Holiday rentals in Pike County

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Top-rated holiday rentals in Pike County

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

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Top guest favourite
A spacious country house is set against a backdrop of wooded hills, characterized by a stone and wood exterior. Large windows are featured prominently, allowing natural light to fill the interior. The well-maintained lawn is bordered by subtle landscaping elements.
Guest house in Grundy
4.88 out of 5 average rating, 33 reviews

Your Private Mountain Retreat Awaits!

Welcome to a completely private secondary unit in the heart of the Appalachian Mountains. Located just 20 min from the Southern Gap Trailhead and 40 min from the Breaks Interstate Park. This is not a shared home. You’ll enjoy total privacy and full access to every part of the unit. Whether you’re here to explore the park,hike scenic trails, or simply relax in nature,our peaceful and private space offers the comfort and privacy you need. Book your stay and experience the beauty of the mountains

Top guest favourite
The living area features a spacious sofa, wood coffee table, and an electric fireplace. A dining table for four is visible, along with a kitchenette that includes a refrigerator. Lighting is provided by a ceiling fan and a nearby table lamp.
Flat in Belfry
4.98 out of 5 average rating, 60 reviews

Ridge Runners Suite #1

This is a 1 bed/1 ba suite with a queen bedroom. (Also see listings for #2, #3 & #4). Kitchenette with coffee bar, microwave, fridge, plates, glasses, silverware, etc, & table for 4. Bathroom with shower, towels, shampoo & soap. Living room with queen pull-out couch, sofa table, electric fireplace, & TV. Easy parking! Just off Route 119 on flat ground. Mountain views yet within walking distance of groceries, banks, a mall, & restaurants. Comfort, cleanliness, charm, & convenience!

Guest favourite
The kitchen features a spacious island with four cushioned stools, modern pendant lighting, and a distinctive SMEG fridge. Clean countertops offer ample prep space, while stylish green tile backsplashes add a chic touch. The area is well-lit and flows seamlessly into the living space.
Flat in Pikeville
4.94 out of 5 average rating, 117 reviews

Walk to dinner, UPIKE, hospital•3 Lux Bed• Balcony

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 favourite
Home in Elkhorn City
4.85 out of 5 average rating, 248 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 favourite
The exterior of the chalet features a two-story structure surrounded by lush greenery. A covered porch extends from the second level, and a staircase leads down to the landscaped yard. Pathways and railings create a welcoming access to the home.
Treehouse in Williamson
4.99 out of 5 average rating, 103 reviews

The Red Dog Chalet Couples Retreat w/ Hot Tub

Trailer access pull-thru private parking area with a beautiful lighted walking bridge that leads you to the chalet. A beautiful getaway with a spiral staircase leading you to the 2nd story covered porch with a wraparound walking deck. Large firepit area with dried fire wood. Large 12ft by 12ft hammock beside fire pit area. Two person copper tub; private outdoor shower; hot tub and large bed swing. Loft bedroom. Free WIFI. Park Series charcoal grill outside. Buffalo Mt trailhead 1/2 mile.

Superhost
A cozy living area includes a neutral-colored sofa with turquoise accent pillows and a soft area rug. Natural light enters through two windows with floral valances, illuminating the space. A small dining table with white chairs is visible in the background, enhancing comfort and functionality.
Tiny home in Forest Hills
4.83 out of 5 average rating, 18 reviews

Creekside Tiny Home w/Kitchen - Walk to Distillery

Little Cottage offers a comfortable space for a quick visit or a lingering stay to explore everything in the community from riding the Hatfield-McCoy Trails, fishing the Tug River, hiking to the West Virginia swing, or some peace and quiet in a safe and friendly neighborhood. Conveniently located near shopping, restaurants and just a few miles from a trailhead. Plan a visit to Pauley Hollow Distillery less than a half a mile from Little Cottage for real moonshine and Kentucky bourbon!

Guest favourite
Guest suite in Haysi
5 out of 5 average rating, 14 reviews

1–3 Queen Bedrooms •1 Private Bath • 1-6 People

Private Quarters: Exclusive Guest Bathroom, Fiber Internet over Guest WiFi, 3 Comfy Queen Beds & 3 Smart TVs. Each lockable bedroom has a queen bed for up to 2 guests as needed for friends travelling together in a party. Flannagan Lodge is a single reservation stay whether there is one person or up to six in your reservation. Amenities include: mini-fridge, microwave, ice maker, PRIMO hot/cold water with K-Cup coffee, toaster, Ninja Cooker(On Request), basic wares & more.

Guest favourite
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, 25 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!

Top guest favourite
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
4.96 out of 5 average rating, 132 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!

Guest favourite
Guest suite in Elkhorn City
5 out of 5 average rating, 30 reviews

Driftwood Studio Cottage on the Russell Fork River

Welcome to Driftwood Studio Cottage- a riverfront retreat in the heart of Elkhorn City. Our studio is located on our 103 year-old multi-family property. Just 10 minutes from the Breaks Interstate Park, you'll be perfectly placed for hiking, kayaking, climbing, or just soaking up the Appalachian beauty. And now- we're pet friendly!

Guest favourite
A comfortable living area features two blue armchairs and a coordinated blue sofa, complemented by a rustic wooden coffee table. A stylish lamp illuminates the space, and artwork is displayed on the wall, all set against a rich wooden floor and a patterned area rug.
Flat in Jenkins
4.85 out of 5 average rating, 55 reviews

Wildcat Heights in Dorton, KY

Enjoy the comforts of home in this cozy second floor apartment. Having two bedrooms and one bath, washer/dryer and stocked kitchen, you will have everything you need to make this your home away from home. The location is great as it is and conveniently located in the Shelby valley area and just a short drive from Jenkins.

Superhost
A restful bedroom features a full-sized bed dressed in soft linens and a vibrant throw. Natural light floods the space through a window with blinds. A small desk and chair are present, alongside a mirror reflecting the room's bright, airy feel.
Flat in Pikeville
4.85 out of 5 average rating, 13 reviews

Convenient & Cozy | Free Laundry, Wi-Fi, & Parking

Welcome to your home away from home - the perfect blend of comfort, convenience, and style for the traveling professional or those seeking a long-term stay. Our newly furnished one-bedroom apartment offers a tranquil retreat with all the modern amenities you need to live, work, and relax.

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