Vacation rentals with outdoor seating in Pike County

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!

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!

Ridge Runners Suite #1

This is a 1 bed/1 ba suite with a queen bedroom. (Also see listings for #2, #3 & #4). Kitchenette with coffee bar, microwave, fridge, plates, glasses, silverware, etc, & table for 4. Bathroom with shower, towels, shampoo & soap. Living room with queen pull-out couch, sofa table, electric fireplace, & TV. Easy parking! Just off Route 119 on flat ground. Mountain views yet within walking distance of groceries, banks, a mall, & restaurants. Comfort, cleanliness, charm, & convenience!

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.

1–3 Queen Bedrooms •1 Bath • Double Occupancy

Private Quarters: Exclusive Guest Bathroom, Fiber Internet over Guest WiFi, 3 Comfy Queen Beds & 3 Smart TVs. Each lockable bedroom has a queen bed for up to 2 guests. Rooms open by booking size: 1–2 guests → 1 bedroom 3–4 guests → 2 bedrooms 5–6 guests → 3 bedrooms If 3 guests prefer their own private bedroom, please book 5 guests. Amenities include: mini-fridge, microwave, ice maker, PRIMO hot/cold water with K-Cup coffee, toaster, Ninja Cooker(On Request), basic wares & more.

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.

Hoot Owl Hideaway ~ Direct Spearhead trail access!

Hoot Owl Hideaway is situated in scenic Southwest Virginia. It is ideal for ATV enthusiasts looking for a nightly or weekly cabin rental. You will be able to access Spearhead's Coal Canyon trail at the end of the driveway! It's the perfect place to return after an adventure filled day of trail-riding. A newly stocked catfish pond is also located on the property, so don’t forget your fishing poles!

Brick and Stone on Cedar Creek

Enjoy an elite townhome in an upscale neighborhood within city limits. A charming 3 bedroom, 2.5 bath end unit with walkability. Less than 3 miles from the University of Pikeville, Pikeville Hospital, and Appalachian Wireless Arena. Less than 2 miles from Bob Amos Park and the Pikeville Cut-Through Overlook Project. Come enjoy this beautiful gem.

Driftwood Studio Cottage on the Russell Fork River

Welcome to Driftwood Studio Cottage- a riverfront retreat in the heart of Elkhorn City. Our studio is located on our 103 year-old multi-family property. Just 10 minutes from the Breaks Interstate Park, you'll be perfectly placed for hiking, kayaking, climbing, or just soaking up the Appalachian beauty. And now- we're pet friendly!