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Holiday houses in Jackson

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Top-rated holiday rentals in Jackson

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 215 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
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, 309 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 favourite
The exterior of a modern cabin is shown, featuring dark wood siding and a metal roof. A fire pit surrounded by four wooden Adirondack chairs is set in the foreground, with a gentle glow from the flames illuminating the space as dusk descends.
Home in Beattyville
4.96 out of 5 average rating, 105 reviews

The Still House - Secluded Couples Cabin in RRG

A secluded oasis in the Red River Gorge with all of the modern amenities. Newly constructed in 2024, the Still House is located less than five minutes from the famous “Motherlode” climbing area, and 15 minutes from Natural Bridge State Park. You can enjoy easy access to area attractions while having total privacy to unwind to at home. Complete with a hot tub, outdoor shower, high speed internet, dedicated work space, numerous custom hand crafted details and much more. Memories await you here!

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
4.99 out of 5 average rating, 199 reviews

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.

Guest favourite
A rustic cabin features a striking black exterior with a freshly painted red roof. A wooden deck with seating is visible, surrounded by lush greenery. An air conditioning unit stands discreetly on the side, providing comfort during warmer months.
Home in Campton
4.82 out of 5 average rating, 131 reviews

Cozy Cabin for 2 in the Heart of RRG!

Experience the perfect getaway at our rustic couples cabin, nestled within the breathtaking beauty of Cliffview Resort. With an array of outdoor adventures right at your doorstep, this cabin promises an unforgettable vacation. Discover a world of excitement with ziplines, Via Ferrata, serene lakes, hiking trails, fishing spots, and a refreshing swimming spot. But that's not all, prepare to fall in love with the awe-inspiring views that surround you at the nearby Natural Bridge State park.

Top Guest favourite
The cabin features a green exterior with a welcoming porch adorned with two patterned chairs, inviting relaxation outdoors. Lush greenery surrounds the property, while gentle hills are seen in the background, providing a serene setting.
Cabin in Pine Ridge
4.99 out of 5 average rating, 103 reviews

Cabin in the Red River Gorge (prime location)

Our renovated cabin is the perfect space for two. Located in the Red River Gorge, just steps away from Daniel Boone National Forest & the Clifty Wilderness Area. Experience breathtaking views from trails just minutes away! Enjoy hiking, waterfalls, arches, bird watching, climbing, fishing, flora, fauna, creeks, ponds & more. Breathe in nature in a gorgeous space. - 0.1 miles to Rock Bridge Road - 1.8 miles to Chimney Top Road - 0.3 miles to delicious sit down dining, Sky Bridge Station

Guest favourite
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
4.96 out of 5 average rating, 425 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 favourite
Cabin in Campton
5 out of 5 average rating, 117 reviews

Peaceful Cabin in the Forest | Hot Tub + Views RRG

🌿Welcome to Hill Haven🌿 Escape to a quiet cabin getaway perfect for couples or small families seeking comfort, adventure, and relaxation. What our Guests Rave About: 🌲 Secluded yet central: Private forest retreat minutes from RRG trails, climbing, and local favorites 🛁🔥 Outdoor oasis: Hot tub, fire pit, string lights, and seating for relaxing evenings under the stars ✨ Spotless & cozy: Clean, comfortable interiors with thoughtful décor, modern amenities, and inviting atmosphere

Top Guest favourite
Cabin in Rogers
4.98 out of 5 average rating, 125 reviews

Sleep Inside the Forest | Glass A-Frame

Sleep inside the forest in a modern glass A-frame with a private hot tub, perched above the Red River Gorge. Tucked on a quiet ridge, this architect-designed cabin features a soaring 20-foot wall of glass, warm minimalist interiors, and total immersion in the woods. Just minutes from world-class hiking and climbing, yet completely private and peaceful. Whether you’re here to explore or disappear for a few days, The Frame is your forest sanctuary—just over an hour from Lexington.

Top Guest favourite
A modern living area features a spacious gray sectional sofa facing a sleek electric fireplace set against a black wall. A smart TV is mounted above the fireplace. Light wood flooring complements the room, with a small plant and decorative items on a coffee table.
Home in Stanton
4.94 out of 5 average rating, 200 reviews

The Retreat, 30 min from RRG/Natural Bridge

Modern 3 Bedroom 2 Bath on 11.5 acres roughly 20 miles from Red River Gorge. Entire house has been renovated. Starlink Internet, Electric fireplace, Smart TVs in all bedrooms/living room, Pinball Machine, and Ceiling fans in all bedrooms/living room. Fire-pit area with porch swing, chairs, bench for food, picnic table, and string lights for entertaining. The house sits on 11.5 acres, guests are welcome to walk the property. Large wrap around driveway for easy arrival/departure

Top Guest favourite
A rustic cabin, The Willow, is framed by tall trees in lush autumn colors. A gravel pathway leads up to the cabin, which is set back from the road. A welcoming sign indicates the cabin rental, surrounded by a peaceful landscape.
Cabin in Ravenna
4.93 out of 5 average rating, 291 reviews

The Willow ~ Hollerwood, Red River Gorge, Ky, DBBB

Perched perfectly on a small knob overlooking private land. The Willow cabin is nothing short of “homey”. Come snuggle up with a blanket, grab a cup of complementary hot chocolate or coffee and take in all the peace and quiet! The Willow cabin is equipped with anything and everything you would need for a peaceful stay. Binge watch your favorite shows, hang out at the fire pit and gaze at the stars, or enjoy a perfect retreat after a day of hiking in the Gorge.

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, 111 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.

Popular amenities for Jackson holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Breathitt County
  5. Jackson