Holiday houses in Jackson

Slipper Rock Cabin

Called “Slipper Rock” in memory of Bessie Lakes, an elderly lady that lived on farm many years ago. She could be heard laughing while playing in the stream that runs by the cabin. She called the stream “Slipper Rock”. The newly built cabin sits on 15 acres. Numerous hiking trails & horseback riding trails. Some trails in Daniel Boone National Forest. Bring your own horses. Relax sitting on porch, by fire pit or on rocks by stream. Nothing prettier than the night sky. Hope to see you all soon.

The Willow ~ Near Red River Gorge, Ky

The fall colors are still popping! Perched perfectly on a small knob overlooking private land. The Willow cabin is nothing short of “homey”. Come snuggle up with a blanket, grab a cup of complementary hot chocolate or coffee and take in all the peace and quiet! The Willow cabin is equipped with anything and everything you would need for a peaceful stay. Binge watch your favorite shows, hang out at the fire pit and gaze at the stars, or enjoy a perfect retreat after a day of hiking in the Gorge.

The R & A Farmhouse- Near Flat Lick Falls

A newly renovated farmhouse is the perfect getaway for any large family or couple looking to slip away to a quiet family farm located in Jackson County, home of the Daniel Boone National Forest and 15 minutes away from Flat Lick Falls. We have 4 BR. The bathroom has a bathtub/shower combo. The living room has a couch, loveseat, recliner and smart tv. Free wifi. A full kitchen with all new appliances and a large dining area to accommodate a large family. Full size washer and dryer & central h&a.

1000 ft² | W/D | 2GB | Near Trails | Pets OK

🌲 What Guests Love Most ✔ 20’ Wall of Glass + Forest Views ✔ Peaceful Setting (but close to everything) ✔ Modern, Fully Equipped Kitchen (high end appliances/cookware) ✔ Smokeless Fire Pit (firewood provided) ✔ Luxury King Bed + High-End Linens ✔ All Lights Dimmable ✔ Washer/Dryer ✔ Fast WiFi (home office) ✔ 16' Sliding Glass Door ✔ Wrap Around Deck + Hot Tub 🛏 Sleeps 4 Comfortably Primary Loft Bedroom: king bed, dramatic forest views Main Floor: Queen bed (upgraded mattress), 20’ ceilings

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.

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.

*NEW HOT TUB* Cabin 25min from RRG/Natural Bridge

A beautiful log cabin located 20 minutes from Red River Gorge. Enjoy a mountain drive up to where you will turn onto a quiet road until arriving at our cabin. In the home you will find modern furniture and updated fixtures. 3 bedrooms, 2 bathrooms and an open floor plan. Smart TVs in all the bedrooms. A kitchen with all necessary items. Washer and Dryer for laundry. Large yard, Charcoal Grill, outdoor fire pit, and HOT TUB. A large wrap around deck with porch swing, hammock, and patio set.

Cabin in the Red River Gorge (prime location)

Our renovated cabin is the perfect space for two. Located in the Red River Gorge, just steps away from Daniel Boone National Forest & the Clifty Wilderness Area. Experience breathtaking views from trails just minutes away! Enjoy hiking, waterfalls, arches, bird watching, climbing, fishing, flora, fauna, creeks, ponds & more. Breathe in nature in a gorgeous space. - 0.1 miles to Rock Bridge Road - 1.8 miles to Chimney Top Road - 0.3 miles to delicious sit down dining, Sky Bridge Station

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!

NEW! | Hot Tub | Secluded Tiny House in the Woods

Escape to this Scandinavian-inspired tiny house nestled in the serene Daniel Boone forest. This cozy retreat is a new build and features minimalist design, a comfy queen bed, & large windows for nature views. Unwind in the hot tub under the stars or enjoy the quiet woods from the deck. Perfect for a romantic getaway or solo retreat, this charming cabin offers modern comforts & a unique woodsy experience. Recharge in a private, foresty haven. DO NOT BOOK UNLESS YOU HAVE 4WD OR AWD!

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.

12 Acre Secluded Escape - Hot Tub, Firepit, Grill

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.