
Family-friendly holiday rentals in Pike County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pike County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

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

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.

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

Big Blue House Apt 1
We are located in downtown Pikeville, within a very short walk to Pikeville Medical Center and UPike. Enjoy the conveniences of a full kitchen and a quiet area where you can expect a peaceful night's sleep on a quality mattress. There is one queen bed and also a twin rollout bed. Street parking is available in front of the house only. (Please don’t park in the driveway or block it.) We have door code entry so there's no need to hassle with keys. We have a smartTV (no cable) and free Wifi.

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.

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!

* Large Coded Access Garage Area Included*
Discover your perfect getaway! The Decked Out Den is a 3-bed, 2-bath 1400sqft home with a detached 30'x30' garage to protect your machines from the weather. Enjoy ample parking, a spacious deck, and a cozy living room. Conveniently located near multiple trail access points, it’s just a short ride to Matewan or Delbarton—no need to trailer. Explore Buffalo, Devil's Anse, or Rockhouse trail systems. Book now for an adventure-filled stay with all the comforts of home!

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.

Driftwood Studio Cottage - hot tub, pet friendly
Welcome to Driftwood Studio Cottage, a riverfront escape located on our 103-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!

Convenient & Cozy | Free Laundry, Wi-Fi, & Parking
Welcome to your home away from home - the perfect blend of comfort, convenience, and style for the traveling professional or those seeking a long-term stay. Our newly furnished one-bedroom apartment offers a tranquil retreat with all the modern amenities you need to live, work, and relax.

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
Family-friendly home rentals with a hot tub

Hillbilly Hideout The Retreat

"The Cabin"

Living on the Edge!

Unit C: HOT TUB 20 Sec Ride to Trails, Sleeps 8!

The Red Dog Chalet Couples Retreat w/ Hot Tub

Hit the Breaks Cabin - Ideal Location with a View!

Trailside Lodge, 10 Sec to Trail, Hot Tub+Fire Pit
Family- and pet-friendly home rentals

Matewan Rider's Retreat with Garage Access!

Cozy Mountain Cottage Overlooking Golf Course

Trailhead Riverfront Cabin

Charming 5BR Near Breaks < 10 min

1–2 Queen Bedrooms •1 Private Bath • 1-4 People

The Hillbilly Hideout

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

Miss Piggy’s Farmhouse HMT Trailhouse Rental
Family-friendly home rentals with a pool

Benchmark Hideout L.L.C.

River Road Retreat

Trailhead Haven

Trail Riders Retreat with private in-ground pool

God's Country

Buffalo Mountain Mountain Retreat in Williamson
Destinations to explore
- Flat rentals Pike County
- Pet-friendly rentals Pike County
- Rentals with a patio Pike County
- Rentals with outdoor seating Pike County
- Rentals with a firepit Pike County
- Cabin rentals Pike County
- Rentals with a fireplace Pike County
- Rentals with a washing machine and dryer Pike County
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