Vacation rentals in Jackson

Blue Cedar Skydeck - Rooftop Golf, Sauna, Hot Tub

Experience a romantic ridge-top retreat with stunning sunset and lake views. This cabin offers some of the best views in all of Red River Gorge. Unwind in the hot tub, relax in the rooftop sauna, and enjoy your own rooftop putting green high above the trees. End the evening by the indoor fireplace, or cook a gourmet meal in the well-stocked kitchen. Perfect for couples or small families craving a luxury escape with unique amenities, peaceful surroundings, and breathtaking views from every angle.

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.

Holler Hideaway

Need some peaceful time away? Search no more, as you have found “Holler Hideaway”, a secluded peace of heaven nestled in the head of hollow in Breathitt County. A two bedroom cottage style home is surrounded by scenic woods and field land. There are 47 acres of land for hunting, hiking,a small pond for light fishing, a barn to bring your own horses if you wish or just enjoy the peace and quiet. It’s 40 miles from hiking, kayaking, and rock climbing at Natural bridge. and the Red River Gorge

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.

Robbie’s Rest: Amazing Mountaintop Sunrises

2020 new unit with nice deck, wonderful mountain scape with amazing sunrises from your deck or the deck of the main house where host lives. 8 acres that sit where the rolling hills meet the mountains overlooking the Daniel Boone Forest. 35 miles from Lexington, you will enjoy the peace & quiet of the beautiful mountains. Minutes away from the trails, waterfalls & attractions of Natural Bridge State Park & the Red River Gorge! We hope you will visit us soon! *Sunrise is not always visible

The Turtle • Pet friendly • Hot Tub • Romantic

The Turtle is a modern A-frame cabin with a private hot tub near Red River Gorge and Natural Bridge. Decorated with original folk art by Wolfe County artists, it offers forest views, an outdoor TV, fast Wi-Fi, and cozy comfort. Peaceful, pet-friendly, and close to hiking, climbing, and scenic trails, this secluded yet convenient getaway is perfect for couples or friends seeking a romantic or adventurous escape. The Turtle blends art, music, and nature into a relaxing Kentucky retreat.

Cabin on the Grade Climbers welcome. Near RRG/BRRP

Newly refurbished cabin with a brand new addition! Enjoy the view of what used to be the Railroad during the 1930s but is now a gravel road surrounded by hills and fields.  The cabin is located just minutes from the convenience of town but still isolated enough to enjoy the peace and quiet of the country. The cabin sleeps five, has a large front porch and a secluded back porch with an outdoor shower. It is an approximate 30 minute drive to Natural Bridge State Park, RRG and BRRP.

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.

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.

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.

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.

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.