Family-friendly holiday rentals in Estill County

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.

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 little hobby farm has the perfect blend of accessibility and seclusion. Wake up in our quaint English-styled cottage to see our two mustangs grazing in the field, birds at the porch feeders, and all the flowers blooming in the garden . 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.

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!

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.

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

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.

RRG-remote hilltop charm-Great View-HotTuB-Wi-fi!

Charming retreat atop a mountain with fabulous views of rolling hills & forest. Easy paved roads right to front door. Far away from Everything, no traffic or chaos, and only 15 mins to Hollerwood, 20 mins to RRG & State Park. Primary Bedroom has King bed w attached luxury bathroom. Large kitchen w new appliances, quality cookware, new beds, Starlink internet! Huge open spaces. Come enjoy the serenity of being so far away from it all in this parklike green space.

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.