
Holiday houses in Eastern
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Top-rated holiday rentals in Eastern
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The Eagle's Rest Country Cabin
Welcome to The Eagle's Rest! This family & pet friendly cabin is nestled just outside of Prestonsburg. Mountainous escapes of sunrises & sunsets. Enjoy family time w/a game room featuring a bar, billiard table, & dart board. Garage w/fire pit for entertaining or a small RV/Camper! Smart-Tv’s w/YouTubeTV & T-Mobile Int. Located near StoneCrest Golf Course. Put on your hiking boots for Jenny Wiley State Park, & Sugarcamp Mtn.Trails & Middle Creek Battlefield. Mountainous air & bird watching await.

Moody A Frame | Hot Tub | Red River Gorge
Welcome to The Raven! A luxurious all black A-frame cabin in Red River Gorge Kentucky, just 10 minutes from Natural Bridge State Park, Miguel's Pizza, and Muir Valley. We built this cabin to be so cozy you'll never want to leave. Spend the day exploring the world famous hiking trails and rock climbing, and your evening soaking up the forrest in the hot tub. Enjoy the views and peacefulness for a romantic getaway. For weddings at The Greenhouse / Appalachian Rose Farm this is the place to stay!

Luxury Cliffside Hammock House
Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

The Shotgun House
Enjoy your stay at the Shotgun house located in the heart of Prestonsburg within walking distance to a popular restaurant and downtown shopping. This cozy house offers a 58" TV and playstation in the living and also a 50" TV in the bedroom. Relax outside on a covered porch and enjoy the occasional local live music. Located close to the Prestonsburg Passage Trail, Mountain Arts Center, Middle Creek National Battlefield, Pikeville Exp Center and a short drive to the Red River Gorge.

Luxury A-Frame Retreat | Hot Tub, Sauna & Fishing
Escape to an A-Frame retreat in KY, where valley views and thoughtful comforts invite you to slow down and create meaningful memories. ✓ Soak in the hot tub under the stars ✓ Relax in the infrared sauna + private gym ✓ Gather around the fire pit, pool table, and ping pong ✓ Enjoy the stocked fishing pond + pedal boat ✓ Great for couples, families, and small groups Sleeps 7 comfortably, space for 8 upon approval. No TV by design—for slowing down, reconnecting, and enjoying nature.

Cliffside Romantic Retreat LOVE
Fall in love at the unique and serene "Tis So Sweet Cliffside Cabin". The space is designed for a lovers retreat with luxuries of a spa bathroom, massage chair, fire table, recliner seat hot tub, and much more! This newly built cabin is peacefully secluded, yet still only a few miles away from the Natural Bridge State Park, Red River Gorge, Daniel Boone National Forest, underground kayaking, zip lines, rock climbing, swimming, delicious food and many other local attractions.

BROWN’S ELK CABIN
Brown’s elk cabin is an Authentic, rustic, log cabin. Located in the heart of the beautiful Appalachian mountains, overlooking the KY river, Only a short drive to Pine Mtn hiking trails, Bad Branch Falls, Little Shepherd Trail, Kingdom Come State Park, Raven Rock golf course, and only twenty minutes from the Va. state line. Perfect getaway for relaxing with family and friends, sitting by the fire pit, or exploring the areas natural beauty. Located 3 miles from Whitesburg

The Homestead at Hundred Acre Holler
Hundred Acre Holler is a beautiful stretch of land in the Appalachian Mountains near Campton, KY. With exceptional hiking, fishing, and hunting opportunities, incredible views, and just 15 miles from Red River Gorge State Park and the Kentucky Reptile Zoo, Hundred Acre Holler is the perfect place for a weekend getaway, or a home away from home. This listing is for Homestead, suitable for up to four guests. For other cabins, please see our listings.

Modern Mirror Home| Creek| Hot-tub | Glass House2
Welcome to Nature Rooms! Enjoy a unique creekside stay in Red River Gorge at our glass house, a perfect choice for a luxurious glamping escape. Combining modern style with natural touches, this newly-built space creates a cozy retreat with an amazing mirrored exterior and full window glass interior view. Set on 26 acres of woodlands, and 15 minutes from Natural Bridge State Park. Come enjoy a one-of-a-kind getaway! *4WD VEHICLES RECOMMENDED*

Private 12 Acre Escape - Hot Tub, Firepit, Arcade
12 acres of peace and quiet in Campton. You can wander the trails, kick back by the firepit, or just take in the forest views. Evenings are for porch sunsets, hot tub stargazing, and the sound of birds all around. Inside, there’s a vintage Ms. Pac-Man for a little throwback fun. We’re about 15 miles from Red River Gorge, but it feels like you’ve got the whole place to yourself—no close neighbors, no traffic, just dark skies and starry nights.

Seclusion Cabin - Tower, Treehouse, Koi Pond
Seclusion is a completely custom, hand-crafted cabin complete with a treehouse room, koi pond, rocky landscape, observatory tower and more in an unbeatable location. This cabin is located just a mile or two off the Slade, KY exit on top of a ridge in Red River Gorge. Built by Paul Rhodes in his spare time, this passion project took over six years to complete and boasts a uniqueness unrivaled by other accommodations.

The Burg
Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.
Popular amenities for Eastern holiday rentals
Other great holiday rentals in Eastern

Spacious 3 bedroom cabin with hot tub

New “Staying Knotty” w/Hot Tub-Fire Pit-Coffee Bar

Pond House

Coal Miner’s Daughter Cabin | Boutique Hotel Suite

Mountain Manor Luxury Estate

Secluded with awesome view. Rustic Cabin.

The Nest at Lush Hollow

The Mountain Magnolia *Hot tub on private deck*
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