Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

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Guest favourite

A charming log cabin is nestled among trees, featuring a front porch with two chairs and a grill. The cabin showcases a wooden exterior with warm tones and a welcoming door, providing a serene setting in nature.

Cabin in Campton

Enjoy your stay at The Western sky

Welcome to our cabin. We are located just minutes away from the many attractions of this beautiful area including Natural Bridge State Park, The Red River Gorge, Muir Valley, Red River Underground, Zipline, just to name a few. We offer you a stay at our peaceful one bedroom one bathroom log cabin. Inside we have wifi, one King size bed. Microwave,refrigerator, coffee maker, full bathroom, Cold A/C. We live on the same property don't hesitate to reach out. We want this to be your best stay yet.

ValueFamilyCleanliness

4.91 out of 5 average rating, 267 reviews

Top guest favourite

The cabin's exterior showcases modern architecture with large windows framed by seasonal foliage. A spacious deck with a wooden railing extends from the front, providing multiple access points to the entrance. Natural light reflects off the structure, highlighting the inviting surroundings.

Cabin in Campton

Swift Creek Cabin - Campton, KY

Comfort and privacy! This cabin is located on a quiet, secluded and wooded lot in the town of Campton. It is approximately five miles to the Sky Bridge entrance of the Red River Gorge and 10-15 minutes from other local attractions such as The Gorge Underground, Muir Valley, Miguel’s, Sky Bridge Station, Hops, La Cabaña & much more. Minutes to grocery stores, 145 Roadhouse, Kel’s Patriot Pizza, Sweet Art by Stephanie, beer/liquor stores, Campton City Park & free gym access at The Warehouse Gym.

FamilyLocationParking

4.98 out of 5 average rating, 109 reviews

Top guest favourite

The room features two spacious beds with distinctive triangular headboards made of wood. A nightstand with a lamp is positioned beside one bed. The walls are decorated with forest-themed artwork, enhancing the cozy ambiance. A TV is mounted for added convenience.

Farm stay in Breathitt County

Farm Stay-Second Wind Cottage - Graham Estates LLC

Come get your second wind at our peaceful cottage designed for relaxation. Your family will love this quiet, serene home located up a scenic driveway. There is a large yard where you can feed the goats, enjoy the hot tub, or even end the day with a campfire. There is a walking trail around the property or you can drive approx. 35 minutes to Red River Gorge for an array of activities including kayaking, rock climbing, and hiking. So many memories are awaiting to be made at Second Wind Cottage.

LocationValueTV

4.99 out of 5 average rating, 227 reviews

Guest favourite

A welcoming cottage is nestled among lush greenery, featuring a rustic wooden façade and a covered porch. A stone pathway leads to the front door, flanked by vibrant flowers and plants enhancing the natural setting. Tall trees provide shade and enhance the tranquil atmosphere.

Farm stay in Jackson

Holler Hideaway

Need some peaceful time away? Search no more, as you have found “Holler Hideaway”, a secluded peace of heaven nestled in the head of hollow in Breathitt County. A two bedroom cottage style home is surrounded by scenic woods and field land. There are 47 acres of land for hunting, hiking,a small pond for light fishing, a barn to bring your own horses if you wish or just enjoy the peace and quiet. It’s 40 miles from hiking, kayaking, and rock climbing at Natural bridge. and the Red River Gorge

LocationValuePets

4.89 out of 5 average rating, 71 reviews

Top guest favourite

Cabin in Jackson

Secluded with a view -Hemlock Cabin

Drive/Fly-in to this beautiful cabin with all the modern conveniences and enjoy the most breathtaking views of East Kentucky! Walking distance(1/4 mile)from JKL Airport. Leave your worries behind you as you turn the key in this two-bedroom, one-bathroom, cabin situated far enough from the hustle and bustle of everyday life that all you hear is nature, but close enough to civilization that you can sneak into town for a bite to eat in less than ten minutes. Pic don't do this cabin justice!

FamilyLocationCheck-in

4.99 out of 5 average rating, 67 reviews

Superhost

The kitchen features modern stainless steel appliances, including a refrigerator, oven, and microwave. A wooden countertop with a sink is visible, along with cabinetry for storage. Natural light streams through a window above the sink, and a door leads outside.

Cabin in Beattyville

Cabin on the Grade Climbers welcome. Near RRG/BRRP

Newly refurbished cabin with a brand new addition! Enjoy the view of what used to be the Railroad during the 1930s but is now a gravel road surrounded by hills and fields. The cabin is located just minutes from the convenience of town but still isolated enough to enjoy the peace and quiet of the country. The cabin sleeps five, has a large front porch and a secluded back porch with an outdoor shower. It is an approximate 30 minute drive to Natural Bridge State Park, RRG and BRRP.

LocationValueAir conditioning

4.78 out of 5 average rating, 23 reviews

Top guest favourite

A charming cabin with a blue metal roof is surrounded by trees, showcasing a spacious front porch. Rocking chairs are arranged for relaxation, and the entrance is framed by a gravel path and neatly landscaped greenery.

Cabin in Stanton

Rocky Flatts Cabin Pets Welcome No cleaning fee

Adorable two bedroom with new mattress on sleeper sofa and cot capable of sleeping 4 one bath, located on a farm. Lots of wildlife. Beautiful country scenery. Located ten minutes from Natural Bridge State Park and the Red river gorge and Hollerwood ATV Park. Lot of room to park vehicles and atv's. Just sit on porch or in hot tub and relax. No 4x4 vehicle needed for access to cabin. Please clean up after your pets in the yard. We have supplies for pet clean up on porch.

ValueLocationAmenities

5.0 out of 5 average rating, 384 reviews

Superhost

Cabin in Beattyville

The Crooked Cabin near RRG | Wood-Fired Hot Tub

Step into a fairytale at The Crooked Cabin, a one-of-a-kind woodland escape tucked away in the hills of Kentucky. Built with crooked windows, whimsical details, natural wood and imagination, this cozy hideaway feels like another world. Wander the forest, relax by a fire, soak under the stars in a wood-fired hot tub, and listen to the nearby spring. Discover the story of GhondlePop and Doris MossBottom, the mysterious woodland couple who helped bring The Crooked Cabin to life.

LocationDecorCheck-in

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Cabin in Rogers

Modern Cabin • Private Hot Tub • Red River Gorge

“Absolutely loved this place! Everything was extremely clean, the hot tub was perfect, and the peaceful atmosphere made our stay unforgettable. We enjoyed the privacy and tranquility the entire time.” — Luis ⭐️⭐️⭐️⭐️⭐️ Escape to The Outpost, a design-forward cabin tucked into six wooded acres in the foothills of Red River Gorge. Floor-to-ceiling windows frame the woods, while high ceilings and an open layout keep this cozy hideaway bright, calm, and connected to nature.

LocationValueSolo travel

4.98 out of 5 average rating, 212 reviews

Guest favourite

An inviting sleeping area features a cozy bed adorned with a nature-themed coverlet. Two windows framed by dark curtains allow natural light to fill the space. Wildlife photographs adorn the walls, contributing to the rustic charm, while a nightstand and lamp are positioned beside the bed.

Cabin in Campton

The Homestead at Hundred Acre Holler

Hundred Acre Holler is a beautiful stretch of land in the Appalachian Mountains near Campton, KY. With exceptional hiking, fishing, and hunting opportunities, incredible views, and just 15 miles from Red River Gorge State Park and the Kentucky Reptile Zoo, Hundred Acre Holler is the perfect place for a weekend getaway, or a home away from home. This listing is for Homestead, suitable for up to four guests. For other cabins, please see our listings.

LocationFamilyAmenities

4.96 out of 5 average rating, 134 reviews

Top guest favourite

Home in Irvine

Premium A-Frame • Hot Tub • Sauna • Pond & Animals

Private 58-acre A-Frame retreat in the Kentucky Appalachians with mountain views, a stocked fishing pond, hot tub, infrared sauna, fire pit, games, and rare farm animals. Meet Suffolk Punch draft horses, a Highland cow and calf, and Thoroughbreds by request. No TV by design, just nature, stillness, connection, and a true farm-stay experience. Sleeps 7. Designed for families, couples and friends seeking nature, privacy and unforgettable memories.

LocationFamilyView

4.99 out of 5 average rating, 134 reviews

Top guest favourite

A rustic cabin features a welcoming wooden facade with multiple large windows. A covered front porch with yellow seating is visible, surrounded by lush greenery. The entrance is flanked by steps leading up from a gravel path, inviting guests into a serene natural setting.

Cabin in Campton

Private 12 Acre Escape - Hot Tub, Firepit, Arcade

12 acres of peace and quiet in Campton. You can wander the trails, kick back by the firepit, or just take in the forest views. Evenings are for porch sunsets, hot tub stargazing, and the sound of birds all around. Inside, there’s a vintage Ms. Pac-Man for a little throwback fun. We’re about 15 miles from Red River Gorge, but it feels like you’ve got the whole place to yourself—no close neighbors, no traffic, just dark skies and starry nights.

ValueFamilyOutdoor spaces

4.97 out of 5 average rating, 225 reviews