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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Guest favourite
A well-maintained golf course is visible, featuring a green with a flag positioned at the hole. Lush, rolling hills provide a scenic backdrop, framed by trees. Pathways and a nearby building with a porch are discernible in the distance, creating an inviting landscape.
Cottage in Breaks
4.9 out of 5 average rating, 87 reviews

Cozy Mountain Cottage Overlooking Golf Course

Slow down with the whole family in true Southern fashion at our cozy country cottage located in a rural mountain community. This three bedroom, two bath home overlooks Willowbrook public golf course and is just mintues from Breaks Interstate Park, home of "the Grand Canyon of the South." Local attractions include hiking and ATV trails, kayaking/white water rafting, ziplining, water park, picnic shelters, playgrounds & more! Winter guests are likely to encounter majestic views of wild elk grazing

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
4.9 out of 5 average rating, 62 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

Guest favourite
The bedroom features two queen beds with plush green bedding, complemented by decorative pillows. A soft ambiance is created by a bedside lamp. A wall shelf holds personal items, and artwork of a scenic landscape is displayed above the beds.
Flat in Haysi
4.9 out of 5 average rating, 20 reviews

Russel Fork Riverside Lofts

Located along the Russel Fork River, our beautiful loft will have you surrounded by nature. With 2 queen beds, 4 recliners and a fire place, your family can comfortably enjoy their stay. The loft is nestled closely away from mountain trails, camping, fishing, and Spearhead Trails! Fun-filled afternoons await you nearby at the Breaks Interstate Park, where you can hike, swim, zip line, and much more! If you’d rather relax by the water, the Dam offers beautiful views and a marina for any boaters.

Guest favourite
A single-story wooden home with a green metal roof is shown, accompanied by a covered parking area. The front yard is grassy and well-maintained, bordered by trees. A truck is parked nearby, illustrating convenient access to the property.
Home in Matewan
4.91 out of 5 average rating, 34 reviews

The Mate Creek House

Our home is located in front of the Devil Anse, Hatfield and McCoy trail 59.Across from The Devils Backbone Resort.Direct access to the Devil Anse,Buffalo, and the Rockhouse Trail systems.We have all the comforts of home, central air,fully furnished kitchen,comfortable living room with Cable network and Wi-Fi,we provide all the bed and bath linens,Washer and dryer, charcoal grill,and outside chairs for setting around the fire.We can accommodate 1-9 guest.3 Bedroom,2 Full Baths. Ample parking.

Superhost
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
4.89 out of 5 average rating, 57 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 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
4.97 out of 5 average rating, 131 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, 15 reviews

River View- Matewan - 1 mi to trail - easy parking

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
Home in Elkhorn City
4.85 out of 5 average rating, 261 reviews

The Alma Potter House

Family friendly, small fenced in area. 2 BR/bath upstairs, 2 BR/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: Breaks Interstate Park, Hillbilly Trail System, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., KY Whitewater Rafting. Pike Co Tourism webpage.

Superhost
A spacious living area features a plaid sectional sofa adorned with red accent pillows. A rustic wooden coffee table is positioned in the center. Two lamps stand on either side, providing additional lighting, beside a doorway that leads to other areas of the apartment.
Flat in Pikeville
4.9 out of 5 average rating, 245 reviews

Sweet Dreams

* If you book for 7 days or more, you will receive a 20% discount off your stay. If you’re in town on business, to visit family or just traveling through, this 2ND FLOOR APT is perfect for you. Enjoy a full kitchen & onsite laundry facility. You’ll get a good nights sleep in a quiet space, on high quality mattresses. We are conveniently located just down the street from a Food City. We have a work desk & free WIFI. We’re just a 5 minute drive from downtown Pikeville.

Superhost
Flat in Pikeville
4.83 out of 5 average rating, 12 reviews

The Loft at Caney Creek

Welcome to your newly renovated, cozy 2nd-floor studio . This comfortable hideaway offers the perfect blend of relaxation and convenience, making it ideal for travelers, trail riders, workers, and weekend explorers. Prime location right off US Hwy 23 South — just 15 minutes from Pikeville for dining, shopping, events, and hospitals and only 2 miles from the Hillbilly Hills trail entrance in Dorton, KY.

Top guest favourite
Guest suite in Elkhorn City
5 out of 5 average rating, 42 reviews

Driftwood Studio Cottage Hot Tub | Pet Friendly

Driftwood Studio Cottage is your basecamp for adventure. A small, private studio located on a multi-family property along the Russell Fork River in downtown Elkhorn City. Start your mornings with coffee on the deck as the river rushes by, spend your days chasing adventure in the mountains, and end your evenings soaking in the hot tub with the water just below.

Guest favourite
Cabin in Delbarton
5 out of 5 average rating, 6 reviews

Cabin 1 “The Quack Shack”

Cabin 1 is centrally located between multiple trailheads Buffalo Mountain being the closest at only 1.6 miles away. This cabin has a spacious floor plan layout. The cabin theme is sawing logs. It has 3 king size beds with a pull out sofa. The cabin sets at the edge of the property with a wrap around porch giving an open view while enjoying morning coffee.

Popular amenities for Pike County holiday rentals

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