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
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.

Guest favourite
A hot tub is nestled under a rock overhang, surrounded by ambient string lights. The wooden deck features a staircase leading down to the tub, creating a secluded and intimate setting among the trees.
Cabin in Rogers
4.9 out of 5 average rating, 150 reviews

Romance on the Rocks | Red River Gorge

Looking for seclusion? How about relaxing in a hot tub on a cliff?! Romance on the Rocks rests on and between HUGE BOULDERS providing an intimate and private setting. There are all kinds of places to relax here - the front porch, side porch, upper balcony outside the loft, the loft has a king size bed, a jacuzzi tub that can provide a spectacular view (see photo in listing) and, of course, the hot tub tucked under the rockface. There are few places like this cabin in the Red River Gorge area!

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, 200 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
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, 431 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, 120 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
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, 337 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, 303 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 modern Scandinavian-style cabin features a black exterior and large windows. A spacious deck is attached, offering outdoor seating and a fire pit. The surrounding landscape showcases lush greenery and distant hills, creating a serene atmosphere for relaxation.
Cabin in Frenchburg
4.92 out of 5 average rating, 212 reviews

Tall Stüga at Lush Hollow

Welcome to Tall Stüga! Our incredibly modern, Scandinavian-themed cabin! You're located on the Sheltowee Trace, minutes from Cave Run Lake and only 25 country miles from Red River Gorge making it the perfect place to escape and wake up amongst trees or spend a weekend w/friends! There is public access to hiking trails, boat docks, horse camps, local golf course, parks & more. Plus, you'll be close to numerous quaint little towns, state forests, antique stores & local markets.

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
A rustic cabin is located beside a small pond, surrounded by lush greenery. The structure features a covered porch and large windows, blending harmoniously with the natural landscape. Sunlight filters through trees, creating dappled shadows on the ground.
Cabin in Wolfe County
4.99 out of 5 average rating, 170 reviews

Poplar Cove-Near Red River Gorge

Location!!!! Location!!!! Come stay in our “Little Slice of Heaven”, titled “Poplar Cove” nestled right in the heart of the Red River Gorge and Natural Bridge! Poplar Cove is an oasis for those looking to get away from the hustle and bustle of everyday life and just want to slow down! If you enjoy gorgeous views, sightings of Kentucky wildlife, and the serene, peaceful sounds of the countryside, then this is the perfect vacation spot for you!

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
4.97 out of 5 average rating, 178 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
  5. Jackson