Family-friendly vacation 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

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!

See Rocks Log Cabin

See Rocks Log Cabin is private, overlooks a large native field, and has a direct view of See Rocks, one of the Red River Gorge's beautiful arches. It is minutes from the gorge, Natural Bridge, and the hiking, climbing, and attractions. The cabin is small but fully equipped with all the amenities you'd find in a cabin twice its size. Unique to this property are our 5 miles of private hiking trails and the only mountain biking trails in the area. NOW, we have a HI-SPEED FIBER INTERNET, too!

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

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

Cabin -40 acres, Hot Tub, 3-Sided Porch, Rec Room

Near the Natural Bridge, Hollerwood ATVs, & RRG! Get away from the hustle & bustle of life & reconnect w/ nature! Deep in the forest, u will discover a beautiful cabin overlooking a bluff in the magical Appalachian Mtns. Add a rec room, 3-sided porch w/ a pair of 6’ porch swings, 2 electric grills, hot tub, fire pit, small target range (+ much more) & you may never want to leave! 4 bedrooms but can sleep 16+. 10 miles to Natural Bridge. 24 yrs. or older to rent. Msg us with questions!!

Pauline's Paradise

Welcome to Pauline's Paradise! You can enjoy a quiet and relaxing stay in our 2 bedroom home, with an adjustable King bed in one and twin beds in the other. You'll find a full kitchen, washer/dryer, wifi and Roku TV. We welcome well behaved pets. Handicapped entrance ramp. We're 25 min. away from Natural Bridge, Sky Bridge, Red River Gorge, hiking, underground kayaking and more. We're less than an hour from Lexington. We ask that you refrain from smoking inside during your stay.

The Towner

Escape to The Towner—your perfect home base for Red River Gorge adventures. Enjoy the rare combination of small-town convenience and easy access to Kentucky’s top outdoor destinations. Walk to restaurants, shops, and groceries, then spend your days hiking, climbing, kayaking, zip-lining, and exploring the Gorge just minutes away. Thoughtfully appointed with high-speed WiFi and all the comforts of home, The Towner is ideal for couples, families, and extended stays alike. ✨🏡🌄

Hawk Holler Farmhouse Pets Welcome No cleaning fee

Farmhouse was built late 1940's. It has been updated. We are about 20 minutes from Red River Gorge, and 10 minutes from Hollerwood Atv Park and 10 minutes from Slade Ky. We have lots of room for parking trucks and trailers and if needed we have barn with horse stalls. We have a firepit for roasting or just relaxing. A large yard to play in. Please clean up after your pets in the yard. Have room to pitch a tent or camper. 3 Bedrooms 2 full beds, one queen and a twin bed.

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.