Places to stay in Prestonsburg

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Top-rated places to stay in Prestonsburg

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Superhost

The exterior door is shown in a sleek black finish featuring a simple six-panel design. A keypad lock is visible beside the door handle, facilitating keyless entry. The image captures the clean lines and modern aesthetic of the entryway.

Home in Pikeville

4.81 out of 5 average rating, 129 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.

Top guest favorite

A welcoming outdoor area features a greeting banner adorned with greenery. A gravel pathway and landscaped flower beds with hostas enhance the scenery. Decorative birdhouses are visible to the side, alongside a hanging lantern, adding charm to the inviting entrance.

Cabin in Martin

5 out of 5 average rating, 23 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

Guest favorite

Two brown horses stand near a fence in a foggy pasture, with a third horse grazing in the background. Lush green grass and wildflowers frame the scene, while low-hanging mist blankets the area, creating a serene rural atmosphere.

Home in Blaine

4.86 out of 5 average rating, 51 reviews

The Yellow House

Getaway on this 300+ (with 700+ available nearby) acre working farm. Explore pastures, woodlands, rock cliffs and beautiful vistas while looking for wildlife (hiking has some restrictions during deer season) . Enjoy a picnic or evening fire listening to whip poor wills at the campground located on the property; or have a peaceful cup of coffee on the porch. Traveling with your horse /ATV, ask about available stall and trail access. Located between Paintsville, Yatesville and Grayson lakes.

Guest favorite

A wooden deck is accessed via a set of newly built stairs, bordered by black railings. The deck is positioned alongside a brick building, overlooking a nearby street with a backdrop of hills. Clear views of the neighborhood and the street are provided.

Apartment in Pikeville

4.93 out of 5 average rating, 105 reviews

Shhh! Wild & Funky Eccentric Privy!

Upstairs-The Eccentric Privy is the best of the best worlds. Retro, glam & quirky! You’ll obsess over the thought put into each room & even get some inspiration. Extra amenities include… Outdoor deck Quartz Countertops Luxury tile SMEG fridge Smart thermostat Bathroom Bluetooth speaker USB outlet in each room Soft close doors & drawers in kitchen & bathroom 550 TC cotton bed sheets and pillow covers Allergy defense, antimocrobial pillow protectors Tankless water heater for endless hot water

Superhost

Cabin in Prestonsburg

4.87 out of 5 average rating, 92 reviews

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

Guest favorite

A functional kitchen area features wood cabinetry and white countertops. Appliances include an oven, refrigerator, coffee maker, toaster, and microwave. A textured area rug adds warmth to the space. Ample cabinet storage is available, contributing to an organized setting for meal preparation.

Home in Elkhorn City

4.85 out of 5 average rating, 233 reviews

The Alma Potter House

Family friendly, small fenced in area. Two bedrooms/bath upstairs, 2 bedrooms/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 pages: Breaks Interstate Park, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., Kentucky Whitewater Rafting. Pike Co Tourism webpage.

Top guest favorite

Home in Wellington

4.99 out of 5 average rating, 101 reviews

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.

Guest favorite

A covered porch area features two woven chairs positioned around a small table, providing a comfortable seating arrangement. A grill is visible on a wheeled cart, and a fire pit cover sits nearby. The space is enclosed by a white fence, with greenery in the background.

Home in Prestonsburg

4.96 out of 5 average rating, 96 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.

Top guest favorite

A decorative tea towel featuring an illustration of Kentucky's landmarks and symbols. Designs include a state outline, horses, and elements representing local culture, such as a banjo. The towel is bordered with a green leafy pattern, emphasizing its rustic charm.

Cabin in Pikeville

5 out of 5 average rating, 8 reviews

Backwoods Bungalow

Backwoods Bungalow at Harvey's Hideaway Haven is a rustic retreat designed to bring you closer to nature while offering the comforts of modern living. Immersed in nature, surrounded by the beauty of the wilderness. While this offers a peaceful escape, please be aware that you may encounter local wildlife, including bugs, bees, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena.

Guest favorite

The covered porch features several wooden rocking chairs and hanging fans, providing a welcoming outdoor space. Light-colored wood flooring is enhanced by decorative rugs. A wooden sign labeled 'The Porch' adds charm, and nearby, rustic barrels are visible, contributing to the overall cabin aesthetic.

Cabin in Hagerhill

4.95 out of 5 average rating, 115 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.

Top guest favorite

An outdoor deck features two black wicker chairs and a small wooden table, arranged over a geometric patterned rug. A scenic view of distant mountains and a colorful town below is visible, complemented by a bright blue sky dotted with fluffy white clouds.

Vacation home in Prestonsburg

4.98 out of 5 average rating, 122 reviews

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.