Holiday houses in Pike County

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Top-rated holiday rentals in Pike County

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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.
Guesthouse in Grundy
4.9 out of 5 average rating, 39 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 well-appointed kitchen is highlighted by a chevron-patterned wooden countertop, complemented by four high-backed stools. Light wooden cabinetry and modern appliances are visible in the background, providing a functional and inviting space for meal preparation and dining.
Apartment in Haysi
5 out of 5 average rating, 12 reviews

Russell Fork River Lofts

Relax with the whole family at this peaceful and beautiful loft. If you are looking to explore the Breaks Interstate Park and the Crooked Road we would love to have you stay at our new renovated loft. This top floor loft features 1 bedroom with a queen bed and a queen sofa bed. A full kitchen and bathroom with shower tub combo with washer and dryer. The loft is 8 miles from the Breaks Interstate Park and is directly on the spearhead trail. Plenty of parking for all your vehicles and trailers.

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, 126 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
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.
Apartment in Pikeville
4.93 out of 5 average rating, 189 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.

Top Guest favourite
A dining area features a wooden table surrounded by six chairs, with a ceiling fan overhead. A flat-screen television is mounted on the wall, and a fireplace adds warmth. Natural light is provided by a nearby window, complemented by light curtains.
Home in Vansant
4.97 out of 5 average rating, 61 reviews

Wood Hollow Hill Direct Access Coal Canyon Trail

Looking to visit the Appalachian Mountains? Wood Hollow Hills is the place to stay and here's a few suggestions for things to do while you're in town ⬇️ 1.) Coal Canyon Trail- Staying here gives you prime access to the trail.➡️Coal Canyon Trail has 127 miles over 5,600 acres with a balanced number of beginner, intermediate, and expert opportunities. Riders The Trail connects to the ATV friendly town of Grundy and has Visitor Center like no other with Southern Gap Outdoor Adventure Center.

Guest favourite
Home in Elkhorn City
4.84 out of 5 average rating, 253 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
Apartment in McDowell
5 out of 5 average rating, 10 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 favourite
The kitchen area features wooden cabinetry and a long countertop with a sink and microwave. A two-burner stovetop is present, alongside a toaster and a coffee maker. Shelves display various utensils and glassware, while a trash can and high stool are positioned nearby.
Cabin in Pikeville
5 out of 5 average rating, 5 reviews

Wanderer’s Oasis

Wanderer's Oasis at Harvey's Hideaway Haven is a Boho-themed studio cabin retreat that features a Queen size bed! (280 sq ft of living space) 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, frogs 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
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, 104 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
Guest suite in Haysi
5 out of 5 average rating, 20 reviews

1–2 Queen Bedrooms •1 Private Bath • 1-4 People

Private Quarters: Exclusive Guest Bathroom, Fiber Internet over Guest WiFi, 2 Comfy Queen Beds & 2 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 four in your reservation. Mid-Term Stays available for Traveling workers, Students, etc. This listing is specifically for Short Term Stays up to 7 days.

Guest favourite
The spacious bedroom features two queen beds adorned with vibrant red bedding and decorative pillows. Soft neutral walls create a calming atmosphere, while framed artwork adds visual interest. A bedside lamp provides additional lighting, enhancing the inviting feel of the room.
Apartment in Pikeville
5 out of 5 average rating, 39 reviews

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

**Ideal Retreat for Professionals: Cozy 2 Bed near Pikeville Medical Center & UPike** Welcome to our stylish and comfortable one-bedroom apartment, thoughtfully designed with traveling professionals in mind! Our newly furnished and recently remodeled space boasts two queen beds with memory foam mattresses, ensuring a restful night's sleep after a busy day at work.

Top Guest favourite
Guest suite in Elkhorn City
5 out of 5 average rating, 34 reviews

Driftwood Studio Cottage - hot tub, pet friendly

Welcome to Driftwood Studio Cottage, a riverfront escape located on our 103-year-old multi-family property overlooking the Russell Fork River. Just 10 minutes from Breaks Interstate Park and 15 minutes from the Hillbilly Trail System, you’ll be perfectly positioned for outdoor adventure—or total relaxation. And yes, we’re now pet friendly!

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