Vacation rentals in Pike County

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Top-rated vacation 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.
Guesthouse 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 homes 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.
Apartment 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
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
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
The exterior of a historical building is displayed, featuring a textured stone facade painted in light colors. Two distinct entryways are identified by signs labeled 'LOCK-UP 1908' and 'CITY HALL.' Large windows alongside the doors allow natural light into the space.
Place to stay in Matewan
5 out of 5 average rating, 13 reviews

Historical Matewan Lockup

The Historical Lockup & City Hall is situated in one of West Virginia's most storied towns, Matewan. The property boasts convenient access to the renowned Hatfield-McCoy Trail system; with shops, restaurants, and other local attractions within walking distance. The Historical Matewan Lockup & City Hall comfortably accommodates 4 guests with 2 beds, 1 bathroom, and a kitchenette. Book today to experience one of West Virginia's most unique overnight accommodation offerings.

Top guest favourite
An aerial view of a ranch-style house with wood siding, surrounded by a large yard and featuring an in-ground pool. The property includes manicured landscaping and a private setting against a hillside, showcasing ample outdoor space for relaxation and activities.
Home in McCarr
4.98 out of 5 average rating, 133 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

Top guest favourite
The cottage stands nestled among trees, with a welcoming exterior illuminated by soft lighting at dusk. A well-kept walkway leads to double glass doors framed by inviting outdoor seating areas, creating an accessible entry point to the home.
Place to stay in Williamson
4.99 out of 5 average rating, 108 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft walking bridge overlooking a water stream to lead you to the cottage. Queen bedroom downstairs; spiral staircase takes you to your loft queen bedroom; one full bath; full kitchen; TV/WIFI; indoor loft hammock; wrap around covered porch; tree covered outdoor shower area with hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock beside fire pit. Park Series charcoal grill outside.

Guest favourite
A two-story house features a covered porch with a railing, spanning the front. Clusters of trees are visible in the background, and a grassy area is situated below. A white picket fence and gravel driveway form the property's boundary.
Home in Williamson
4.97 out of 5 average rating, 31 reviews

The Mountain Mama

If you’re looking for plenty of space then look no further. Sleeps 10-12 guests. 7 beds total, 3 full BR, 2 full beds in open area downstairs and an additional full in open space upstairs. Downstairs bar/game room with kitchen, bathroom and pool table: Blackstone grill & fire pit for your downtime. No trailering. 3.6 miles to HMT Williamson connector and 5 miles to Buffalo Mountain. Groceries, fuel, parts, dining and shopping all within a few miles.

Guest favourite
A single-story home is nestled against a lush hillside, featuring a light exterior and a covered porch. The grassy area in front is expansive, providing ample outdoor space. Natural surroundings are visible, enhancing the serene atmosphere of this mountain retreat.
Home in Jenkins
4.97 out of 5 average rating, 30 reviews

Mountain Escape

Kick back and relax in this calm, stylish home. Come and relax in this 3 bedroom mountain family charm nestled in the hills of Eastern Kentucky. Pretend you are lost in an enchanted forest as you perch on a log or curl up on the front porch swing. Soak in the tub, then fall asleep in one of the three comfortable beds. When you wake up, the coffee machine awaits.

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