Family-friendly holiday rentals in Estill County

4.9 out of 5 average rating, 137 reviews

The interior of the tiny home showcases a well-designed space featuring wooden ceiling details and ample natural light. A kitchen with stainless steel appliances and butcher block countertops is complemented by a cozy seating area with a gray sofa and decorative throw blanket.

Tiny home in Stanton

School Bus Tiny Home 30min from RRG/Natural Bridge

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

4.93 out of 5 average rating, 115 reviews

The exterior of Hobbit Hollow features a unique curved structure with a vibrant blue door and several circular windows. Surrounded by greenery, a hot tub is positioned nearby, framed by rustic logs. The natural landscape adds to the inviting setting of this secluded getaway.

Earthen home in Stanton

Hobbit Hollow Red River Gorge

Nestled in a hill, surrounded by woodland, Hobbit Hollow is a one-of-a-kind getaway. The interior is beautifully crafted, comfortable and cosy. Enjoy the sounds of nature when you stay in this unique place. 15 minutes away from Red River Gorge, this location offers access to rock-climbing, hiking, swimming, canoeing, and the unforgettable beauty of the Gorge. Hobbit Hollow is only a 5 minute drive from the town of Stanton. All wheel drive or 4 wheel drive is required when there is snow/ice.

4.93 out of 5 average rating, 191 reviews

The exterior of a manufactured home is visible, featuring a wooden deck and several steps leading up to the entrance. An American flag is displayed on a nearby tree. Lush green grass surrounds the structure, with trees providing shade.

Home in Stanton

The Towner ~ Near Red River Gorge, Ky

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 spacious hot tub is surrounded by a wooden ceiling and screened walls, providing a sheltered area to relax. Sunlight filters through the trees outside, creating a serene environment. Comfortable seating options are visible nearby, enhancing the space for leisurely enjoyment.

4.87 out of 5 average rating, 646 reviews

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!

4.98 out of 5 average rating, 323 reviews

A scenic view of a poolside deck captures the early morning sun rising over the mountains. A pair of Adirondack chairs are positioned nearby, beside a firepit. The serene landscape is featured with rolling hills and a layer of mist hovering in the valley.

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 newly constructed A-Frame cabin is set against a backdrop of bare trees and a clear blue sky. Steps lead up to a spacious deck, emphasizing the cabin's inviting entrance. The exterior features a combination of neutral tones and crisp lines, reflecting modern design.

4.98 out of 5 average rating, 105 reviews

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

Superhost

A fire pit area is set among tall trees, featuring rustic chairs arranged around a warm fire. A cozy tiny house is visible in the background, surrounded by lush greenery, bathed in soft evening light.

Tiny home in Powell County

4.95 out of 5 average rating, 336 reviews

Hot Tub | Tiny Hūs Retreat in the Woods

Enjoy your own slice of the Red River Gorge in our unique, cozy tiny house. Soak in the brand new hot tub after enjoying the beauty of “The Gorge,” just a short 15 min drive to the Natural Bridge! Feel immersed in the outdoors with the sounds of nature, tons of natural light, and gentle rain on a metal roof. Roast marshmallows at the fire pit, grill food at the charcoal grill, then take a nap in the 2-person hammock before retiring in the *tiny* loft on a comfortable queen-sized bed.

4.94 out of 5 average rating, 117 reviews

A charming cabin features a distinct black metal roof and inviting front porch seating. The grassy foreground leads to the entrance, framed by a backdrop of trees. Natural light highlights the home’s structure against a clear blue sky.

Cabin in Clay City

Hemlock Hideaway Red River Gorge fireplace hot tub

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.

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, 325 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.

4.88 out of 5 average rating, 140 reviews

A cozy living area is presented, featuring a brown leather sofa and a wooden coffee table. Light hardwood flooring complements the natural wood paneling on the walls. A large TV is positioned on a dark wooden stand, enhancing the room's inviting atmosphere.

Tiny home in Clay City

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.

4.96 out of 5 average rating, 178 reviews

A cabin with a red log exterior is displayed, featuring a green metal roof and two front windows. A covered porch extends across the front, adorned with an American flag and potted flowers. The surrounding landscape includes wooded hills and a gravel pathway.

Farm stay in Irvine

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.

The charming English-styled cottage is situated among lush greenery, framed by tall trees. A winding gravel driveway leads to the home, which features a welcoming porch area. The property offers a tranquil and secluded setting, emphasizing its natural surroundings.