Vacation rentals in Prestonsburg

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Top-rated vacation rentals in Prestonsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Cabin in Prestonsburg
4.88 out of 5 average rating, 115 reviews

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.

Top guest favorite
The exterior of a wooden home is showcased, featuring a covered front porch with steps leading up to it. A gravel pathway and a welcoming sign are visible, surrounded by greenery. Large windows allow natural light into the space.
Cabin in Martin
4.98 out of 5 average rating, 43 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

Top guest favorite
A custom hanging bed is framed by a nature mural featuring tall trees, creating a serene ambiance. Soft bedding and decorative pillows add comfort. A sliding glass door leads to a private deck with seating, allowing for views of the lush surroundings.
Home in Inez
5 out of 5 average rating, 71 reviews

Luxury Creekside Cottage

Come soak up nature and get away from the hustle and bustle, check the completely remodeled cottage in downtown Inez, Ky The vacation rental features a luxurious interior, a spacious deck, and awe-inspiring views of the mountainous landscape. Spend your days walking the trails, hiking or riding ATV’s through the mountains. For a more relaxing adventure, take a short ride for the best elk viewing in the state. Sleeps 8 guests; 2 bedrooms; 1 Bathroom; https://www.airbnb.com/slink/VNxk38u6

Guest favorite
A wooden interior features a spacious bed dressed with a white coverlet and decorative pillows. A classic rocking chair is positioned nearby, with warm lighting provided by overhead fixtures. A window allows natural light to illuminate the wood-paneled walls.
Cabin in Johnson County
4.9 out of 5 average rating, 59 reviews

The Daisy Cabin

Nestled in the hills and overlooking the serene creek, the Daisy Cabin provides the perfect escape from the hustle and bustle of everyday life. Loft space available for guests with sleeping bags. Step onto the cozy porch and breathe in the crisp, fresh mountain air as you listen to the gentle sounds of nature surrounding you. Wake up refreshed and ready to explore the wonders of the campground, from hiking trails to fishing spots, or simply bask in the tranquility of your surroundings.

Guest favorite
Apartment in McDowell
5 out of 5 average rating, 17 reviews

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.

Guest favorite
A spacious living area features a comfortable brown leather sofa and a circular chair. A 58" TV is mounted on the wall, accompanied by a wooden entertainment unit. Natural light filters through sheer curtains, and decorative artwork is displayed on the walls.
Home in Prestonsburg
4.95 out of 5 average rating, 140 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
A wooden cabin is visible, featuring a red exterior and a covered porch with multiple seating options. The surrounding area is lush with green grass and forested hills in the background. A gravel pathway leads to a carport where a vehicle is parked.
Cabin in Salyersville
4.88 out of 5 average rating, 32 reviews

The Bear Cabin

Enjoy the peacefulness and privacy of a 2 bedroom + loft wooden cabin, with all the modern amenities, surrounded by 180 acres of forest. Explore the wilderness, do bird watching or just relax on the porch listening to the birds singing and the rustling of the creek. Or use the cabin as a base to explore the rich heritage and the natural beauty of the Appalachians. The location has easy access and it's also a short drive away from the city shops and restaurants.

Guest favorite
A charming cabin is set against a lush, green backdrop, featuring a red roof and stone-accented front porch. The porch is lined with wooden railings and includes a seating area. An American flag waves gently in front of a grassy lawn, inviting guests to enjoy the outdoors.
Cabin in Hagerhill
4.93 out of 5 average rating, 137 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 cozy living area features warm wooden walls and a gray sofa, complemented by decorative pillows. A blue accent chair adds a pop of color, while a large plant brings a touch of nature indoors. Light streams in from a skylight above.
Cabin in Pikeville
5 out of 5 average rating, 41 reviews

Inspiration Station

Inspiration Station at Harvey's Hideaway Haven is designed to uplift your spirit and ignite your inner drive. You will 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 Pikeville Medical Center, Upike and The Appalachian Wireless arena!

Guest favorite
A vibrant mural depicting mountains and a sun creates a striking backdrop. A cozy seating area is featured in front, with a teal couch contrasted against a wooden floor. A stylish lamp adds a touch of warmth to the space.
Vacation home in Prestonsburg
4.96 out of 5 average rating, 182 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.

Superhost
A charming cabin exterior is presented, featuring rustic wooden siding and a dark metal roof. A spacious front porch is accessible by steps, flanked by sturdy wooden railings. Surrounding grassy areas are visible, contributing to the natural setting of the cabin.
Cabin in Vest
4.91 out of 5 average rating, 102 reviews

Deer Run Cabin (1) near Mine Made Adventure Park

A cabin located on private property next to ATV Training Center at the Mine Made Adventure park in Knott Co, Ky. This is the perfect weekend getaway with access to over a 1,000 miles of ATV and UTV trails. You will be able to experience all the beauty located in the mountains of Eastern Kentucky.

Guest favorite
A grand facade of the home is showcased under a clear blue sky, featuring a large arched entrance framed by elegant landscaping. A decorative bronze fountain stands prominently in the foreground, surrounded by a neatly paved driveway that leads to the entrance.
Home in Prestonsburg
5 out of 5 average rating, 15 reviews

Mountain Manor Luxury Estate

Our fabulous Mountaintop get-away (now under new management) is nestled on nearly 2 acres atop Stonecrest Golf Course. This sprawling property is perfect for family gatherings, receptions, bonding retreats, and more – we’ve even had weddings!

Popular amenities for Prestonsburg vacation rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Floyd County
  5. Prestonsburg