Holiday rentals in Estill County

Stylish Luxury 10 miles to RRG -HotTub Wi-Fi 3b/2b

Stylish spacious retreat nestled in a rural neighborhood with surrounding forest views. Less than 20 minutes to RRG, Natural Bridge Park, & short walk across the street to 50 acres of private forested mountain to explore. Features: hottub on cozy covered back patio, firepit w free wood, modern kitchen/appliances, 3 bedrooms with comfy Sealy beds, 2 full bathrooms, and two covered parking spaces. We also have 3 other retreats adjacent so larger groups of friends & family can stay side by side!

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

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.

South Fork River Farmhouse

Our Farmhouse is minutes from the Red River Gorge, Natural Bridge, and the area's hiking, climbing, and recreational attractions. This third-generation farmhouse's decor is rustic, with handmade furniture and a well-equipped kitchen. The main feature is its large backyard and fire pit that overlooks the South Fork River. 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!

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.

*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.

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.

The Willow ~ Hollerwood, Red River Gorge, Ky, DBBB

Perched perfectly on a small knob overlooking private land. The Willow cabin is nothing short of “homey”. Come snuggle up with a blanket, grab a cup of complementary hot chocolate or coffee and take in all the peace and quiet! The Willow cabin is equipped with anything and everything you would need for a peaceful stay. Binge watch your favorite shows, hang out at the fire pit and gaze at the stars, or enjoy a perfect retreat after a day of hiking in the Gorge.

Secluded 2 bedroom cabin w/pool and hot tub access

Enjoy the sounds of nature when you stay in this unique place. Secluded, cozy tiny cabin!! Located in the middle of 37 acres. Gate access! Close to Red River Gorge, Natural Bridge, Kentucky Dragway and kayaking. Private pool and hot tub access! Wi-Fi, Cornhole, grill, deck, fire pit, pond for fishing. Completely furnished…. Everything you could want! I raise Australian shepherd so there are four on the property. They are very friendly and love Airbnb guest.

Beautiful cabin, creek, woods, horse farm.

Bella Vista sits on 175 acres of pasture, woods, trails and a beautiful creek in the Red Lick Valley. Once a large-scale horse farm we currently have only four pasture puffs who you will see grazing around the cabin. Enjoy beautiful sunsets, walk the creek looking for Kentucky agates, geodes, explore the trails, or just take solace in the peace and quiet of the cabin. We bought the farm in 2020 and are in the process of bringing it back to its glory days.