Family-friendly 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

Kitchen · Family · Barbecue

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!

Family · Kitchen · Parking

Lil’ Owls Hideout

Located in Chattaroy, WV., Outside of Williamson, WV. 25 Mins from Matewan, WV. We are about 4.4 miles from the Buffalo Mountain Trail Head, access to Buffalo Moutain Trail 10 (WV Swing Overlook) is about 3.5 Miles away & Trail 12 about 3 Miles. About 2 Miles from Outlaw trails. Access to Devil Anse & Rockhouse Trails. The closest gas station is less than 3 miles away, who sells Hatfield & McCoy Trail passes. We are less than 5 Miles away from Shopping, Restaurants, & additional Gas Stations.

Indoor spaces · Kitchen · Check-in

Miss Piggy’s Farmhouse HMT Trailhouse Rental

Peacefully located between Buffalo Mountain Trail and Devil Anse Trail at Varney, WV. Newly Renovated, Farmhouse Style, very clean, spacious. Backyard -porch, Outdoor Firepit, Blackstone Grill Front yard - large lighted porch w/ dining area Bedroom 1 - King Bed with Masterbath Bedroom 2- Queen Bed Bedroom 3 - Queen Beds 2nd Bathroom - Full Bathroom Living Room 1- Sofa Living Room 2- Sofa bed w/ 2- twin beds Washer & Dryer Full Kitchen Keurig ,Stove,Oven,Microwave, Toaster, Dishwasher

Indoor spaces · Family · Barbecue

Devil Anse Mud Lodge

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 1-12 guest.3 Bedroom,2 Full Baths. Ample parking

Kitchen · Bathroom · Getting around

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.

Kitchen · River · Cleanliness

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.

Indoor spaces · Family · Accuracy

The Red Dog Cottage In The Woods w/ Hot Tub

Private parking with a 30ft covered 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 covered hot tub; covered dining back porch. Large fire pit area with dried fire wood. Large 12ft x 12ft outdoor hammock behind fire pit. Park Series charcoal grill outside.

Indoor spaces · Family · Outdoor spaces

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

Indoor spaces · Kitchen · Backyard

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!

Family · Kitchen · Bathroom

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!

Family · Kitchen · Access

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.

Indoor spaces · Kitchen · TV