
Family-friendly holiday rentals in Estill County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Estill County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Newly-built See Rocks Vista Cabin
This mountain cabin is secluded and features a spectacular view of See Rocks (a named arch in the Red River Gorge). The living space is open and inviting and centered around a gas fireplace. The cabin is well equipped and ideally situated 15 minutes from the Red River Gorge, Natural Bridge, and the hiking, climbing, and attractions. 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!

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!

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

Hemlock Hideaway Red River Gorge game room 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.

*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.

Hawk Holler Farmhouse Pets Welcome No cleaning fee
Farmhouse was built late 1940's. It has been updated. We are about 20 minutes from Red River Gorge, and 10 minutes from Hollerwood Atv Park and 10 minutes from Slade Ky. We have lots of room for parking trucks and trailers and if needed we have barn with horse stalls. We have a firepit for roasting or just relaxing. A large yard to play in. Please clean up after your pets in the yard. Have room to pitch a tent or camper. 3 Bedrooms 2 full beds, one queen and a twin bed.

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.

Lone Pine Lodge - Beautiful View
• Our cabin sits on 4 acres in Mountain Laurel Park recreation area. • Incredible views right from the porch courtesy of the 50 foot cliff at the back of the property. • Loft style bedroom with a queen-size bed, and a full-size futon on the first floor. • Fully stocked kitchen. • The cabin is located 20 minutes from the Slade exit off the Bert T Combs Mountain Parkway. • Right at the center of all the hiking, climbing, and exploring the gorge has to offer!
Popular amenities for Estill County family-friendly rentals
Family-friendly home rentals with a hot tub

Hideaway Cabin |Hot Tub| Firepit | Wooded Stay

Mountain Mist - Spa, Mins to RRG

Hiker's Haven at Three Suns Cabins

Tiny Feather-15 acres/Huge Deck & Hot Tub

New Barn/King Beds/Hot Tub/Spacious Level Parking

Comfort*Location*Memories*Magic

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

Hot tub! Fire Pit! Picnic area! Grill! View @RRG
Family- and pet-friendly home rentals

Red Door Cabin Four

Beautiful Cabin in Red Lick Valley

Red Door Cabin Five

Hot Tub, Fire Pit, WiFi & EV Charge - Biggie Cabin

Cozy Mountain Cabin - Red River Gorge & Hollerwood

Mycelium Manor

The Fern at South Fork Spacious Cottage in RRG

Red Door Cabin Six
Family-friendly home rentals with a pool

Heated Pool! Hatton Hideaway at Red River Gorge

The Wildcat RV Rental @ Callies

The Lodge 3 bedroom 2 bath barndo in wooded area

Pool - Hot Tub - Theater - Arcade - Mural - RRG

Hidden Treasure- Private Pool, Pond, 1600 Acres

Stargazer - Rooftop + Hot Tub + Walk to Red River

The Wildwood RV Rental @ Callies

It’s the perfect Silver Lining!




