Holiday rentals in Estill County

The Gorge Adventure Bus/20 min from RRG

School bus converted into tiny home. Secluded 11.5 acres tucked into the trees. Well thought out floor plan equipped with kitchen, bathroom, and shower. Sleeps 4 guests. 1 queen and 1 bunk bed. Flat screen TV/DVD player located in both living room and main bedroom. Stainless steel sink, butcher block countertops, refrigerator/freezer, pullout pantry shelves, storage for clothing and luggage under each bed. TV dinner trays, over 200DVD's to choose from. Composting Toilet. Outdoor Fire-pit & Grill

Nan's Cottage on Songbird Hill

Does a treehouse vacation sound inviting but cramped? Then you'll love our quaint cottage with a spacious deck overlooking the forest! This older home has been reclaimed from the wild and is decorated with antique and vintage finds, lending a "cottage-core" or "grandma-core" feel. We think you will find it enchanting as you are serenaded daily by a variety of wild birds. Although you'll be hidden away in the trees, you may hear traffic and farm activity. 4WD or AWD required year round!

Romper Ridge

Enjoy one of the best veiws in the Red River Gorge from our beautiful cliffside cabin! • Loft style bedroom with a king-size bed, and a private bedroom with a queen-size bed on the first floor. • Starlink internet/wifi • Well appointed kitchen • Shower with a veiw in our newly installed outdoor shower. (Seasonal) • The cabin is located 20 minutes from the Slade exit off the Bert T Combs Mountain Parkway. • Right at the center of all the hiking, climbing, and exploring the Gorge has to offer!

Harriet’s Hideaway: Amazing Mountaintop Sunrises

A rustic guest suite in the lower level of a log home. This open floor design features live edge tables, a large 75” screen tv with internet based channels, great wifi & an amazing view of the mountains & sunrises right outside your door! Your private deck has comfortable seating & a hot tub provided for your comfort. A Blackstone gas griddle is yours to use. A firepit with wood is provided! *Hosts do live upstairs, but the suite is sound insulated and noise from below has never been heard.

New! Mountain Top A-Frame Cabin, The Triangles

Escape to your mountain top sanctuary where breathtaking views leave you in awe . This newly constructed A-Frame cabin invites you to immerse yourself in the tranquility of nature while indulging in modern comforts. Relax in the hot tub while enjoying stunning sunsets and gorgeous nature views all around. With meticulous attention to detail, each corner of this retreat exudes a personal touch, ensuring a truly unforgettable getaway amidst the wilderness. 20 mins to RRG! The Triangles

1800's Log Cabin in the Woods

Experience the charm of an authentic hand-hewn log cabin from the late 1800s, where the warmth and history of each log welcome you. Enjoy a quick and easy 300-foot hike to the cabin. Inside, you'll find yourself enveloped by towering trees, creating a delightful treehouse ambiance. The cabin is adorned with a variety of captivating antiques that add to its character. This meticulously restored rustic cabin is truly one-of-a-kind and guarantees an unforgettable experience in nature.

Gateway to the Red River Gorge

Get off the beaten path at this unique and tranquil getaway. Situated atop a small hill on a ridge traversed by a dead-end road, the 510 sq ft cabin is on a wooded lot. Ideal for couples, it is a one bedroom with walk-out deck, large front porch, and a tv room with futon. It has a well-appointed kitchen area with new appliances, cherry and tongue and groove pine paneling throughout, vaulted ceiling, solid oak flooring, large picture windows, and a tv/work area.

Hot Tub, Fire Pit, Fast WiFi & VERY Close to RRG!

Escape to nature in this cozy cabin retreat in the heart of Red River Gorge, perfect for couples or small groups (sleeps 4). Enjoy a private hot tub, grill, fire pit, and peaceful forest views. Inside features a full kitchen, smart TV, and comfortable living space. Just minutes from hiking trails, rock climbing, and natural arches. Whether you're exploring the Gorge or relaxing under the stars, this cabin is the ideal escape for adventure and serenity.

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.

Kentucky Retreat | Fire Pit, Wildlife & Stargazing

Escape to your own private Kentucky hilltop retreat. Surrounded by 70+ acres of peaceful countryside, The Willow is where mornings begin in a hammock with coffee, afternoons are spent exploring Red River Gorge trails, and evenings end around the fire pit beneath a sky full of stars. Whether you’re planning a romantic getaway, a hiking adventure, or a quiet weekend away from the city, The Willow was designed to help you slow down and recharge.

Larkspur Cabin with Hot Tub near Red River Gorge

Located on the edge of Red River Gorge Geological Area in 20 acres of peaceful woodland and rolling hills, our property has the perfect blend of accessibility and seclusion. Enjoy birds at the porch feeders, and all the flowers blooming in the garden in the summer . Enjoy the hot tub! It's just 15 minutes from the Red River Gorge and Natural Bridge State Park and 5 minutes from Stanton for shops and restaurants.

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

58 acre private valley in the Kentucky Appalachians, where rare Suffolk Punch horses, a Highland cow & calf, and Thoroughbreds graze your view. Soak in the hot tub under mountain skies. Fish the stocked pond. Restore in the infrared sauna. No TV by design, just nature, stillness, and a farm experience unlike anything else in Kentucky. Sleeps 7. Red River Gorge 40 min away.