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
4.91 out of 5 average rating, 267 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, 229 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 cozy sleeping area features a queen bed adorned with a quilt in rich colors and patterns. Light wood paneling lines the walls, and a bedside table with a lamp is positioned beside the bed, contributing to a warm and rustic ambience.
Cabin in Beattyville
4.93 out of 5 average rating, 152 reviews

Hilltop Hideaway, cabin #1,

Hill Top Hideaway, is a perfect getaway for anyone wanting a peaceful retreat or a couple wanting a romantic getaway weekend. The cabin has one queen bed, bathroom with a shower, a small kitchenette, no cook stove but a microwave, a toaster oven and a dorm size refrigerator. A t.v. is supplied. There is a picnic table , a small fire ring and a park style grill. Towels, washcloths, hand soap, dish soap, toilet paper and paper towels are supplied. Limited utensils and dishes are supplied.

Top guest favourite
Cabin in Jackson
4.99 out of 5 average rating, 69 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!

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
4.96 out of 5 average rating, 136 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
Home in Irvine
4.99 out of 5 average rating, 134 reviews

Premium A-Frame • Hot Tub • Sauna • Pond & Animals

Private 58-acre A-Frame retreat in the Kentucky Appalachians with mountain views, a stocked fishing pond, hot tub, infrared sauna, fire pit, games, and rare farm animals. Meet Suffolk Punch draft horses, a Highland cow and calf, and Thoroughbreds by request. No TV by design, just nature, stillness, connection, and a true farm-stay experience. Sleeps 7. Designed for families, couples and friends seeking nature, privacy and unforgettable memories.

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, 226 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 modern black cabin is surrounded by lush greenery, featuring a spacious deck that extends into the forest. A fire pit with seating is situated nearby, where a warm fire crackles, creating an inviting atmosphere for relaxation and gathering.
Cabin in Rogers
4.98 out of 5 average rating, 215 reviews

Romantic Cabin • Private Hot Tub • Red River Gorge

“Absolutely loved this place! Everything was extremely clean, the hot tub was perfect, and the peaceful atmosphere made our stay unforgettable” — Luis ⭐️⭐️⭐️⭐️⭐️ Escape to The Outpost, a design-forward cabin tucked into six wooded acres in the foothills of Red River Gorge. Floor-to-ceiling windows frame the woods, while high ceilings and an open layout keep this cozy hideaway bright, calm, and connected to nature.

Top guest favourite
Cabin in Wellington
4.96 out of 5 average rating, 123 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
A spacious porch features natural wood flooring and sturdy railings, offering views of the lush greenery. Two comfortable wicker chairs are set against the railing, providing an inviting space to relax while enjoying the serene surroundings of the pond and trees.
Cabin in Rogers
5.0 out of 5 average rating, 128 reviews

Modern Cozy Cabin Near RRG, Muir

Welcome to Red Tail Rest, a peaceful, modern retreat in the heart of Red River Gorge. This newly built, bright, and secluded getaway offers a perfect blend of comfort and nature. Nestled among the trees and overlooking a serene pond, this cabin is half a mile from Muir Valley, making it an unbeatable location for rock climbers, hikers, and nature lovers.

Top guest favourite
A geodesic Zome is perched on stilts, surrounded by trees. The structure features a welcoming entrance with a door framed by greenery. A pathway lined with stones leads towards the Zome, while decorative lights twinkle in the background.
Dome in Wolfe County
4.93 out of 5 average rating, 119 reviews

Unique Glamping Experience in our RRG "Zome!"

Reconnect with nature at this unforgettable escape. Nestled just outside the heart of the Red River Gorge, this property is certainly a step up from camping. With a full bath house, outdoor prep area, and so many other amenities, we’ve made certain that you will be comfortable and have everything you need and more for an amazing stay at the RRG.

Top guest favourite
A cabin is positioned on a gentle rise, showcasing a wraparound porch. A windmill stands on the grassy foreground. Trees provide a natural backdrop, while the cabin's sturdy structure features a metal roof and a welcoming front deck. Outdoor seating can be seen on the porch.
Cabin in McKee
4.93 out of 5 average rating, 117 reviews

Lofted Dream Cabin - Fish Pond

Escape to Dream Cabin, tucked in Daniel Boone National Forest. Enjoy two downstairs bedrooms, a full bath, and a washer/dryer. The upstairs loft features two beds and a cozy reading corner. Relax on the wraparound porch, fish in the private pond, or explore nearby trails. Perfect for peaceful getaways with all the comforts of home.

Popular amenities for Jackson holiday rentals