
Vacation rentals in Eastern
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Top-rated vacation rentals in Eastern
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
4.88 out of 5 average rating, 117 reviews
Living The Dream
*If you book for 7 days or more, you will receive a 20% discount off your stay. Our home is perfect for your visit in Pikeville, especially for a large group. Enjoy the complete home with 3 bedrooms, 2 full baths, a complete kitchen with dishwasher, & washer/dryer. You'll enjoy a good nights sleep in a quiet space on high quality mattresses. We are located just down the street from a Food City. We have free WIFI & a Smart TV (NO CABLE TV). We’re a short 5 minute drive from downtown Pikeville.
4.81 out of 5 average rating, 167 reviews
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
4.96 out of 5 average rating, 48 reviews
Bear Creek Cabin • Vineyard Views & Fishing Pond
Escape to Bear Creek Cabin, overlooking the pond at MountainRose Vineyards. Enjoy peaceful porch views, modern comfort, and easy access to winery tastings, mountain trails, and quiet evenings under the stars. Perfect for couples, solo travelers, and small groups/families seeking a serene getaway. Fishing is allowed in the adjacent pond with a waiver signature. Must bring your own fishing equipment. Wine and charcuterie options can be pre-ordered to be waiting in the cabin for your arrival!
4.93 out of 5 average rating, 102 reviews
Hideaway in the Holler
Come make memories that will last a lifetime at our Hideaway in the Holler. Our cozy but airy cabin offers leather reclining couch and love seat, full kitchen, two bedrooms with queen beds, full bath with walk in shower, and laundry facilities. Hi-speed internet and a dedicated desk space make working remotely a breeze. Enjoy the big screen tv with all the streaming apps or get back to nature relaxing by the wood burning fire pit or on the wrap around porch overlooking our beautiful creek.
5.0 out of 5 average rating, 50 reviews
The Alma Potter House
Family friendly, small fenced in area. 2 BR/bath upstairs, 2 BR/bath downstairs. large living/dining room. Rural, white water rafting, near Breaks Interstate Park, Pine Mountain Trail, Hillbilly Days, Hatfields & McCoys. Be in Norton/Wise, Grundy, VA, Pikeville, KY or Williamson WV in minutes. FB: Breaks Interstate Park, Hillbilly Trail System, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., KY Whitewater Rafting. Pike Co Tourism webpage.
4.85 out of 5 average rating, 266 reviews
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.
4.95 out of 5 average rating, 146 reviews
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.
4.97 out of 5 average rating, 644 reviews
Spacious 3 bedroom cabin with hot tub
Located in Paintsville, Kentucky. Gather around the wood fireplace and enjoy a game of pool. There are 2 smart tv's to binge your favorite shows on. Or unplug and and take in the sights on the wrap around porch with a good book. Enjoy the outdoor kitchen and firepit, then hop in the 8-person hot tub. located just 5 minutes from hiking trails, Paintsville lake state park and golf course, and local eateries . Walmart is conveniently only 8 minutes away.
4.93 out of 5 average rating, 140 reviews
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.
4.97 out of 5 average rating, 225 reviews
Slow Motion Hideaway Cave Run Lake/RRG - hot tub!
Breathe deep. Slow down. Stay awhile. Slow Motion Hideaway is a cozy A-frame cabin tucked in Kentucky’s Daniel Boone National Forest, just minutes from Cave Run Lake and close to Red River Gorge. Hike, kayak, ride ATVs, or spend the day on the water—or curl up with a good book and never leave the cabin. A quiet place to reconnect—with the woods, with your people, or with yourself.
4.96 out of 5 average rating, 119 reviews
Unique Glamping Experience in our RRG "Zome!"
Reconnect with nature at this unforgettable escape. Nestled just outside the heart of the Red River Gorge, this property is certainly a step up from camping. With a full bath house, outdoor prep area, and so many other amenities, we’ve made certain that you will be comfortable and have everything you need and more for an amazing stay at the RRG.
4.93 out of 5 average rating, 117 reviewsPopular amenities for Eastern vacation rentals
Other great vacation rentals in Eastern

Wilderness Path near Mine Made Adventure Park
4.94 out of 5 average rating, 34 reviews
Rising Mist Retreat Near Mine Made Adventure Park
4.89 out of 5 average rating, 18 reviews
Mountain Getaway
5.0 out of 5 average rating, 12 reviews
Luxury Creekside Cottage
5.0 out of 5 average rating, 76 reviews
Tranquil 2-bedroom apartment
5.0 out of 5 average rating, 19 reviews
The Bear Cabin
4.89 out of 5 average rating, 35 reviews
Studio Retreat on US 23. 10 minutes from Pikeville
4.83 out of 5 average rating, 30 reviews
Secluded with a view -Hemlock Cabin
4.99 out of 5 average rating, 67 reviewsDestinations to explore
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