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Family-friendly vacation 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.

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Cabin in McKee

4.9 out of 5 average rating, 205 reviews

Arthur Lakes Log Cabin

Set in the heart of the Daniel Boone National Forest the Arthur Lakes Log Cabin is both easy to get to and relatively secluded. Nestled in a small valley, this quaint cabin is a perfect mountain getaway. Built in 1890, by the Lakes family, it has a romantic, rustic and nostalgic feel. If you are a history buff, interested in Appalachian culture, or just want a charming, outdoorsy and secluded getaway, this cabin is for you. After making your reservation, be sure to check out the "House Manual".

Treehouse in Stanton

4.9 out of 5 average rating, 592 reviews

The Lions Lair - Remote Treehouse

Escape to Kentucky's most wish-listed treehouse, nestled among towering trees in the national forest. Picture yourself on the balcony, the sounds of the forest serenading you into tranquility. As night falls, head up to the top deck for a mesmerizing stargazing experience, or enjoy a gentle swing on the bottom deck. Gather around the fire pit to share stories and roast s'mores under a canopy of stars. If your dates are unavailable, explore our other enchanting properties on our profile.

Home in Berea

4.92 out of 5 average rating, 693 reviews

Berea Painter's Cottage

Eclectic, clean, comfortable cottage featuring original artwork, located in walking distance of Berea College Campus, Artisan Village/Old Town area, Art Galleries, Unique Shops, The Lot, Rebel Rebel, Nightjar, Sunhouse Craft, and Native Bagel. A short drive to the Pinnacles and Kayaking at Owsley Fork Lake. The location is great. A cozy patio in front of the home with a swing and a tree canopied deck in back that feels like being in a treehouse. Basic TV channels and high-speed internet.

Home in Campton

4.94 out of 5 average rating, 67 reviews

Emilys Welcome Inn B&B Minutes from Red Rvr Gorge.

Escape to a bygone era at our charming 1880's Vernacular Victorian-style farmhouse. Immerse yourself in history, surrounded by Lacy family heirlooms. Enjoy the perfect blend of nostalgia & modern convenience. We have good wifi & cell service. We welcome children but they will need supervision. Nov 1 - Jan 10 children are discouraged due to the Christmas decor. Sorry, we cannot accommodate pets. Experience the warmth & hospitality of our historic farmhouse B&B. Book your stay today

Home in Pine Ridge

4.85 out of 5 average rating, 181 reviews

Climb On Inn- RRG-3 BR & 2 BA- Outdoor Paradise

CLIMB ON INN- Experience serene living in this 3-bedroom, 2-bath home nestled in the heart of Red River Gorge. Ideal for outdoor enthusiasts, this property features a spacious primary bedroom with an en-suite, new foosball table, and a large front porch perfect for enjoying nature. Beautifully decorated interiors along with an experienced host ensuring a clean and comfortable stay. Pets welcome, making it a delightful retreat for families or groups seeking adventure and tranquility.

Cabin in Campton

4.93 out of 5 average rating, 286 reviews

Frog Song Cabin@ RRG w/Hot Tub

Frog Song@ Red River Gorge "Guest Favorite" cozy cabin has been renovated Oct ‘24 for your next getaway. You will LOVE this remodeled and updated cabin.Frog Song has always been a guest favorite and now is an even better getaway! Enjoy the brand new, large and private covered Hot Tub area with outdoor seating and TV. This cabin is surrounded by woods and hidden in Cliffview Resort. Discover this charming 2 bed, 1.5 bath cabin close to all things in RRG. Hike, Climb, Relax, Repeat

Home in Berea

4.91 out of 5 average rating, 227 reviews

High on Berea

High On Berea is a lovely home that was built in 1938. The home sleeps 4 people. The space includes a kitchen, dining room, bathroom, living room and 2 bedrooms. The master bedroom has a queen bed and the second bedroom has a double bed. Living quarters are on one level with 4 stairs leading into the house and 2 stairs at the curb of house. Parking is available in driveway to the left of the home and in the back yard. City ordnance does not allow parking in front of the house.

Cabin in Rogers

4.95 out of 5 average rating, 547 reviews

The Moon Glow Cabin-short walk to MUIR Valley

The cabin is located in minutes of all the hot spots of the Red River Gorge and Natural Bridge St Park. If you are going to Muir Valley to climb you are in walking distance. So you will not have to pay their 15 dollar parking fee. There are porches to relax on while drinking your morning coffee or having your evening meal.. There is a fire pit where you can set and watch the moon come up. If you are looking for a place that is economically priced this is the cabin for you.

Cabin in Beattyville

4.94 out of 5 average rating, 35 reviews

fishing pond, pet friendly, gated, no fees!

There is so much to do enjoy at The General's cabin and property that you might not want to make the short 8.62 mile drive to RRG/Natural Bridge. Enter our gate and drive down our tree lined lane to find our one and only cabin tucked into the forest on a heavily treed 40 acres. The perfect cabin and property for those who crave quiet, privacy and the beauty of nature. Dubbed "Disneyland for Dogs" by our happy 4 footed guests. No cleaning or pet fees.

Cabin in Slade

4.87 out of 5 average rating, 105 reviews

Big Rock Log Cabin

Big Rock Log Cabin is a wonderful vacation getaway in the forest of Red River Gorge, Kentucky. 5 minutes to Natural Bridge State Park and Red River Gorge. Sleeps 8, full kitchen, Great Room with fireplace. Tucked under a 40 foot cliff with campfire pit in a large rock shelter. NO SPRING BREAKERS or parties. Big Rock is professionally cleaned after each reservation following CDC guidelines.

Cabin in Stanton

4.93 out of 5 average rating, 242 reviews

Luxury | Private Overlook & Hiking | Creek & Pond

100+ acre private preserve & surrounded by 65K acres of National Forest connected to RRG. Private hiking trail to Sunset Point overlook. Creek meandering entire property with fossil rocks and swimming holes. 1/2 Acre Pond with fishing (Catfish & Bass) & onsite Kayaks & Paddleboard. Just 15 minutes from Red River Gorge: world renowned rock climbing, waterfalls, hiking, and more.

Home in Beattyville

4.95 out of 5 average rating, 101 reviews

The Old Orchard Inn.

Are you here to climb, hike, or just relax? We've got you covered for all, we're located on the Daniel Boone Backcountry Byway, 5 mins from Miller Fork. 5 mins. from PMRP. This is the perfect climber house but also the perfect place for a quiet week/end in the woods. Close to Natural Bridge State Park and Daniel Boone NF. Come unwind and relax with us.

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Popular amenities for Estill County family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cabin in Stanton

4.64 out of 5 average rating, 14 reviews

Hot Tub & WiFi - Intimate Cabin - Snuggle Inn

Treehouse in Stanton

4.91 out of 5 average rating, 74 reviews

Tradewinds Treehouse

Cabin in Stanton

4.68 out of 5 average rating, 22 reviews

Hot Tub & WiFi - Cozy Canopy - Red River Gorge KY

Cabin in Stanton

4.51 out of 5 average rating, 169 reviews

Chestnut Cabin: 1BR w/ Hot Tub

Rental unit in Lexington

4.49 out of 5 average rating, 59 reviews

Furnished 1-Bedroom Apartment: Southeast Lexington

Cabin in Stanton

4.86 out of 5 average rating, 220 reviews

THE WILDS | 100 Acres | Sunset & Sunrise Overlook

Cabin in Beattyville

4.81 out of 5 average rating, 26 reviews

Heavenly Hideaway - near Red River Gorge, KY

Cabin in Stanton

4.7 out of 5 average rating, 99 reviews

Boone`s Hideout

Family- and pet-friendly home rentals

Cabin in Stanton

4.88 out of 5 average rating, 250 reviews

100 Acre Preserve | Private Hiking | Creek & Pond

Cabin in Stanton

4.97 out of 5 average rating, 193 reviews

Sheltowee Traveler

Cabin in Winchester

4.91 out of 5 average rating, 67 reviews

Historic Cabin - Farm - Near RRG, Lex, local music

Place to stay in Beattyville

4.86 out of 5 average rating, 36 reviews

Cumberland Mountain Outreach camp grounds

Rental unit in Pine Ridge

4.85 out of 5 average rating, 204 reviews

Climb On Inn ~APT 1- Explore Comfort & Nature -RRG

Rental unit in Pine Ridge

4.91 out of 5 average rating, 156 reviews

CLIMB ON INN - Apt 2 - Naturally Gorgeous- RRG

Treehouse in Stanton

4.89 out of 5 average rating, 115 reviews

Observatory Tree House

Cabin in Stanton

4.89 out of 5 average rating, 119 reviews

Stone Fireplace | Cornhole | 2 Kayaks | Hike

Family-friendly home rentals with Wifi

Rental unit in Mount Sterling

4.93 out of 5 average rating, 101 reviews

Charming, private central KY apt

Home in Berea

4.94 out of 5 average rating, 519 reviews

Forest Street Cottage

Cabin in Campton

4.87 out of 5 average rating, 104 reviews

WiFi & Waterfront - Creeksong -Red River Gorge, KY

Home in Stanton

4.86 out of 5 average rating, 80 reviews

100 Acres | Creek | Sunset Overlook | Kayaks/Pond

Home in Berea

4.95 out of 5 average rating, 581 reviews

Traveler's Cottage

Cabin in Pine Ridge

5 out of 5 average rating, 10 reviews

CLIMB ON INN Whole Property~ RRG-Family Reunion

Cabin in Pine Ridge

4.77 out of 5 average rating, 30 reviews

Hot Tub - Mill Creek Point - Red River Gorge KY

Home in Berea

4.9 out of 5 average rating, 59 reviews

Martin House at Happiness Hills Farm

Destinations to explore