Holiday houses in Jackson

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Top-rated holiday rentals in Jackson

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Top 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, 217 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 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.

Top Guest favourite
A spacious deck is furnished with black chairs and features a two-person hot tub. The surrounding woodland provides a natural backdrop, with trees visible in the foreground and beyond, creating a serene outdoor atmosphere.
Cabin in Primrose
4.98 out of 5 average rating, 163 reviews

HotTub, Arcade | Red River Gorge

Discover The Little Red Cabin, your sleek haven in the heart of Red River Gorge. This elegant log cabin features a king bed, and hot tub with a private woodland backdrop. Ideal for couples or a family of four, enjoy a fully equipped kitchen, high-speed Wi-Fi, smart TV, and an iconic Pac-Man arcade. You're a stone's throw from exhilarating outdoor activities, including hiking, climbing, ziplining, and ATV trails. Delight in a refined escape close to nature’s best and every adventure you seek!

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
Cabin in Campton
5 out of 5 average rating, 118 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

Superhost
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
4.84 out of 5 average rating, 131 reviews

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!

Top Guest favourite
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
4.98 out of 5 average rating, 317 reviews

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!

Top Guest favourite
Cabin in Rogers
4.98 out of 5 average rating, 128 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 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
5 out of 5 average rating, 334 reviews

Rocky Flatts Cabin Pets Welcome No cleaning fee

Adorable two bedroom with new mattress on sleeper sofa and cot capable of sleeping 6, 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.

Top Guest favourite
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
4.98 out of 5 average rating, 302 reviews

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.

Guest favourite
A spacious interior is highlighted by warm wooden walls and ceilings, creating a cozy cabin feel. A comfortable leather sofa and two chairs are arranged around a coffee table, while barn doors lead to the sleeping areas in the background. Soft lighting provides a welcoming ambiance.
Home in Pine Ridge
4.93 out of 5 average rating, 141 reviews

Comfy Woodsy Stay| Near Hiking in RRG| Firepit

Lumber Lodge is in the heart of Red River Gorge! This 3-bed cabin backs directly up to Daniel Boone State Park and has so much to offer. This is the place where memories are to be made and s'mores to be devoured (especially around the fire-pit area). Staying in this neck of the woods will have you located within minutes from Skybridge Road, Tunnel Road, and Natural Bridge State Park. Your family will be conveniently nestled next to the RRG's top hikes, eats, and adventures.

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