Family-friendly holiday 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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Guest favourite
An open-concept living area features a cozy sofa adorned with decorative pillows. A dining table is positioned nearby, accompanied by chairs. Natural light filters through the window, illuminating the kitchen area, which includes a black refrigerator and wooden cabinetry.
Cabin in Haysi
5 out of 5 average rating, 5 reviews

Wood Hollow Hills Cozy Cabin near Ridgeview trail

**Unwind and Explore:** Wake up to the sounds of nature and spend your days exploring the nearby rivers, streams, and lakes. Whether you're an avid fisherman, hiker, or hunter, this cabin is your gateway to outdoor adventure. Enjoy a day of fishing in trophy trout streams, boating on the lake, or hiking through scenic trails. **Nearby Attractions:** -Southern Gap Adventure -Haysi Ridgeview ATV Trail -Coal Canyon ATV Trail -John W. Flannagan Dam -Breaks Interstate Park. - Spillway Trout Stream

Guest favourite
A spacious country house is set against a backdrop of wooded hills, characterized by a stone and wood exterior. Large windows are featured prominently, allowing natural light to fill the interior. The well-maintained lawn is bordered by subtle landscaping elements.
Guest house in Grundy
4.91 out of 5 average rating, 45 reviews

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

Top guest favourite
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
5 out of 5 average rating, 35 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!

Top guest favourite
A single-story cabin with a welcoming front porch is illuminated by soft lighting. Colorful adirondack chairs are arranged along the porch, overlooking a gravel area. The structure features air conditioning units on each side, with surrounding trees in the background.
Cabin in Matewan
5 out of 5 average rating, 40 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.

Top guest favourite
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
4.96 out of 5 average rating, 46 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 favourite
The kitchen features a spacious island with four cushioned stools, modern pendant lighting, and a distinctive SMEG fridge. Clean countertops offer ample prep space, while stylish green tile backsplashes add a chic touch. The area is well-lit and flows seamlessly into the living space.
Flat in Pikeville
4.93 out of 5 average rating, 129 reviews

Walk to dinner, UPIKE, hospital•3 Lux Bed• Balcony

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

Guest favourite
Guest suite in Haysi
5 out of 5 average rating, 20 reviews

1–3 Queen Bedrooms •1 Private Bath • 1-6 People

Private Quarters: Exclusive Guest Bathroom, Fiber Internet over Guest WiFi, 3 Comfy Queen Bedrooms & 3 Smart TVs. Each lockable bedroom has a queen bed for up to 2 guests per room as needed for travelling together in a group, or solo for one bedroom only. Flannagan Lodge is a single reservation stay whether there is one person or up to six (3 doubles) in your reservation. Mid-Term Stays available for Traveling workers, Students, etc. This listing is specifically for Short Term Stays

Guest favourite
Home in Elkhorn City
4.84 out of 5 average rating, 254 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 favourite
A cozy seating arrangement is presented with two light-toned sofas, complemented by decorative cushions. A round table is positioned between them, enhancing the living space. The room features soft lighting, a mirrored reflection of the bedroom area, and a door leading to another room.
Flat in Stanville
5 out of 5 average rating, 9 reviews

Cozy Studio

Welcome to your perfect home away from home! This 1-bedroom, 1-bath rental is designed for comfort and convenience, featuring a fully equipped kitchen to prepare your favorite meals, an in-unit washer and dryer for easy laundry, and Wi-Fi and a TV for entertainment and relaxation. Enjoy a peaceful stay with the privacy of your own driveway, making parking hassle-free. Whether you’re here for work or leisure, this cozy space has everything you need for a stress-free and enjoyable stay.

Top guest favourite
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, 106 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 favourite
Guest suite in Elkhorn City
5 out of 5 average rating, 35 reviews

Driftwood Studio Cottage - hot tub, pet friendly

Welcome to Driftwood Studio Cottage, a riverfront escape located on our 104 year old multi-family property overlooking the Russell Fork River. Just 10 minutes from Breaks Interstate Park and 15 minutes from the Hillbilly Trail System, you’ll be perfectly positioned for outdoor adventure—or total relaxation. And yes, we’re now pet friendly!

Guest favourite
A living area is shown with light wood flooring and bright walls. An inviting sofa is positioned opposite a television on an accent table. A dining table for four is visible near the kitchen, which features modern appliances and ample storage.
Flat in Pikeville
4.94 out of 5 average rating, 16 reviews

Yoakam | King Bed Mountain View Suite

Spacious second story apartment with full kitchen / kitchenware, living room, full bathroom on the main level. Upstairs, the large bedroom features a king bed, office space, windows overlooking the mountains, and a huge walk-in closet with full-size washer/dryer machines.

Popular amenities for Pike County family-friendly rentals