Holiday houses 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
4.9 out of 5 average rating, 259 reviews

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.

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
4.98 out of 5 average rating, 106 reviews

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.

Guest favourite
Cabin in Rogers
4.93 out of 5 average rating, 185 reviews

Moody A Frame | Hot Tub | Red River Gorge

Welcome to The Raven! A luxurious all black A-frame cabin in Red River Gorge Kentucky, just 10 minutes from Natural Bridge State Park, Miguel's Pizza, and Muir Valley. We built this cabin to be so cozy you'll never want to leave. Spend the day exploring the world famous hiking trails and rock climbing, and your evening soaking up the forrest in the hot tub. Perfect for romantic getaways or adventure seekers. For weddings at The Greenhouse / Appalachian Rose Farm this is the place to stay!

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
4.89 out of 5 average rating, 71 reviews

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

Top Guest favourite
Cabin in Jackson
4.98 out of 5 average rating, 66 reviews

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!

Top Guest favourite
A cozy bedroom features a spacious bed adorned with light linens and decorative pillows. Above the bed, a wooden sign displays the phrase 'Be still & know.' Large windows allow natural light to fill the room, creating a serene atmosphere accentuated by white walls and a chandelier.
Tiny home in Jackson
4.96 out of 5 average rating, 114 reviews

Bee Still Tiny Home, Graham Estates, LLC

Take a step into our dreamy tiny home when the world is telling you to find a place to "bee still." The perfect destination for a romantic getaway, or a family vacation where the kids can make a fort in the loft. You will love this quiet, serene space located up a scenic driveway. The porch overlooks a small pond, and across the road you will find our small farm of goats and piggies. Take a walk around the property or enjoy all the adventures awaiting at Red River Gorge 35 minutes away.

Top Guest favourite
Cabin in Rogers
4.96 out of 5 average rating, 142 reviews

The Turtle • Pet friendly • Hot Tub • Romantic

The Turtle is a modern A-frame cabin with a private hot tub near Red River Gorge and Natural Bridge. Decorated with original folk art by Wolfe County artists, it offers forest views, an outdoor TV, fast Wi-Fi, and cozy comfort. Peaceful, pet-friendly, and close to hiking, climbing, and scenic trails, this secluded yet convenient getaway is perfect for couples or friends seeking a romantic or adventurous escape. The Turtle blends art, music, and nature into a relaxing Kentucky retreat.

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
4.95 out of 5 average rating, 132 reviews

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.

Top Guest favourite
The cabin is nestled amongst lush trees, featuring a wooden deck that extends from the front. Large glass windows allow natural light to fill the interior while showcasing the surrounding nature. The driveway slopes gently upward towards the entrance.
Cabin in Slade
4.98 out of 5 average rating, 161 reviews

Maple Point - Dream Cabin in RRG

Welcome to Maple Point, an immaculate 1 bedroom + 1 bath cabin located in the heart of Red River Gorge. Completed in 2024, this property was thoughtfully created by a builder and designer to provide guests with a comfortable and memorable space to enjoy this region of Kentucky. Whether you are looking for a central base from which to explore, a quiet getaway where you can relax, or an inspiring space to work, we would love to have you come stay.

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
4.97 out of 5 average rating, 217 reviews

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.

Top Guest favourite
A private hot tub is situated on a spacious deck, illuminated by soft blue lighting. Trees surround the area, providing a serene backdrop. The screened-in porch above is adorned with warm cafe lights, enhancing the cozy evening atmosphere.
Cabin in Wellington
4.96 out of 5 average rating, 115 reviews

Slow Motion Hideaway Cave Run Lake/RRG - hot tub!

Breathe deep. Slow down. Stay awhile. Slow Motion Hideaway is a cozy A-frame cabin tucked in Kentucky’s Daniel Boone National Forest, just minutes from Cave Run Lake and close to Red River Gorge. Hike, kayak, ride ATVs, or spend the day on the water—or curl up with a good book and never leave the cabin. A quiet place to reconnect—with the woods, with your people, or with yourself.

Top Guest favourite
Home in Pine Ridge
4.97 out of 5 average rating, 321 reviews

MailHouse@RedRiverGorge |Historic Post Office|DBNF

The Mail House is a charming tiny home that once served as The Pine Ridge Post Office From 1950-2005. Located in the heart of the Red River Gorge and minutes to the areas most popular attractions. Guests will appreciate waking up in close proximity to trail heads in the Red River Gorge and Natural Bridge State Park, as well as world class climbing destinations.

Popular amenities for Jackson holiday rentals