Holiday rentals with outdoor seating in Pike County

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!

Private Suite 3 BR-1BA 1-6 Guests at Flannagan Dam

Relax in our private guest suite. Featuring a private entrance, deck, three separate queen bedrooms, & one exclusive guest bathroom. Double Occupancy up to 6 Guests or Single up to 3 Guests. One to Six, our rates scale competitively for our modern amenities, & service. Clean, comfortable beds, modern amenities, FREE Guest WiFi, Smart TVs, Trout fishing, Boating, Kayaking, ATV, Hiking trails, Breaks Interstate Park, & Dr. Ralph Stanley Museum, Birch Knob, The Mighty Russell Fork await you.

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!

Wood Hollow Hill Direct Access Coal Canyon Trail

Looking to visit the Appalachian Mountains? Wood Hollow Hills is the place to stay and here's a few suggestions for things to do while you're in town ⬇️ 1.) Coal Canyon Trail- Staying here gives you prime access to the trail.➡️Coal Canyon Trail has 127 miles over 5,600 acres with a balanced number of beginner, intermediate, and expert opportunities. Riders The Trail connects to the ATV friendly town of Grundy and has Visitor Center like no other with Southern Gap Outdoor Adventure Center.

Not Just Another Trail House

This is "Not Just Another Trail House”. This fully remodeled home is designed for riders that want more than a bunkhouse and prefer a more intimate setting like being in your own home. This home is less than a half mile to the Devil Anse trail head and 1 mile from downtown Matewan. Fix your meals in the stocked kitchen or on the Blackstone Griddle, or eat at one of Matewan's restaurants! This home is designed for a maximum 6 guests. Please request host approval for anything different.

The Carolyn House

The whole group will be comfortable in this spacious and unique space. Enjoy your stay at this 3 Bedroom 3.5 bath estate home located minutes from downtown Pikeville. You truly get the best of both worlds being so close to downtown but enjoying the privacy this space provides. No more than 8 guests are allowed on property unless approved by the host. Parties can be approved with a fee. Pool is currently unavailable for use Stairs are necessary to access upper level and laundry.

The Red Dog Cottage In The Woods w/ Hot Tub

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

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.