Holiday houses in Estill County

4.93 out of 5 average rating, 197 reviews

A decorative wall sign displays the phrase "Let Your Dreams Be Your Wings," set against a textured black background. A woven basket nearby holds neatly rolled towels in various colors, accompanied by a small potted plant, adding a touch of warmth to the space.

Home in Stanton

The Towner

Conveniently located to some of the best spots Eastern Ky has to offer, and yet, The Towner still has the small town country charm that has come to be expected of the Red River Gorge area. Guaranteed clean and comfortable!! Perfect for extended stays or short “getaways”. Located within city limits, The Towner is perfect for those who like adventure with the convenience of the city. High Speed WiFi, within walking distance of groceries and Restaurants, yet only 8 miles to Slade Welcome Center.

A cozy cabin interior features warm wood paneling and an open layout. A sleek kitchen area is equipped with modern appliances, while a flat-screen television is mounted on the wall. A patterned area rug anchors the seating area, which is complemented by natural lighting from nearby windows.

4.91 out of 5 average rating, 100 reviews

Red Door Cabin Two

6 unique cozy and newly built cabins located in the beautiful and serene Red River Gorge area. Family owned and operated, Behind the Door Property Consulting. Less than 15 minutes for Miguels & Nada Tunnel, 45 minutes from Lexington, KY, and easy access to local Kroger. Each property has a dedicated outdoor grill and there are 3 shared fire pits on property. These are cabins in RRG and each cabin is equipped with internet, but cell service and internet can be spotty as is the whole area!

4.92 out of 5 average rating, 460 reviews

The cabin, set in a wooded area, features a warm wooden exterior with inviting windows that glow softly. A gravel driveway leads to a well-defined entrance with steps, surrounded by lush greenery, enhancing the natural ambiance of the location.

Cabin in Slade

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.

4.98 out of 5 average rating, 339 reviews

A view through an open structure showcases a spacious deck and swimming pool nestled among lush greenery. Sunlight illuminates the scene, enhancing the natural landscape of rolling hills in the background. Two black chairs frame the image, inviting relaxation in this serene setting.

Guesthouse in Stanton

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

A private hot tub is situated on a wooden deck, surrounded by trees. Soft purple lighting gently illuminates the bubbling water, creating a serene atmosphere. The railing provides an unobtrusive view of the natural surroundings, enhancing the sense of tranquility.

4.95 out of 5 average rating, 135 reviews

SALE! RRG Cabin w/Hot Tub, Game Room & EV Charger

Enjoy 3 levels of comfort 10 minutes from Slade Relax on the 1st floor game room, play ping pong or foosball, & relive the past with 18,000 retro arcade games. The 2nd floor is the heart of the cabin, featuring 2 bdrm's, kitchen, living room, 2nd full bath & laundry. Enjoy the view while grilling dinner on the deck or climb the ship ladder to discover the charming treehouse bedroom. 4WD or AWD is highly recommended in good weather and mandatory in incliment weather with ice or snow.

Superhost

The cabin features a rustic black exterior with large windows, allowing natural light to illuminate the interior. A spacious deck is adorned with wooden rocking chairs and a hot tub, surrounded by tall trees and green foliage, creating a serene outdoor space.

Cabin in Winston

4.79 out of 5 average rating, 243 reviews

"Bison Hollow" Couples Cabin in the RRG

Paying homage to an American icon that once roamed Kentucky, "Bison Hollow" is the perfect couple's cabin to be your home base while enjoying the Red River Gorge. Designed with a focus on comfort and unique details. Featuring reclaimed barn wood/bourbon barrel furniture, 1800’s hand hewn barn beams in the ceiling, large double shower, Starlink internet, a king size bed, and wrap around porch with a hot tub perched in the canopies of the surrounding trees. Memories await you here!

A charming cabin with a blue metal roof is surrounded by trees, showcasing a spacious front porch. Rocking chairs are arranged for relaxation, and the entrance is framed by a gravel path and neatly landscaped greenery.

5 out of 5 average rating, 344 reviews

Rocky Flatts Cabin Pets Welcome No cleaning fee

Adorable two bedroom with new mattress on sleeper sofa and cot capable of sleeping 6, 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.

4.94 out of 5 average rating, 205 reviews

A modern living area features a spacious gray sectional sofa facing a sleek electric fireplace set against a black wall. A smart TV is mounted above the fireplace. Light wood flooring complements the room, with a small plant and decorative items on a coffee table.

Home in Stanton

*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.

4.98 out of 5 average rating, 102 reviews

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.

Superhost

An aerial view of Skyview Cabin showcases its unique construction elevated on stilts above a wooded landscape. The roof slopes downward, and a spacious deck extends toward the tree line. Surrounding trees display a seasonal mix of bare branches and greenery.

4.86 out of 5 average rating, 121 reviews

Suspended SkyView Cabin Near RRG

Welcome to Skyview Cabin! A unique all wood construction suspended over a cliffside. What sets our cabin apart is its unique perch – suspended 30 feet up in the air, offering a truly elevated experience. The property is peacefully secluded, yet just a short 20 minute drive to Red River Gorge. Enjoy a nice soak in the hot tub after taking part in all the RRG has to offer : swimming, kayaking, boating, biking, fishing, golfing, hiking, caving, and rock climbing.