Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

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Top guest favourite
A serene landscape captures a grassy field under a sky filled with scattered clouds. Rolling hills are visible in the background, framed by tree lines. The expansive view reflects a peaceful rural setting, evoking a sense of open space and natural beauty.
Place to stay in McKee
4.98 out of 5 average rating, 192 reviews

Slipper Rock Cabin

Called “Slipper Rock” in memory of Bessie Lakes, an elderly lady that lived on farm many years ago. She could be heard laughing while playing in the stream that runs by the cabin. She called the stream “Slipper Rock”. The newly built cabin sits on 15 acres. Numerous hiking trails & horseback riding trails. Some trails in Daniel Boone National Forest. Bring your own horses. Relax sitting on porch, by fire pit or on rocks by stream. Nothing prettier than the night sky. Hope to see you all soon.

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
The exterior of the farmhouse displays a welcoming façade with a covered front porch, flanked by symmetrical shrubs and flower beds. A spacious lawn leads to the entrance, and the clear blue sky provides a bright backdrop to the structure.
Home in Tyner
4.99 out of 5 average rating, 139 reviews

The R & A Farmhouse- Near Flat Lick Falls

A newly renovated farmhouse is the perfect getaway for any large family or couple looking to slip away to a quiet family farm located in Jackson County, home of the Daniel Boone National Forest and 15 minutes away from Flat Lick Falls. We have 4 BR. The bathroom has a bathtub/shower combo. The living room has a couch, loveseat, recliner and smart tv. Free wifi. A full kitchen with all new appliances and a large dining area to accommodate a large family. Full size washer and dryer & central h&a.

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 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, 427 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 Rogers
4.98 out of 5 average rating, 126 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, 201 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

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.

Top guest favourite
The rustic cabin, set among trees, features a welcoming porch and large windows. A fire pit, surrounded by wooden stools, is located in the foreground, with a layer of snow lightly covering the ground. The peaceful forest backdrop enhances the secluded ambiance.
Cabin in Campton
4.98 out of 5 average rating, 174 reviews

Winter Special - Private Escape - Hot Tub, Firepit

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.

Popular amenities for Jackson holiday rentals

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