Places to stay in Prestonsburg

Book unique places to stay, houses, and more on Airbnb

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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Guest favorite

A white swinging bench is suspended on a screened-in porch, complemented by pale blue walls. Natural light is allowed in through multiple windows, and a hat and lantern are hung nearby, enhancing the tranquil outdoor setting.

Home in Hazard

4.97 out of 5 average rating, 153 reviews

Small Town Charmer - Hazards Best Airbnb!

This lovely cottage style home is located in a well established neighborhood in downtown Hazard. It is perfect for guests coming into town for work, family gatherings or a weekend away. The home will comfortably sleep up to 7 guests & pets are welcome too! This location is 10 minutes to ARH, 5 minutes to HCTC, & surrounded by areas for hunting, fishing & trail riding. The home is also located within an hours drive to the Red River Gorge, several lakes, ATV parks, mountain bike & hiking trails.

Guest favorite

A charming cottage with a sloped wooden ramp leads to a welcoming entrance. The exterior features light-colored siding complemented by a metal roof. Lush greenery surrounds the property, highlighting the inviting atmosphere of the home.

Cottage in Wellington

4.95 out of 5 average rating, 130 reviews

The CliffTop Cottage by “Porch Swing Properties”

The Beautiful and Cozy CliffTop Cottage has a new Exterior look.. She looks beautiful. It’s the same Cozy Cottage sitting on the CliffTop above it all! With Breathtaking-views of rolling cliff tops surround you as you enjoy all that Mother Nature has to offer. Cozy and Serene 💕 Pool Table, Kayaks,Fish Cleaning Station,Lawn Games,Fireplace,Fire Pit,Bluetooth Speakers with Sound Bar Entertainment System. So much more! The most amazing views of the CliffTop with Sunsets that will warm your Soul.

Top guest favorite

A porch area features two black chairs and a small wooden table, inviting relaxation outdoors. A decorative plant in a blue pot adds a touch of greenery, while the entrance to the guesthouse is adorned with a small diamond motif and an American flag.

Guesthouse in Blackey

5 out of 5 average rating, 28 reviews

An Appalachian Mountain Getaway. ATV friendly

Nestled in the mountains of Eastern Kentucky, this location offers stunning mountain views. It's ATV friendly, with secure and complimentary vehicle parking. A multitude of trails are available for riding, with walking paths on the property. Riding tours are also offered. The accommodation features a newly remodeled one full bed, a walk-in shower, and all the amenities, including a complete mini kitchen and a 32" TV. It's a peaceful and relaxing retreat after a day spent exploring the trails.

Guest favorite

An outdoor deck is furnished with a black wicker seating area and a small table. Natural wood flooring complements the brick structure. A view of the surrounding neighborhood is visible, with green hills and clear blue skies in the background.

Apartment in Pikeville

4.93 out of 5 average rating, 100 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

Guest favorite

Home in Hyden

4.96 out of 5 average rating, 108 reviews

Convenient, Quiet street in downtown Hyden, KY

This updated cottage is located in Hyden, KY, & is convenient to Frontier Nursing University, the middlefork of the Kentucky River, as well as many areas for riding trails & hunting. The property has all new furniture throughout with luxury linens in the bath & bedrooms. The property features a stove with convection oven, refrigerator with ice maker, microwave, dishwasher, washer & dryer. Bring only your toothbrush and personal items, everything else is provided for your mountain getaway!

Guest favorite

A wooden sign displays 'The Alma Potter House' in bold letters, positioned by the gravel drive. The entrance features steps leading to a rustic two-story structure surrounded by greenery and trees, contributing to a serene rural setting.

Home in Elkhorn City

4.85 out of 5 average rating, 230 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.

Guest favorite

A wooden walkway extends through the natural landscape, leading to a fenced area with a pool. The surrounding greenery includes trees and open grassy fields, while a gazebo is positioned nearby, providing a tranquil outdoor space.

Home in Pikeville

5 out of 5 average rating, 10 reviews

The Carolyn House

The whole group will be comfortable in this spacious and unique space. Enjoy your stay at this 3 Bedroom 3.5 bath estate home located minutes from downtown Pikeville. You truly get the best of both worlds being so close to downtown but enjoying the privacy this space provides. No more than 8 guests are allowed on property unless approved by the host. Parties can be approved with a fee. Pool is currently unavailable for use Stairs are necessary to access upper level and laundry.

Superhost

The entrance of a log cabin is framed by a wooden porch with two blue Adirondack chairs positioned on either side of a bright blue front door. Large front windows are visible, and a decorative light fixture is mounted above the door.

Cabin in Williamson

5 out of 5 average rating, 10 reviews

Wildcat Lodge-Cabin at Billy Goat Mtn. Village

The absolute CLOSEST lodging to the Buffalo Mountain Trailhead at the heart of the Hatfield-McCoy Trail System. Not just for ATV lovers, but for anyone looking for an "Appalachian experience" in a beautiful custom built log cabin. Get muddy by day and enjoy luxury by night. Comfy beds, the softest linens, fully stocked kitchen with Keurig and ice maker, fire pit, outdoor grills, corn hole, vintage arcade games, DirecTV, GREAT cell service, PLENTY of parking, touch pad door locks.

Guest favorite

A welcoming front porch features wooden rocking chairs and overhead ceiling fans, illuminated by warm outdoor lighting. The entrance is framed by a grand door beneath a decorative light fixture, with neatly arranged tile flooring enhancing the overall aesthetic.

Home in Pikeville

4.85 out of 5 average rating, 46 reviews

Mountain view country home

This stylish place to stay is perfect for group trips. This cozy country home is nestled on a hill, just walking distance from downtown Pikeville and the hospital. Lots of privacy with beautiful mountain views from a big front porch and a soothing waterfall can be seen after a nice rain from the upstairs screened in porch. Great for large groups or families. Walking distance to Appalachian wireless arena, UPIKE,Med ,Optometry, Nursing Schools, and Pikeville Medical Center.

Top guest favorite

The property sits surrounded by lush greenery and hills, with a winding gravel driveway leading to the ranch-style house. A soft purple hue is visible in the sky at dusk, adding a serene backdrop to the natural landscape.

Home in McCarr

4.97 out of 5 average rating, 112 reviews

God's Country

Property is a ranch style house with wood siding, nestled against a hillside with a private setting. This property offers a large yard with a in-ground pool as well as a large front porch. There are two patio areas in the back with a built in grill station and a fire-pit to enjoy on those cool evenings. The house boasts six bedrooms, open concept living room, kitchen, and dining room area with gas fireplace, and large family room.Please enter the correct number of guest

Guest favorite

A covered picnic area features a concrete floor, with a large blue picnic table situated in the center. Wooden railings surround the space, which is flanked by trees and greenery, providing a peaceful setting for outdoor gatherings.

Apartment in Delbarton

4.91 out of 5 average rating, 23 reviews

Almost Heaven Lodging @ Delbarton WV

Almost Heaven Lodging is a place the whole family can enjoy. Conveniently located straight across from Buffalo Mountain Trail 14, You can fill your day with trail riding or hiking in our beautiful mountains. The property has a large parking lot to accommodate your ATVs with room to spare. You can kick back and relax in the covered outdoor picnic area, while the kids have a blast on the playground, or wading and fishing in the creek.

Guest favorite

A simple outdoor seating area is featured in front of a white cottage, surrounded by lush green trees. A stone pathway leads to a fire pit, elegantly arranged with flat stones, inviting relaxation in a natural setting.

Cabin in Davella

4.9 out of 5 average rating, 10 reviews

White Pine at Airport Cottages

Big Sandy Regional Airport now presents Airport Cottages. Take it easy at this unique and tranquil getaway. Enjoy the vast beauty that Airport Road has to offer! Conveniently located close to Jenny Wiley State Park. A short drive to Inez, Paintsville and Prestonsburg. Eastern Kentucky is made to explore, start your stay with us to learn more! Fly, drive, ride your side by side or more to begin an adventure and enjoy all things local 💙