Vacation rentals in Pike County

Living The Dream

*If you book for 7 days or more, you will receive a 20% discount off your stay. Our home is perfect for your visit in Pikeville, especially for a large group. Enjoy the complete home with 3 bedrooms, 2 full baths, a complete kitchen with dishwasher, & washer/dryer. You'll enjoy a good nights sleep in a quiet space on high quality mattresses. We are located just down the street from a Food City. We have free WIFI & a Smart TV (NO CABLE TV). We’re a short 5 minute drive from downtown Pikeville.

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!

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

3 bedroom house with ATV trail access.

This newly renovated house is located just minutes between the very popular Hatfield McCoy Trail heads for Buffalo Mountain and Devil Anse. The Dollar General grocery store is also located within 1 mile for all of your grocery needs. This entire house offers 3 bedrooms with 5 beds, full kitchen, living room, washer and dryer, bathroom, fire pit, ping pong table, outdoor grill, and free parking with room for a large trailer. Additional amenities include WiFi, TV, and a spacious backyard.

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.

Entire house Privately located 4 bedroom

Private 4 bedroom house equipped with full kitchen, (2) living spaces, dining, 2 full baths, laundry room, kitchenette downstair. Outdoor pavilion area with with charcoal and gas grill, corn hole and fire pit. Free WiFi. Ride straight to buffalo and devil anse trails less than a mile. Or downtown Williamson is 2 miles. 5 access points from house on ATV. Note this house is on a hill. Plenty of parking to hold 5-6 trucks. We have an overflow lot to accommodate oversized trailers if needed.

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.

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.

Mountain view country home

This stylish place to stay is perfect for group trips. This cozy country home is nestled on a hill, just walking distance from downtown Pikeville and the hospital. Lots of privacy with beautiful mountain views from a big front porch and a soothing waterfall can be seen after a nice rain from the upstairs screened in porch. Great for large groups or families. Walking distance to Appalachian wireless arena, UPIKE,Med ,Optometry, Nursing Schools, and Pikeville Medical Center.

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!

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.