Holiday rentals in Pike County

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

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

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.

The Red Dog Chalet Couples Retreat w/ Hot Tub

Private parking area with a beautiful covered walking bridge that leads you to the beautiful getaway with a spiral staircase taking you to the 2nd story covered porch areas with a wraparound walking deck. Queen size loft bed. Kitchenette area on main floor. TV/WIFI. Enjoy the two person copper tub. Under the chalet, there is the private outdoor shower; hot tub and bed swing. Large firepit area with fire wood. Large 12ft x 12ft hammock behind fire pit area. Park Series charcoal grill outside.

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.

The Hilltop House

The Hilltop House is located less than a half mile from the Devil Anse trailhead and under 1 mile from downtown Matewan WV. This beautifully remodeled home (2023) is designed for riders that want more from where they stay, The Hilltop house has great privacy and beautiful views in addition to being packed with features both inside and out. This home is designed for a maximum of 6 guests, please do not book if you have more than 6 in your party without hosts prior approval.

* Large Coded Access Garage Area Included*

Discover your perfect getaway! The Decked Out Den is a 3-bed, 2-bath 1400sqft home with a detached 30'x30' garage to protect your machines from the weather. Enjoy ample parking, a spacious deck, and a cozy living room. Conveniently located near multiple trail access points, it’s just a short ride to Matewan or Delbarton—no need to trailer. Explore Buffalo, Devil's Anse, or Rockhouse trail systems. Book now for an adventure-filled stay with all the comforts of home!

Wild Horse Trail Lodge @ HMT

The Wild Horse Trail Lodge is conveniently located on the Tug Fork River. We are 7 miles from Matewan WV, Devils Anse Hatfield & McCoy trail heads. Directly across the street, you’ll find access to the KY Outlaw trails, home to many wild horse herds and miles of endless ATV trails. Inside the home you’ll find comfortable accommodations for 8 guests. On the rear of the house, is a 40ft deck over looking the river. Riding, Fishing, swimming, & more!

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!

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.

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.

Coal Miner’s Daughter Cabin | Boutique Hotel Suite

A premier property for travelers and locals seeking an authentic Appalachian experience; guests are immersed in rustic textiles, art inspired by nature, and nostalgic nods to favorite household goods from times past in this fully furnished unit; we celebrate the appalachian outdoors through a mashup of summer camp and ski lodge theming year round.