Family-friendly holiday rentals in Estill County

4.99 out of 5 average rating, 164 reviews

An open living area is highlighted by a cozy couch adorned with soft pillows. A dining table and chairs are visible nearby, complemented by modern kitchen appliances and a minimalist island. Bright overhead lights illuminate the warm wood flooring, enhancing the spacious feel.

Home in Stanton

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!

4.9 out of 5 average rating, 139 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, 291 reviews

A warm and inviting common area features a leather sofa and a lounge chair, highlighted by wood-paneled walls and flooring. A rug anchors the seating arrangement, while the open layout leads to a spacious kitchen in the background, enhanced by natural light from windows.

Cabin in Ravenna

The Willow ~ Near Red River Gorge, Ky

The fall colors are still popping! 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.

4.93 out of 5 average rating, 121 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.

Superhost

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, 649 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!

Superhost

The kitchen features modern appliances, including a stainless steel refrigerator, and warm wooden cabinetry. An island countertop with bar stools provides an inviting space for gathering. Natural light enters through large windows, highlighting the spacious layout of the area.

Home in Stanton

4.77 out of 5 average rating, 189 reviews

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.

4.98 out of 5 average rating, 326 reviews

A panoramic view showcases rolling hills adorned with vibrant autumn foliage, blending shades of orange, yellow, and green. A hazy mist rises over valleys below, under a clear blue sky illuminated by the soft glow of dawn.

Guest house 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

Tiny home in Powell County

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.

4.95 out of 5 average rating, 339 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, 119 reviews

A set of wooden rocking chairs is positioned on a spacious porch, overlooking a vibrant landscape of autumn foliage. The scene features trees displaying warm hues of orange and yellow, enhancing the natural beauty of the surroundings.

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.

An aerial view captures the modern cabin structure, embraced by a wooded landscape. Large windows enhance the exterior, blending seamlessly with the surroundings. A spacious deck extends from the front, furnished with seating arrangements, inviting outdoor relaxation.

4.95 out of 5 average rating, 129 reviews

RRG Retreat w/Hot Tub, Game Room & EV Charger

Enjoy 3 levels of comfort 10 minutes from Slade Relax on the 1st floor game room, play pool 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.

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, 328 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.

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.