Vacation 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

Private Guest Suite • 1–3 BR • 1 BA • 1-6 Guests

Private Guest Suite, single-reservation, for 1–6 guests, exclusive to your group. Includes 3 private queen bedrooms (2 guests per room double occupancy), 1 Exclusive Guest Bathroom, Fiber Internet via Guest WiFi, and 3 Smart TVs. K-Cup Coffee, Mini-Fridge, Microwave, Air Fryer, & Toaster. For Single Room Occupancy: +$25 (2 guests, 2 rooms, Book as 3 Guests) or +$50 (3 guests, 3 rooms, Book as 5 Guests). Mid-term stay rates (>30 days) for traveling workers and students available, just ask.

The Alma Potter House

Family friendly, small fenced in area. Two bedrooms/bath upstairs, 2 bedrooms/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 pages: Breaks Interstate Park, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., Kentucky Whitewater Rafting. Pike Co Tourism webpage.

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.

River View- Easy Parking for Trail Riders

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.

Wanderer’s Oasis

Wanderer's Oasis at Harvey's Hideaway Haven is a Boho-themed studio cabin retreat that features a Queen size bed! (280 sq ft of living space) 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, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena!

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.

Relaxing stay at Creekside Lodge

Wonderful, homey getaway beside flowing creek with little traffic, less than a mile from the Buffalo Mountain Trailhead. This is not just a place for trail riders but has been used by people attending family reunions and local festivals. Creekside Lodge is within the town limits of Delbarton where there are several restaurants, a small general store, and soon to open Dollar General. Trail riders will pass a local gas station on the way to the trail head.

Bourbon House

The prime place for outdoor enthusiasts. Minutes from the Hatfield McCoy trail systems, the Kentucky Hillbilly trail systems, kayaking and fishing in the tug fork river. Local amenities such as the mall, restaurants, gas stations and grocery stores. All of this helps to make your stay heavenly!

The Nook

Enjoy a stylish experience at this centrally-located place. Cozy one bedroom/one bath studio apartment with private parking. Centrally located in downtown Pikeville, KY. This unit is located on the second floor and is only accessible by stairs.

2 BD Home on US 23 - Harold KY

Welcome to your new home away from home in Harold KY! Enjoy easy access to everything with this charming abode directly off of US 23. Perfect location between PIkeville and Prestonsburg KY