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.

Top guest favorite

Tiny home in Pikeville

5 out of 5 average rating, 23 reviews

Modern Escape

Modern Escape at Harvey's Hideaway Haven is a contemporary retreat that offers all the comforts of home in a compact and stylish package. (160 sq. ft. of living space) At Harvey's Hideaway Haven, you'll be 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, and other creatures that share this natural setting. Located just 9 miles from PMC, Upike and the Expo center!

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.

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.

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

A rustic cabin with a wooden exterior is surrounded by lush greenery. A covered porch with seating is visible, alongside a picnic table on a stone pathway. The metal roof adds a contrasting touch to the natural setting.

Cabin in Grundy

4.97 out of 5 average rating, 121 reviews

Hoot Owl Hideaway ~ Direct Spearhead trail access!

Hoot Owl Hideaway is situated in scenic Southwest Virginia. It is ideal for ATV enthusiasts looking for a nightly or weekly cabin rental. You will be able to access Spearhead's Coal Canyon trail at the end of the driveway! It's the perfect place to return after an adventure filled day of trail-riding. A newly stocked catfish pond is also located on the property, so don’t forget your fishing poles!

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.

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Popular amenities for Prestonsburg places to stay

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Other great vacation rentals in Prestonsburg

Top guest favorite

Cleaning supplies are displayed, including a canister of disinfectant wipes and a bottle of laundry sanitizer. The disinfectant wipes claim to kill 99.9% of viruses and bacteria, while the laundry sanitizer contains bleach. Both items are featured prominently to highlight cleanliness measures.

Cabin in Jackson

4.98 out of 5 average rating, 44 reviews

Secluded with a view -Hemlock Cabin

RachaelRating, 5 stars2 days ago

This cabin is beautiful! Worth every penny and the view is amazing! Maco was super helpful and friendly. I would recommend his place to anyone!

Guest favorite

A console table is highlighted with two potted green plants, adding a touch of nature. A decorative glass plate sits in the center, reflecting light. The background features a subtle wall decoration, contributing to the room's aesthetic.

Home in Prestonsburg

5 out of 5 average rating, 13 reviews

Near Scenic Parks: Convenient Home in Prestonsburg

KevinRating, 5 stars3 weeks ago

This place is too cute! I may have to kidnap it on my next trip! 😉 It was squeaky clean and exactly what was advertised. I will stay there again if I can.

Guest favorite

A charming two-story building features a welcoming front porch with wooden stairs leading to the entrance. Lush greenery surrounds the property, complemented by hanging planters. Flower pots with colorful blooms are positioned in the foreground, enhancing the rustic charm of the setting.

Cabin in Pikeville

4.95 out of 5 average rating, 22 reviews

Coal Miner’s Daughter Cabin | Boutique Hotel Suite

SpoorthyRating, 5 stars3 weeks ago

We had a good stay, no issues whatsoever, host is very responsive, the town and surroundings are very peaceful

An aerial view captures the expansive property, showcasing a sprawling home with a symmetrical design. A light-colored vehicle is parked at the entrance, surrounded by a landscaped yard featuring mature trees and manicured shrubs.

Home in Prestonsburg

5 out of 5 average rating, 3 reviews

Mountain Manor Luxury Estate

MarkRating, 5 stars4 weeks ago

The house was perfect!! My son was getting married in Prestonburg and I needed a place for a lot of family! The house was perfect! My son and all his groomsmen love to golf so being right on the golf course made it for a great time!! The views from the house are beautiful, The house is just minutes from town and Jenny Wiley state park , The golf course is a Ten out of ten nicest course we ever golfed it was absolutely beautiful, the home was incredible very clean and comfortable, my family hated to leave

Guest favorite

A living area features a stone fireplace as a focal point, surrounded by wooden walls. A spiral staircase leads to a loft area. Leather seating is arranged for comfort, with a wooden table beside it and a television mounted on the wall.

Cabin in Elmrock

5 out of 5 average rating, 8 reviews

Start your KY adventure! Minutes from Mine Made

PamelaRating, 5 stars1 week ago

This was a nice place to stay, and it's pretty close to the riding trails. Ashley was very helpful and replied promptly when I had questions. We will stay here again!

Top guest favorite

A covered front porch features wooden flooring and a rustic chandelier. Two rocking chairs are placed comfortably on one side, with a small table nearby. Potted plants and a welcome mat add charm, while the surrounding nature provides a serene backdrop.

Home in Inez

5 out of 5 average rating, 36 reviews

Luxury Creekside Cottage

StephanieRating, 5 stars1 day ago

Beautiful gem in a quiet little town!

A compact bathroom is filled with wooden accents, featuring a laundry unit with front-loading machines and ample storage space below. A shower area is separated by a light gray curtain, and natural light streams in through the window, illuminating the space.

Cabin in Salyersville

5 out of 5 average rating, 4 reviews

The Bear Cabin

JacobRating, 5 stars1 day ago

Very pleased with our stay. The children loved it and had a blast! We caught a big blue catfish, several bluegill and a bass. The pond was definitely a Huge bonus eith the cabin. Highly recommend and will be back in the future!

The entrance features a white door with a decorative glass panel, inviting guests inside. A welcome mat with a vintage car design lies on the wooden porch, which is framed by light beige siding. A wall-mounted light fixture is positioned beside the door.

Apartment in Stanville

5 out of 5 average rating, 4 reviews

Cozy Studio

WilliamRating, 5 stars1 month ago

I appreciated the ease of access. I would recommend this as a place for friends and family to stay while traveling into the Pikeville area. I intend to stay here again.

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Quick stats about vacation rentals in Prestonsburg

Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
360 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Self check-in, Gym, and BBQ grill
Local attractions
Billy Ray's Restaurant, Dairy Cheer, and The Brickhouse

Places to stay in Prestonsburg

Top-rated places to stay in Prestonsburg

Vacation rentals for every style

Popular amenities for Prestonsburg places to stay

Other great vacation rentals in Prestonsburg

Quick stats about vacation rentals in Prestonsburg

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

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