
Holiday houses in Eastern
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Top-rated holiday rentals in Eastern
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Cecelia Ann Tiny Home 1/1 Quiet
Kick back and relax in this calm, stylish space. Quiet area Boho vibes, home was completed in November 2023 all new furnishings, complete kitchen, inside washer and dryer. All appliances, Keurig coffee pot for either single cup or entire pot. Covered front porch, off street parking. Close to several area hospitals, 16 miles to Pikeville and Appalachian Wireless Arena. Close to riding trails for 4 wheelers or side by sides. Less than 2 hours from casino, little over hour away from Red River Gorg

Elevated Stay| Hot Tub| Woodsy Dome Experience
Perch: A rare, elevated stay in Red River Gorge, this property offers the perfect setting for an upscale glamping experience. This newly-built dome combines modern design with earthy textures- giving you a "home sweet home" type feeling. Bring your crew over the river and through the woods to our 26-acres of woodlands, with free access to Spirit Lake. Located 15 mins. from Natural Bridge State Park in Daniel Boone Nat. Forest. Come hike, climb, & explore the good ole' outdoors! *4WD REQUIRED*

HotTub, Arcade | Red River Gorge
Discover The Little Red Cabin, your sleek haven in the heart of Red River Gorge. This elegant log cabin features a king bed, and hot tub with a private woodland backdrop. Ideal for couples or a family of four, enjoy a fully equipped kitchen, high-speed Wi-Fi, smart TV, and an iconic Pac-Man arcade. You're a stone's throw from exhilarating outdoor activities, including hiking, climbing, ziplining, and ATV trails. Delight in a refined escape close to nature’s best and every adventure you seek!

The Eagle's Rest Country Cabin
Welcome to the Eagle's Rest! This family & pet friendly cabin is nestled outside of Prestonsburg. Mountainous escapes of sunrises & sunsets w/access to a private 20-acre mountain for hiking & birdwatching. Enjoy plenty of 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/DirecTV & T-Mobile Int. Located near StoneCrest Golf Course, Jenny Wiley State Park, & Sugarcamp MtnTrails & Middle Creek Battlefl

Tranquil 2-bedroom apartment
Consider this lovely apartment your home away from home while you visit McDowell. With queen beds in the 2 bedrooms and a cozy living room with a futon, there's plenty of space for guests to relax, including a front porch. Enjoy the beautiful bathtub in the bathroom and take advantage of amenities like heating, AC, Wi-Fi, and a washing machine. A welcoming retreat in the heart of the city, this apartment is a great place to call home base while you're away. We hope you enjoy your stay.

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.

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

Cowan Creek Cottage
Cowan Creek Cottage is close to the Cowan Community Center and only 5½ miles outside the city limits of Whitesburg. The cottage is located at the foothills of Pine Mountain. You’ll love the cottage and enjoy the feel of having your own little home in the mountains. Enjoy a clean and comfortable home away from home while visiting friends and family and enjoying our community. Cowan Creek Cottage is good for couples, solo adventurers, business travelers, and families.

Winter Special - Private Escape - Hot Tub, Firepit
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.

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking
**Ideal Retreat for Professionals: Cozy 2 Bed near Pikeville Medical Center & UPike** Welcome to our stylish and comfortable one-bedroom apartment, thoughtfully designed with traveling professionals in mind! Our newly furnished and recently remodeled space boasts two queen beds with memory foam mattresses, ensuring a restful night's sleep after a busy day at work.

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

Sunsets 4 Ever Luxury+360 Views,+Hot Tub near RRG

Blue Moon at Airport Cottages

Pond House

Bee Still Tiny Home, Graham Estates, LLC

Cozy Cabin on 50 Private Acres w/ Valley View, RRG

Slow Motion Hideaway Cave Run Lake/RRG - hot tub!

Driftwood Studio Cottage - hot tub, pet friendly

Holler Hideaway
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