Vacation rentals in Jackson

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Top-rated vacation rentals in Jackson

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Top guest favourite
A charming outdoor scene features a geodesic dome nestled among trees. A decorated plant pot, with colorful whimsical figures and metal mushrooms, adds character to the landscape. A wooden pathway leading to the dome invites exploration, surrounded by natural greenery.
Dome in Rogers
4.96 out of 5 average rating, 210 reviews

Cozy dome w/ hot tub minutes from Red River Gorge

The Humble Hippie was made for the nature lovers who prefer their adventures with a side of comfort. Centrally located with a ten minute drive from Natural Bridge State Park and less than fifteen minutes from Red River Gorge, this dreamy dome invites you to unplug—without totally disconnecting. Soak in the private hot tub, stream your favorite tunes with WiFi , and watch the sun rise over the mountains through a 10-foot panoramic window. The perfect place to decompress and reconnect with nature.

Top guest favourite
The exterior of a rural home is displayed, featuring a welcoming front porch with wooden railings and seating. Lush greenery from the surrounding trees provides a natural backdrop. A dark blue front door and decorative elements, such as potted plants, enhance the inviting appearance.
Home in Big Creek
4.97 out of 5 average rating, 107 reviews

Daniel Boone Forest-Easy Park-I75-Hal Rogers Pkwy

Nestled within the Daniel Boone National Forest, approximately 13 miles from the Clay County seat of Manchester, our newly built, veteran-owned, pet-friendly, rural getaway awaits you and your guests! With several amenities including a private hot tub, twin-size porch bed swing, Nintendo Switch Game System, and fire pit with seating, you’re sure to feel right at home. Enjoy the thousands of acres of nearby hunting land, ATV trails (famous Red Bird Crest Trail, 0.9 miles away) or just relaxing!

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
4.89 out of 5 average rating, 227 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
Cabin in Rogers
4.96 out of 5 average rating, 164 reviews

Moody A Frame | Hot Tub | Red River Gorge

Welcome to The Raven! A luxurious all black A-frame cabin in Red River Gorge Kentucky, just 10 minutes from Natural Bridge State Park, Miguel's Pizza, and Muir Valley. We built this cabin to be so cozy you'll never want to leave. Spend the day exploring the world famous hiking trails and rock climbing, and your evening soaking up the forrest in the hot tub. Enjoy the views and peacefulness for a romantic getaway. For weddings at The Greenhouse / Appalachian Rose Farm this is the place to 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, 208 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 Beattyville
4.98 out of 5 average rating, 176 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 treehouse nestled among tall trees features multiple levels, wooden stairs, and a sturdy deck. Surrounding foliage and a forest floor covered in leaves add to the serene atmosphere. Comfortable seating areas are located at the base, inviting relaxation in the natural setting.
Treehouse in Stanton
4.87 out of 5 average rating, 409 reviews

Serene Ravine Private RRG Treehouse

Stay in a custom-built treehouse nestled in the heart of the Red River Gorge forest on private land—perfect for family getaways, romantic escapes, or friend trips! Explore great views, built along a peaceful stream, and the calming sounds of nature. Step outside to a nearby trailhead leading to Gray’s Arch and more. Just 15 mins from local favorites like Miguel’s Pizza, coffee shops, and mini golf! Availability is limited - so be sure to lock in your summer vacation before it's gone!

Top guest favourite
The exterior of the home features a two-story structure with a light-colored facade and a stone chimney. The property is surrounded by lush green grass and trees. A gravel area is set up with outdoor seating around a fire pit, providing a welcoming outdoor space.
Cabin in Rogers
5 out of 5 average rating, 122 reviews

Magnolia Falls - Tranquil Getaway

Magnolia Falls is named after the big leaf magnolia trees and the nearby waterfalls on the Peddlers Fork stream. The peaceful and relaxing sounds can be enjoyed year round from the front porch as the stream flows over the rocks and gushes toward the deep gorge below. This tranquil setting sits on 60 acres surrounded by woods with walking trails. You have access to the entire 2nd floor, porches and outdoor area. The first floor isn't rented or occupied; you have the property to yourself.

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, 327 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!

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, 119 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.

Superhost
Tiny homes in Wolfe County
4.93 out of 5 average rating, 127 reviews

Modern Mirror Home| Creek| Hot-tub | Glass House1

Welcome to Nature Rooms! Enjoy a unique creekside stay in Red River Gorge at our glass house, a perfect choice for a luxurious glamping escape. Combining modern style with natural touches, this newly-built space creates a cozy retreat with an amazing mirrored exterior and full window glass interior view. Set on 26 acres of woodlands, and just 15 minutes from Natural Bridge State Park. Come enjoy a one-of-a-kind getaway! *4WD VEHICLES RECOMMENDED*

Guest favourite
The cabin is nestled amongst lush trees, featuring a wooden deck that extends from the front. Large glass windows allow natural light to fill the interior while showcasing the surrounding nature. The driveway slopes gently upward towards the entrance.
Cabin in Slade
4.98 out of 5 average rating, 137 reviews

Maple Point - Dream Cabin in RRG

Welcome to Maple Point, an immaculate 1 bedroom + 1 bath cabin located in the heart of Red River Gorge. Completed in 2024, this property was thoughtfully created by a builder and designer to provide guests with a comfortable and memorable space to enjoy this region of Kentucky. Whether you are looking for a central base from which to explore, a quiet getaway where you can relax, or an inspiring space to work, we would love to have you come stay.

Popular amenities for Jackson vacation rentals

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  4. Breathitt County
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