Vacation rentals in Estill County

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. Please msg us with questions!

*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.

Hot Tub, Fast WiFi, Netflix and Very Close to RRG!

Very secluded cabin in the mountains. Quiet and surrounded by woods. Huge backyard to walk your dogs! Nature walks, hiking and rock climbing are all just a short drive down the road to the famous Red River Gorge. Natural Bridge State Resort Park is only a 14 mile scenic drive. 7 person hot tub and all amenities included in your stay. A place to get away from the city, unwind and enjoy the company of those around you. Fresh mountain air, cozy moments to remember. Mountain Home is calling!

Hot tub, Fast WiFi, Fire Pit, Outdoor Theater!

Mountain Farmhouse. A place where you can relax, drink your coffee, listen to the sound of the birds in the morning the whippoorwills & crickets at night. On the back porch there is a hot tub to enjoy, an outdoor bar & dining area with a projector/home theater setup in front of the hot tub! A gas grill. WiFi & NFLX/Hulu/Disney. A beautiful old home recently remodeled with a wrap around driveway. 1 bedroom down. 2 bedrooms upstairs. Secluded location & plenty of space for entertaining.

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

Kentucky Retreat | Fire Pit, Wildlife & Stargazing

Escape to The Willow, your private Kentucky hilltop retreat with no neighboring cabins or shared spaces. Wake to birdsong and morning light through the trees, sip coffee from the hammock and enjoy peaceful woods, rolling countryside and wide-open skies. Spend the day exploring Red River Gorge, then return to relax by the fire pit beneath a star-filled sky. With a king bed, queen bed and full kitchen, The Willow is perfect for romantic getaways, outdoor adventures or quiet weekends away.

Hemlock Hideaway Red River Gorge Recent Refreshed

Hemlock Hideaway at Red River Gorge is a 3 bedroom, 2 bath cabin that can sleep up to 10. The cabin features a pool, hot tub, game room, and electric vehicle charger on a private 2.5 acre setting. The home has two king sized beds, three full sized beds, a twin trundle bed, twin sleeper chair and queen sleeper sofa. There is a fully stocked kitchen and free onsite laundry. All of this and so much more and only a 20 minute drive to the Red River Gorge, Natural Bridge State Park area.

The River House

Come stay and enjoy our lovely "River House". This house not only offers a comfortable home feeling stay, but also convenience to tons of entertainment and exploration. Located just outside of Ravenna in Estill County on the banks of the Kentucky River. It is a two-story, two bed, one bath house with existential views of the Kentucky River, river bottoms, and Appalachian Mountains. Porches with hammock chairs and patio furniture and windows upstairs to constantly take in the views!

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.

Rocky Flatts Cabin Pets Welcome No cleaning fee

Adorable two bedroom with new mattress on sleeper sofa and cot capable of sleeping 4 one bath, located on a farm. Lots of wildlife. Beautiful country scenery. Located ten minutes from Natural Bridge State Park and the Red river gorge and Hollerwood ATV Park. Lot of room to park vehicles and atv's. Just sit on porch or in hot tub and relax. No 4x4 vehicle needed for access to cabin. Please clean up after your pets in the yard. We have supplies for pet clean up on porch.

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.