Family-friendly vacation rentals in Pike County

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Top-rated family-friendly rentals in Pike County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living and dining area features a wooden dining table surrounded by six chairs. A comfortable sofa and two armchairs are arranged for relaxation. Natural light streams in through large windows, highlighting the country-themed decor and the welcoming ambiance of the room.
Cabin in Williamson
4.98 out of 5 average rating, 41 reviews

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!

Guest favorite
The bedroom features two queen beds with plush green bedding, complemented by decorative pillows. A soft ambiance is created by a bedside lamp. A wall shelf holds personal items, and artwork of a scenic landscape is displayed above the beds.
Apartment in Haysi
4.89 out of 5 average rating, 19 reviews

Russel Fork Riverside Lofts

Located along the Russel Fork River, our beautiful loft will have you surrounded by nature. With 2 queen beds, 4 recliners and a fire place, your family can comfortably enjoy their stay. The loft is nestled closely away from mountain trails, camping, fishing, and Spearhead Trails! Fun-filled afternoons await you nearby at the Breaks Interstate Park, where you can hike, swim, zip line, and much more! If you’d rather relax by the water, the Dam offers beautiful views and a marina for any boaters.

Guest favorite
The exterior of the cabin is illuminated by warm lighting, showcasing a wooden porch with multiple colorful chairs. Gravel pathways lead to the entrance, framed by natural greenery and mountainous scenery in the background.
Cabin in Matewan
4.95 out of 5 average rating, 40 reviews

Sully's Cabin 1

Sully's Cabin 1 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
The compact kitchen area features modern shelving with a variety of kitchen essentials, including a microwave, coffee maker, and utensils. A wooden countertop provides workspace, while a sink is positioned beneath a welcoming sign. A bathroom area is visible in the background.
Tiny home in Pikeville
4.89 out of 5 average rating, 57 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!

Top guest favorite
Home in Williamson
4.96 out of 5 average rating, 26 reviews

Rosie's Roadhouse-Cabin at Billy Goat Mtn. Village

The absolute CLOSEST lodging to the Buffalo Mountain Trailhead at the heart of the Hatfield-McCoy Trail System. Perfect for anyone looking for an "Appalachian experience" in a beautiful and unique cabin. Get muddy by day and enjoy luxury by night. Comfy beds, the softest linens, fully stocked kitchen with Keurig and ice maker, fire pit, outdoor grills, corn hole, vintage arcade games, DirecTV, fireplace, laundry, FREE WIFI, GREAT cell service, PLENTY of parking, touch pad door locks.

Guest favorite
Home in Elkhorn City
4.85 out of 5 average rating, 260 reviews

The Alma Potter House

Family friendly, small fenced in area. 2 BR/bath upstairs, 2 BR/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: Breaks Interstate Park, Hillbilly Trail System, City of Elkhorn City Events, Southern Gap Adventure Trails, Arts Collaborative Theatre Inc., KY Whitewater Rafting. Pike Co Tourism webpage.

Top guest favorite
An aerial view of a ranch-style house with wood siding, surrounded by a large yard and featuring an in-ground pool. The property includes manicured landscaping and a private setting against a hillside, showcasing ample outdoor space for relaxation and activities.
Home in McCarr
4.98 out of 5 average rating, 140 reviews

God's Country

Property is a ranch style house with wood siding, nestled against a hillside with a private setting. This property offers a large yard with a in-ground pool as well as a large front porch. There are two patio areas in the back with a built in grill station and a fire-pit to enjoy on those cool evenings. The house boasts six bedrooms, open concept living room, kitchen, and dining room area with gas fireplace, and large family room.Please enter the correct number of guest

Top guest favorite
The cottage stands nestled among trees, with a welcoming exterior illuminated by soft lighting at dusk. A well-kept walkway leads to double glass doors framed by inviting outdoor seating areas, creating an accessible entry point to the home.
Place to stay in Williamson
4.99 out of 5 average rating, 117 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.

Guest favorite
The spacious bedroom features two queen beds adorned with vibrant red bedding and decorative pillows. Soft neutral walls create a calming atmosphere, while framed artwork adds visual interest. A bedside lamp provides additional lighting, enhancing the inviting feel of the room.
Apartment in Pikeville
4.98 out of 5 average rating, 48 reviews

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

**Ideal Retreat for Professionals: Cozy 2 Bed near Pikeville Medical Center & UPike** Welcome to our stylish and comfortable one-bedroom apartment, thoughtfully designed with traveling professionals in mind! Our newly furnished and recently remodeled space boasts two queen beds with memory foam mattresses, ensuring a restful night's sleep after a busy day at work.

Superhost
The living area features a sectional sofa adorned with decorative pillows, positioned near a wooden coffee table. Natural light enters through a large window, highlighting the exposed wooden beams and rustic décor. A dining area with a wooden table and chairs is visible in the background.
Cabin in Pikeville
4.91 out of 5 average rating, 35 reviews

Coal Miner’s Daughter Cabin | Boutique Hotel Suite

A premier property for travelers and locals seeking an authentic Appalachian experience; guests are immersed in rustic textiles, art inspired by nature, and nostalgic nods to favorite household goods from times past in this fully furnished unit; we celebrate the appalachian outdoors through a mashup of summer camp and ski lodge theming year round.

Guest favorite
A dining area features a wooden table surrounded by six chairs, arranged for family meals. A white refrigerator and an oven are situated alongside wooden cabinetry, with a coffee maker and other appliances on the countertop. Natural light filters through a window, partially covered by light curtains.
Home in Belfry
4.96 out of 5 average rating, 53 reviews

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!

Guest favorite
The bedroom features a large wooden bed framed with a blue bedspread. Natural light enters through the open door leading to another room. A dresser and nightstand complement the space, and a ceiling fan adds functionality to the cozy setting.
Apartment in Harold
4.92 out of 5 average rating, 12 reviews

Spacious 3 Bedroom Apartment in Harold

Location, Location, Location! Spacious three bedroom apartment conveniently located off of US Highway 23. Enjoy the two living spaces and large bedrooms for your whole group to enjoy and feel at home. Property is 15 minutes to Pikeville City Limits and 20 minutes to Prestonsburg.

Popular amenities for Pike County family-friendly rentals