Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 241 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 geodesic dome is illuminated against a dark backdrop in a wooded area, showcasing a spacious deck structure elevated above the ground. Surrounding trees are visible, and string lights add a subtle glow, creating a serene atmosphere for evening relaxation.
Dome in Wolfe County
4.98 out of 5 average rating, 305 reviews

"Home Sweet Dome" MODERN TREEHOUSE STAY w/ Hot Tub

Home Sweet Dome | Luxury Treehouse Dome. Escape to the woods and experience one of the most unique luxury glamping stays in the RRG. ✨ Elevated surrounded creeks, rock formation and wooded acres 🔥 Private hot tub overlooking nature 🌲 Elevated 2-story deck experience tucked in the trees 🧗🥾 Minutes from RRG hiking & climbing areas. 🛏 Sleeps 6 guests with cozy furnishings 💧 Full bath, running water, HVAC, Wifi 🌌 Unique glamping stays in RRG 🚙 Recommendation: AWD/ 4WD due to steep terrain

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, 340 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
Home in Irvine
4.98 out of 5 average rating, 113 reviews

Premium A-Frame Retreat | Hot Tub, Sauna & Pond

Escape to a peaceful A-Frame retreat in Irvine, KY, where valley views, thoughtful comforts, and private outdoor spaces invite you to slow down and reconnect. ✓ Hot tub under the stars ✓ Infrared sauna + private gym ✓ Fire pit, pool table, and ping pong ✓ Private pond, pedal boat + catch-and-release fishing ✓ Day trips to Nada Tunnel, Red River Gorge & Berea Pinnacles ✓ Great for couples, families & small groups Sleeps 7; space for 8 upon approval. No TV by design—to slow down and reconnect.

Top guest favourite
Cabin in Campton
4.99 out of 5 average rating, 138 reviews

Hill Haven: Secluded RRG Cabin W/ Hot Tub

Welcome to Hill Haven🌿 Escape to a secluded cabin getaway perfect for couples or small families seeking comfort, adventure, and relaxation. What our Guests Rave About: 🌲 Secluded yet central: Private forest setting just 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

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, 420 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, 126 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.

Top guest favourite
A cozy bedroom features a spacious bed adorned with light linens and decorative pillows. Above the bed, a wooden sign displays the phrase 'Be still & know.' Large windows allow natural light to fill the room, creating a serene atmosphere accentuated by white walls and a chandelier.
Tiny home in Jackson
4.95 out of 5 average rating, 105 reviews

Bee Still Tiny Home, Graham Estates, LLC

Take a step into our dreamy tiny home when the world is telling you to find a place to "bee still." The perfect destination for a romantic getaway, or a family vacation where the kids can make a fort in the loft. You will love this quiet, serene space located up a scenic driveway. The porch overlooks a small pond, and across the road you will find our small farm of goats and piggies. Take a walk around the property or enjoy all the adventures awaiting at Red River Gorge 35 minutes away.

Top guest favourite
A covered outdoor area features a hot tub, surrounded by a wooden fence and hanging plants. The entrance is illuminated, highlighting the wet concrete surface. An adjacent door leads into the home, adding convenience to the relaxing space.
Home in Campton
4.96 out of 5 average rating, 240 reviews

Peaceful Corner near Red River Gorge

This private property offers quick access to the Red River Gorge, Muir Valley (5 minutes from each), Natural Bridge State Resort Park (Less than 10 minutes), and many other outdoor activities such as zip lining, kayaking, and hiking trails. Enjoy all of these activities and then return to a beautiful remodeled home on a one acre lot with items such as hand stitched quilts and relax in a new 4 person hot tub in a covered area by the house. Also enjoy swinging for adults and children.

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
4.99 out of 5 average rating, 335 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
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, 123 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
An open living area showcases a comfortable sofa with natural light streaming through large windows. The modern kitchen features a large island with seating, stainless steel appliances, and sleek cabinetry. A warm wood ceiling complements the hardwood floors.
Cabin in Slade
4.98 out of 5 average rating, 147 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 holiday rentals

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