Vacation rentals in Estill County

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.

Fireside - Cozy Cabin for Two in Heart of RRG

Welcome to Fireside, a cozy 1 bedroom + 1.5 bath cabin located in the heart of Red River Gorge. Handcrafted by a professional carpenter in 2013 and redecorated by an interior designer in 2024, this property was thoughtfully created 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.

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!!

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!

1800's Magical Fairy 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.

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.

*NEW HOT TUB*The Retreat. 30 min from RRG

Modern 3 Bd 2 Ba on 11.5 acres roughly 20 miles from Red River Gorge. Entire house has been renovated. Starlink Internet, Electric fireplace, Smart TVs in all rooms/living room, Pinball Machine, & Ceiling fans in all bedrooms/living room. Fire-pit area with porch swing, chairs, bench for food, picnic table, and string lights for entertaining. New HOT TUB added spring 2026. Guests are welcome to walk the paths on property. Large wrap around driveway for easy arrival/departure.

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.

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.