Holiday rentals in Pike County

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Top-rated holiday rentals in Pike County

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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
4.91 out of 5 average rating, 45 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
A spacious living and dining area features a wooden dining table surrounded by six chairs. A comfortable sofa and two armchairs are arranged for relaxation. Natural light streams in through large windows, highlighting the country-themed decor and the welcoming ambiance of the room.
Cabin in Williamson
5 out of 5 average rating, 35 reviews

Trail Riders Retreat with private in-ground pool

If you’re looking for a place to relax and unwind on either a huge front porch or a cool, cozy secluded back porch after a long day on the Hatfield – McCoy Trails, you’ve found the perfect place. With a constant cool, mountain breeze and the sounds of nature, you’re sure to enjoy your stay here at Trail Riders Retreat located in Lick Creek, Williamson, WV. This house is conveniently located within 3.5 miles of shopping and dining and is approximately 1.5 miles from #26 trail entrance. Pool Open!

Guest favourite
The compact kitchen area features modern shelving with a variety of kitchen essentials, including a microwave, coffee maker, and utensils. A wooden countertop provides workspace, while a sink is positioned beneath a welcoming sign. A bathroom area is visible in the background.
Tiny home in Pikeville
4.96 out of 5 average rating, 46 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 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
4.93 out of 5 average rating, 132 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
Guest suite in Haysi
5 out of 5 average rating, 21 reviews

Private Guest Suite • 1–3 BR • 1 BA • 1-6 Guests

Private Quarters: Exclusive Guest Bathroom, Fiber Internet via Guest WiFi, 3 Comfy Queen Bedrooms & 3 Smart TVs. Flannagan Lodge is a single reservation, one person or, up to six (3 doubles) in your group. Each lockable bedroom has a queen bed for up to 2 guests per room as needed for travelling together in a group, or solo for one bedroom only. For single occupancy per room, ask or inquire. Mid-Term Stays available for Travel workers, Students, as available. Simply ask or send inquiry.

Guest favourite
A cozy living area features a teal sofa and a patterned armchair. A circular wooden coffee table is centered on a colorful area rug. Two windows allow natural light, while floral artwork is displayed on the wall above the sofa.
Flat in Pikeville
4.92 out of 5 average rating, 193 reviews

Big Blue House Apt 1

We are located in downtown Pikeville, within a very short walk to Pikeville Medical Center and UPike. Enjoy the conveniences of a full kitchen and a quiet area where you can expect a peaceful night's sleep on a quality mattress. There is one queen bed and also a twin rollout bed. Street parking is available in front of the house only. (Please don’t park in the driveway or block it.) We have door code entry so there's no need to hassle with keys. We have a smartTV (no cable) and free Wifi.

Guest favourite
Home in Elkhorn City
4.84 out of 5 average rating, 254 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 favourite
The living room features a cozy arrangement with two gray sofas and a wooden coffee table at the center. A decorative fireplace with a mirror above serves as a focal point, complemented by natural light from a large window with sheer curtains.
Home in Elkhorn City
4.94 out of 5 average rating, 33 reviews

Charming 5BR Near Breaks < 10 min

Welcome the "The Holly House." This mid century modern home has been upgraded with your comfort in mind. Whether you're enjoying a quiet moment outside, gathered with friends and family in the living room, or enjoying a movie in the game room there is something here for everyone. We are conveniently located near the Breaks Interstate Park. Simply take a 5 minute drive to access hiking trails, kayaking, live theatre, a water park, horse back riding, rock climbing, fishing and zip lining.

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
4.98 out of 5 average rating, 116 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.

Guest favourite
A large covered deck showcases wooden flooring and a railing. Several seating options are arranged in pairs, alongside a wooden table set for dining. Lush greenery is visible in the background, enhancing the serene river view. Natural light provides a warm, inviting ambiance.
Home in Matewan
5 out of 5 average rating, 10 reviews

River View- Easy Parking for Trail Riders

Enjoy gorgeous views of the Tug River from a HUGE covered deck & relax at this peaceful getaway. Located just 1 mile from the Devil Anse trailhead of the Hatfield & McCoy Trail system (Buffalo & Rockhouse, WV/KY Outlaw trails access) and downtown Matewan. Kitchen with full-size fridge, microwave, coffee pot & grill (No stove). Washer & dryer. All linens provided. Flat ground parking for your truck & trailer is available. Sleeps up to 6. Neighboring properties available for large groups.

Guest favourite
A cozy seating arrangement is presented with two light-toned sofas, complemented by decorative cushions. A round table is positioned between them, enhancing the living space. The room features soft lighting, a mirrored reflection of the bedroom area, and a door leading to another room.
Flat in Stanville
5 out of 5 average rating, 9 reviews

Cozy Studio

Welcome to your perfect home away from home! This 1-bedroom, 1-bath rental is designed for comfort and convenience, featuring a fully equipped kitchen to prepare your favorite meals, an in-unit washer and dryer for easy laundry, and Wi-Fi and a TV for entertainment and relaxation. Enjoy a peaceful stay with the privacy of your own driveway, making parking hassle-free. Whether you’re here for work or leisure, this cozy space has everything you need for a stress-free and enjoyable stay.

Guest favourite
A two-story cabin structure is shown with a sloped roof and multiple balconies. The exterior highlights natural wood and a combination of materials, while the clear blue sky enhances the scene. The surrounding landscape is not visible, focusing attention on the architectural details.
Cabin in Delbarton
4.91 out of 5 average rating, 11 reviews

Cabin 6 @ THE ROCK 3 Bedroom 5 Beds Sleeps 9

THE ROCK located at Buffalo Mountain Point puts you in the heart of the town of Delbarton, WV . After a long day on the trails you can enjoy a short ride back to relax outback by the cozy fire-pit, chill on the entry level porch while overlooking the peaceful streams and landscape of the mountains or escape from it all on the basement level patio (hot tubs coming soon) . The location, flexibility and convenience of these Newly Built Cabins will not disappoint.

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