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

The Hogshead Cabin
Peaceful retreat nestled on a 118 acre farm! Authentic 1850's log cabin reconstructed with modern amenities (fiber internet!) for a dream vacation spot. Completed fall of 2023 - brand new elegance with rustic charm. Enjoy hiking/fishing nearby, visit charming towns of McDowell/Monterey or take a short ride to Snowshoe or The Homestead. Enjoy fires in the fire pit or fireplace, sunsets over Bear Mountain, and panaromic views. Escape regular life and relax! Owners nearby for anything you need.
KitchenFamilyCheckout

Malcolm Place
Leave the day-to-day behind & enjoy the beautiful view, the wildlife and all the fun of Highland County! Malcolm Place offers a quaint retreat with three bedrooms and one and half bathrooms, situated along a serene mountain range. Experience the joy of fly fishing, hiking, and relaxation all available right in beautiful Highland County. Pet friendly. Check Out out FB and IG 20 mins to downtown Monterey 55 mins to Stanton 1 hour to Omni Homestead Resort and Spa 15 mins to Sounding Knob Fire Tower
FamilyKitchenAccuracy

Storybook Farm Cosy Cabin
Our cute, self-contained cabin is part of our working goat farm. It is 18' x 12' (216 sf). It was a tool shed when the farm was first built in the early 20th century. We renovated it into the cutest guest house ever! Outside, we offer acres of lawns on which to frolic, a private fire pit with a gorgeous mountain view, a swimming pond, trampoline, tire swing, lawn toys, and board games. Come meet our goats! Depending on the season, you might milk them, take a cheese class, or go on goat walks.
Indoor spacesKitchenLocation

River House: A Cozy Mountain Getaway
On the banks of The Greenbrier River at the base of Cheat Mountain in the old rail town of Durbin, is River House. A rustic, riverfront getaway just downstream from a WVDNR Trout Stock Point, beside the Mountain Rail WV Durbin Station, & 30 miles from Snowshoe. Nestled between WV's highest peaks & within minutes of our country’s best fishing, hiking, horseback riding, kayaking, biking, skiing, hunting, Civil War Sites, & historic trains, River House is a perfect base for all WV has to offer.
FamilyKitchenSkiing

Almost Heaven Hideaway
Relax with the whole family at this peaceful mountain retreat. Take in the mountain views while enjoying each other's companionship. Explore some of the local attractions such as: Snowshoe resort, Green Bank Observatory, Cass Railroad, the Allegheny Trail, the Green Brier River, Seneca Rocks, Seneca Caverns, Smoke Hole Caverns, several Civil War Battlefields, and much more. Engage in horseback riding, hiking, canoeing, kayaking, biking, skiing, fishing or just kick off your shoes and relax.
FamilyKitchenWi-Fi

Doe Hill Escape
Read this entire listing as Doe Hill is a very remote location. Please note this is an old farm house: No A/C, No Wifi, No Cell Service! Our home is one of 4 current family houses on an active working farm that has been in operation since the late 18th century. The home is rich in history but recent renovations make it quite comfortable. The large patio is perfect for watching the sunset over Jack Mountain or the moon rise over the Bullpasture. Clear nights are great for stargazing.
Indoor spacesKitchenHeating

Olin’s Ridge
Quaint and charming Olin’s Ridge in nestled quietly in the foothills of Augusta County. This cabin is perfectly suited for a couple or small family seeking a quiet escape. A simplistic experience, with an Alexa, Wi-Fi and personally controlled heating/air throughout. Outdoors you can sit under string lights by the fire pit, enjoy a peaceful dip in the hot tub, or a swing on the front porch. With a short walk, you will find two ponds with spectacular views of the blue ridge mountains.
Indoor spacesFamilyHot tub

Thorn Creek Cottage
Thorn Creek Cottage is 3 bedroom, 2 bath, spacious cottage on 60 acres of private land and one half-mile of spring-fed native trout stream, great for fly fishing. It is also adjoining 528 acres of West Virginia wildlife management area. Enjoy peace and tranquility on this property and the best of nature that West Virginia has to offer. This property is 5 minutes from Thorn Spring Park, also central to many of Pendelton County's attractions, such as Fisher Mountian Golf Club & Resort.
KitchenFamilyAccess

Brent's Cabin
Enjoy our cozy and comfortable cabin situated on 20 private wooded acres near several trout streams, George Washington National Forest, Virginia Game Commission, hiking trails, and caves. Brent's Cabin sleeps four, including a double bed and two twin beds in the loft. For skiing we are 1 hour and 30 minutes from snowshoe and 30 minutes from The Homestead. For fishing we are 5 minutes away from the Bullpasture, 10 minutes from the Cowpasture, and 25 minutes from the Jackson River.
KitchenIndoor spacesSleep quality

Best views in Highland County !
Located in the pristine Mill Gap Valley. At night you can reach out and touch the stars. National Forrest is close by too. Enjoy the peace and tranquility that can only be offered in Highland county. The farm along with our Maple Syrup is certified Organic. From our apple trees to our hay and pastures. We are Organic! If you would like a tour of our farm or maple operation, let us know! By September 2020, there will be a new outdoor living area with a hot tub and dining.
FamilyKitchenLong stay

Twin Oaks Retreat
Enjoy your stay in this cozy cabin. Enjoy the fully equipped kitchen, comfortable beds and a large living room with a beautiful view of the nearby mountains. Located 19 miles from Snowshoe resort, 5 miles from the Green Bank Observatory, and 11 miles from Cass Scenic Railroad. There is so much to enjoy from hiking and biking the Greenbrier River trail, canoeing or kayaking one of the nearby rivers or skiing at Snowshoe. Come visit us in Pocahontas County- nature’s playground.
FamilyIndoor spacesAmenities

Ebenezer Cabin - Hot Tub - Private - BBQ - Views
Disconnect, reset & recharge in this countryside cabin escape with hot tub & bird watching. ★ "Clean, stylish, private, and authentic cabin experience." ☞ Backyard w/ fire pit + wood ☞ Front porch w/ rocking chairs ☞ Patio w/ BBQ + outdoor dining ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (4 cars) ☞ Books + board games ☞ La-Z-Boy loveseat ☞ 250 Mbps wifi 20 mins → DT Franklin (cafes, dining, shopping) 48 mins → Nelson Rocks 30 mins → Reddish Knob (360 view)
FamilyIndoor spacesHeating
Popular amenities for Highland County family-friendly rentals
Family-friendly home rentals with a hot tub

Retreat to entire home,hot tub, sauna, fish, hike
Indoor spacesFamilyDecor

Secluded and quiet mountain home with a hot tub.
KitchenFamilyComfort

Headwaters Hideaway
Indoor spacesLocationHospitality

Nature Cabin
Indoor spacesFamilyCheck-in

Treetop Cabin with Mountain Vistas
KitchenIndoor spacesCondition

Log Cabin | AMZG VIEWS | HotTub | GmRm | FirePit
ViewHospitalityHot tub

Pine Ridge Manor •Secluded• Pool • Fire Pit • BBQ
FamilyIndoor spacesBarbecue
Family- and pet-friendly home rentals

Big Spring Bed & Breakfast
FamilyKitchenAccess

Cabin on Mountain Stream, Surrounded by Forest
KitchenFamilyView

Healing Waters Cabin
Indoor spacesFamilyGetting around

Eagle Annie's Cottage in Relaxing Highland County
Indoor spacesKitchenAmenities

Back River Retreat
Indoor spacesFamilyBiking

River Haven Camper
FamilyKitchenOutdoor spaces

Stonebriar
FamilyKitchenWi-Fi

Hidden Springs Cabin
KitchenIndoor spacesLocation
Family-friendly home rentals with Wi-Fi

Blue Grass Chestnut Cottage
KitchenIndoor spacesValue

Quiet A-Frame in Appalachians!
Indoor spacesKitchenHospitality

Rose Tree Cottage
KitchenIndoor spacesOutdoor spaces

The Turkey Roost ~ a peaceful mountain cabin
Indoor spacesKitchenWi-Fi

Blue View Lodge
Indoor spacesFamilyBackyard

The Great Escape - adventure & relaxation await.
KitchenIndoor spacesBathroom

The Farm House
Indoor spacesFamilyAmenities

Mountain State Stay and Play
KitchenFamilyCheck-in
Destinations to explore
- Timberline Mountain
- Snowshoe Mountain Resort
- Blackwater Falls State Park
- Canaan Valley Resort & Conference Center
- Wintergreen Resort
- Canaan Valley Ski Resort
- White Grass
- James Madison University
- Virginia Horse Center
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Frontier Culture Museum
- Grand Caverns
- Allegheny Springs
- Cass Scenic Railroad State Park
- Massanutten Indoor WaterPark
- The Plunge Snow Tubing Park
- Silver Creek
- Douthat State Park
- Smoke Hole Caverns
- Gypsy Hill Park
- Family Adventure Park





