorge. Hobbit Hollow is only a 5 minute drive from the town of Stanton. All wheel drive or 4 wheel drive is required when there is snow/ice.

4.99 out of 5 average rating, 243 reviews

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

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.

4.96 out of 5 average rating, 148 reviews

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

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.

4.98 out of 5 average rating, 321 reviews

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

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

4.97 out of 5 average rating, 408 reviews

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

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!

4.85 out of 5 average rating, 117 reviews

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

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!

4.99 out of 5 average rating, 308 reviews

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

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!

4.98 out of 5 average rating, 280 reviews

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

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.

4.93 out of 5 average rating, 174 reviews

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

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

Kentucky homes

4.99 out of 5 average rating, 127 reviews

A modern black house is set on a rocky landscape, surrounded by lush greenery. A wooden post carved with bear figures adds natural charm. Large windows invite light into the home, enhancing the connection between indoor and outdoor spaces.

Home in Wellington

Luxury Cliffside Hammock House

4.92 out of 5 average rating, 177 reviews

A well-appointed bedroom features a spacious bed with textured bedding, surrounded by moody grey walls. Natural light is invited in through large windows, framed by vibrant curtains. An area rug adds warmth, while a wicker chair and minimalist decor enhance the inviting ambiance.

Home in Covington

Cozy Hot Tub Escape, Walkable to Bars/Restaurants

4.96 out of 5 average rating, 156 reviews

A charming cottage is surrounded by lush greenery and a winding stone pathway. An American flag hangs proudly from the porch, while various potted plants and decorations enhance the inviting entrance. Large windows suggest natural light entering the interior spaces.

Home in Park City

A Kentucky Cottage by Mammoth Cave

4.96 out of 5 average rating, 123 reviews

A spacious living area features a modern sofa with decorative pillows. Large opening doors showcase views of the covered porch and surrounding greenery, allowing natural light to fill the space. A wall-mounted television and fireplace are also present, enhancing the inviting atmosphere.

Home in Somerset

Garage Door to the Wilderness!

4.99 out of 5 average rating, 836 reviews

Two horses are seen grazing peacefully in a lush green pasture, surrounded by a black wooden fence. The open field stretches towards a distant tree line, while a winding path is visible beyond the fence.

Home in Grand Rivers

Seclusion with the Lake a step away....

4.96 out of 5 average rating, 369 reviews

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

Horse Farm Creekside Cabin- 6 min to KY Horse Park

4.91 out of 5 average rating, 857 reviews

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

Cozy Cottage

5 out of 5 average rating, 240 reviews

The spacious living area features a spiral staircase leading to the upper level and a high, wooden ceiling. A comfortable seating arrangement is provided by a brown leather couch, complemented by a decorative rug and a large window allowing natural light to enter.

Home in Mammoth Cave

Wilderness Retreat with Hot Tub in Mammoth Cave

Kentucky cabins

4.87 out of 5 average rating, 644 reviews

A spacious hot tub is surrounded by a wooden ceiling and screened walls, providing a sheltered area to relax. Sunlight filters through the trees outside, creating a serene environment. Comfortable seating options are visible nearby, enhancing the space for leisurely enjoyment.

Cabin in Stanton

Hot Tub, Fast WiFi, Netflix and Very Close to RRG!

4.91 out of 5 average rating, 438 reviews

The cabin, set in a wooded area, features a warm wooden exterior with inviting windows that glow softly. A gravel driveway leads to a well-defined entrance with steps, surrounded by lush greenery, enhancing the natural ambiance of the location.

Cabin in Slade

Fireside - Cozy Cabin for Two in Heart of RRG

4.96 out of 5 average rating, 140 reviews

An inviting wooden porch is featured, adorned with potted plants and hanging ferns. Two chairs are positioned comfortably, offering a serene setting surrounded by greenery. Sunlight casts soft shadows on the porch floor, enhancing the tranquil ambiance of the space.

Cabin in Pineville

Outdoor Lover's Creekside Cabin (dog friendly)

4.91 out of 5 average rating, 159 reviews

An outdoor seating area is visible through large glass doors, featuring two comfortable chairs and a hot tub. A ceiling fan rotates above, and a mounted TV is situated on the wooden wall, with lush greenery seen in the background.

Cabin in Wellington

BreatheInnLuxury @ CaveRunLake

4.94 out of 5 average rating, 759 reviews

A serene view of the Barren River is captured from a wood deck, surrounded by lush trees and misty landscapes. The gentle light of dawn reflects on the water, creating a tranquil atmosphere. The cabin's modern structure is visible on the left, enhancing the natural setting.

Cabin in Bowling Green

Riverside Cabin | Mammoth Cave | Bowling Green, KY

4.99 out of 5 average rating, 178 reviews

A well-equipped kitchen features wooden cabinetry and modern appliances. A dining table made of natural wood is set in the center, surrounded by chairs. A cozy sitting area is positioned along the wall, with a staircase leading to a loft space above, under wooden beams.

Cabin in Bowling Green

Tiny Cabin in the woods!

4.98 out of 5 average rating, 126 reviews

Two wooden Adirondack chairs are positioned around a stoned fire pit, overlooking a tranquil lake. The scene features lush greenery and a group of ducks gently swimming in the water, complemented by a boathouse and kayaks in the background.

Cabin in Lawrenceburg

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

4.95 out of 5 average rating, 423 reviews

A charming log cabin is surrounded by lush greenery, featuring a porch with rustic wooden railings. A brick chimney rises from the side, complementing the gabled roof. The outdoor area includes a pathway leading to the cabin, set amidst the serene woodland landscape.

Cabin in Mount Eden

Bourbon Country Cabin

Vacation rentals with pools in Kentucky

4.95 out of 5 average rating, 151 reviews

Two horses are depicted, one dark brown and the other light chestnut, standing side by side. They are adorned with riding gear, their eyes focused on the landscape ahead, which features rolling hills blanketed in greenery and autumn foliage.

Farm stay in Harrodsburg

The Bunkhouse at Big Red Stables

4.88 out of 5 average rating, 297 reviews

A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.

Guesthouse in Lexington

Cozy studio with private pool and firepit

4.97 out of 5 average rating, 173 reviews

The cottage features a welcoming front porch adorned with red shutters and a bright red door. Two large, round rocking chairs are positioned on the porch, surrounded by greenery and a blue planter. The pathway leads to the spacious entrance.

Cottage in Maceo

Hattie's Hill Cottage

4.94 out of 5 average rating, 224 reviews

The exterior of a spacious carriage house is shown, featuring a stone facade and a grey roof. Three garage doors are visible, along with multiple windows framed in green shutters. A large tree provides shade to the front porch, which invites a sense of coming home.

Cottage in Shelbyville

Cozy Cottage on Firefly Farm

4.91 out of 5 average rating, 266 reviews

A modern studio apartment features a cozy king bed with vibrant red and black bedding. A stylish sofa adorned with decorative pillows is positioned in front of the bed. A fully equipped kitchenette is visible in the background, along with warm overhead lighting that enhances the inviting atmosphere.

Apartment in Louisville

4th Street Suites - Ali King Bed Suite

5 out of 5 average rating, 129 reviews

A serene view of Bullock Pen Lake is captured, showcasing calm waters reflecting the fluffy clouds above. The lush greenery lines the shore, creating a peaceful atmosphere ideal for relaxation. Bright blue skies dominate the scene, enhancing the natural beauty of the landscape.

Cottage in Crittenden

Lake Front w/ Pool! Between Ark & Creation Museum.

4.9 out of 5 average rating, 236 reviews

The exterior of the cabin features a wooden facade with dark green accents. A spacious screened-in porch is accessible via a set of steps. Rocking chairs are arranged on the porch, and colorful flower beds line the base of the structure, complemented by landscaping stones.

Cabin in Burnside

The Enchanted Hideaway /Pet Friendly with Hot Tub!