Vacation rentals in Pike County

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Top-rated vacation rentals in Pike County

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Superhost

The exterior door is shown in a sleek black finish featuring a simple six-panel design. A keypad lock is visible beside the door handle, facilitating keyless entry. The image captures the clean lines and modern aesthetic of the entryway.

Home in Pikeville

4.81 out of 5 average rating, 129 reviews

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.

Guest favorite

A wooden deck features a seating area with five bar stools arranged around a rectangular table. The table includes decorative elements and a warm ambiance is enhanced by a lantern placed nearby. Lush green surroundings are visible beyond the deck.

Guest suite in Haysi

5 out of 5 average rating, 8 reviews

Private 3 Bed-1Bath 1-6 Guests near Flannagan Dam

Relax in this calm, stylish Home. Our exclusive guest suite let's you start your day in the great outdoors of Virginia's Baby. Featuring a private entrance, private quarters of three bedrooms and one private bathroom exclusivity for your group. Double Occupancy for up to 6 Guests or if Single Occupancy for 3 Guests total. You must enter the correct number of guests on your reservation to unlock more than one bedroom. Modern amenities, comfortable beds, & great fishing, right around the corner.

Top guest favorite

The exterior of the cabin is captured in the twilight, adorned with string lights that cast a soft glow. A concrete patio is visible, leading to the entrance, with a bench and two trash bins nearby. Surrounding hills are partially visible in the background.

Cabin in Matewan

5 out of 5 average rating, 25 reviews

Sully's Cabin 2

Sully's Cabin 2 is built and furnished as a small home. Designed for couples, small families, or friends who want a smaller space but don't want to sacrifice luxury with their stay. Come off the trails and in 2 minutes you are back at your luxury cabin that offers the amenities of a full home. Fix meals in the fully stocked kitchen, or Blackstone Griddle, then relax on the front porch, or back patio by the fire pit, or just watch some TV. Max 4 guests, rent both cabins if you need added space.

Superhost

A bathroom features natural wood paneling that enhances its rustic charm. A glass-enclosed shower and a white toilet are positioned on tiled flooring. Two black mats are placed beside the shower and toilet, and a white towel hangs on the wall.

Home in Sarah Ann

5 out of 5 average rating, 4 reviews

Mama Bear's Den - perfect location for the trails!

Mama Bears Den is the Perfect Location to Visit the Hatfield and McCoy Trails offering access to not only one but two different trail systems (Devil Anse & Rockhouse) within a mile of the property! Devil Anse connects with a Third trial system (Buffalo) offering days of trials with no need to trailer to other locations! Relax on the porch or by the fire pits while cooking on the grills by a scenic creek! While here visit the gravesite or museum of Devil Anse, just a short walking distance away.

Top guest favorite

Tiny home in Pikeville

5 out of 5 average rating, 23 reviews

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!

Guest favorite

A wooden deck is accessed via a set of newly built stairs, bordered by black railings. The deck is positioned alongside a brick building, overlooking a nearby street with a backdrop of hills. Clear views of the neighborhood and the street are provided.

Apartment in Pikeville

4.93 out of 5 average rating, 104 reviews

Shhh! Wild & Funky Eccentric Privy!

Upstairs-The Eccentric Privy is the best of the best worlds. Retro, glam & quirky! You’ll obsess over the thought put into each room & even get some inspiration. Extra amenities include… Outdoor deck Quartz Countertops Luxury tile SMEG fridge Smart thermostat Bathroom Bluetooth speaker USB outlet in each room Soft close doors & drawers in kitchen & bathroom 550 TC cotton bed sheets and pillow covers Allergy defense, antimocrobial pillow protectors Tankless water heater for endless hot water

Top guest favorite

Home in Vansant

4.96 out of 5 average rating, 57 reviews

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.

Guest favorite

A functional kitchen area features wood cabinetry and white countertops. Appliances include an oven, refrigerator, coffee maker, toaster, and microwave. A textured area rug adds warmth to the space. Ample cabinet storage is available, contributing to an organized setting for meal preparation.

Home in Elkhorn City

4.85 out of 5 average rating, 233 reviews

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.

Guest favorite

A gentle waterfall cascades down a rocky surface, surrounded by lush greenery and natural vegetation. The water flows over smooth stones, creating a serene and tranquil atmosphere amidst the rustic landscape.

Home in Pikeville

4.86 out of 5 average rating, 50 reviews

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.

Top guest favorite

A charming cottage is nestled among trees, showcasing a welcoming porch with chairs and potted plants. A well-maintained lawn leads to a cozy seating area featuring several wooden chairs, set against a backdrop of lush greenery. The structure features a sloped roof and decorative accents.

Place to stay in Williamson

4.99 out of 5 average rating, 86 reviews

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.

Top guest favorite

A rustic cabin with a wooden exterior is surrounded by lush greenery. A covered porch with seating is visible, alongside a picnic table on a stone pathway. The metal roof adds a contrasting touch to the natural setting.

Cabin in Grundy

4.97 out of 5 average rating, 121 reviews

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!

Top guest favorite

A panoramic view from a lookout point displays rolling hills and a valley below, with layered terrain visible along the horizon. A well-maintained walkway leads to a fenced observation area, offering scenic views of the surrounding landscape under a partly cloudy sky.

Townhouse in Pikeville

4.98 out of 5 average rating, 65 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Pike County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pike County

Guest favorite

The image captures a serene backyard scene framed by a decorative structure. Lush green grass complements a variety of trees, including vibrant red maple trees. A clear blue sky and gentle sunlight enhance the inviting outdoor space surrounded by nature.

Home in Pikeville

5 out of 5 average rating, 19 reviews

Home Place at Pikeville

RebeccaRating, 5 stars3 months ago

This was a great place to stay while we visited the area for work. With the recent flooding, hotels and rental houses were hard to find. This was great option for us.

Superhost

A wooden bridge extends across a small creek, surrounded by lush greenery and dense trees. Sunlight filters through the leaves, enhancing the natural setting of the path leading into the woods.

Hotel room in Breaks

4.88 out of 5 average rating, 8 reviews

Gateway to the Breaks - Upstairs Deluxe King

LeeRating, 5 stars4 months ago

Had a great stay! Check-in was quick, staff were friendly and we felt welcomed. WiFi was spotty, being the furthest room from the connection point, but we planned to have limited service anyway, as the point of our trip was to ‘get away’. Scenery was beautiful, motel was quiet and they welcomed our dog. Bathroom was dated but again, this ain’t the Ritz. Would stay again!

Guest favorite

An inviting entryway is framed by exposed brick walls and illuminated by elegant light fixtures. A circular dining table with white chairs is visible, along with dark cabinetry and decorative plants that enhance the welcoming space.

Apartment in Pikeville

4.93 out of 5 average rating, 152 reviews

The Bear’s Den

JoanRating, 5 stars6 days ago

Everything was wonder except directions for parking. Coming from another city, if you park in the wrong location, you get ticketed. Be specific as to where to park

A scenic view of rolling hills and dense forest illuminated by soft sunlight. Wispy clouds drift over the landscape, creating a serene atmosphere. The vibrant autumn foliage is visible, showcasing shades of green, yellow, and red along the mountainside.

Guesthouse in Grundy

4.83 out of 5 average rating, 6 reviews

Your Private Mountain Retreat Awaits!

StevenRating, 5 stars1 week ago

I needed an affordable, pet friendly place somewhere relaxing but that still had WiFi so I could get some work done. This needed up being perfect. The hosts were very responsive and helpful both over the app and in person.

Guest favorite

Two horses stand in a grassy area beside a road, with a rocky hillside in the background. One horse is brown with white patches, while the other is solid brown. A third black horse is visible in the distance.

Home in Delbarton

5 out of 5 average rating, 5 reviews

Work hard play hard

KellyRating, 5 stars1 month ago

Clean and comfy house to stay in while riding trails. Host is always very responsive and very easy to work with.

Guest favorite

Home in Williamson

4.91 out of 5 average rating, 57 reviews

Samuel’s Hilltop ATV Lodging, LLC

BrianaRating, 5 stars2 weeks ago

I stayed for three weeks to do some work in the area. My co-worker and I enjoyed the easy access to Williamson. The home was even more spacious than the photos could show. The home was well stocked for our long stay and very clean. The beds were so comfy! Roger was a very friendly and gracious host. He was right next door when we had questions but he was also very responsive to messages. As an added amenity, he has a young Pyrenees who greeted us every morning and was the absolute sweetest! When we return for more work, we hope to stay here again!