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.

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Top Guest favourite

A rustic log cabin, reconstructed from the 1850s, showcases a stone chimney and a welcoming front porch. Brightly colored flowers in planters line the entrance, adding charm to the serene, wooded surroundings.

Cabin in McDowell

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.

FamilyKitchenView

5.0 out of 5 average rating, 77 reviews

Superhost

Home in McDowell

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

KitchenFamilyHiking

5.0 out of 5 average rating, 10 reviews

Top Guest favourite

A cozy interior space features a foldable Murphy bed and a comfortable sofa. Natural light filters through the octagonal windows, illuminating the wooden ceiling and fresh white walls. A small rug anchors the seating area, complemented by well-placed lamps for a warm glow.

Farm stay in Sugar Grove

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 spacesFamilyBathroom

4.96 out of 5 average rating, 75 reviews

Top Guest favourite

A cozy living area showcases a bright red sectional sofa, accented by woven cushions and throw pillows. A coffee table rests at the center, and a small electric fireplace is visible in the background. Framed landscape artwork adorns the walls, complementing the rustic wood paneling.

Home in Durbin

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.

Indoor spacesKitchenBarbecue

4.9 out of 5 average rating, 249 reviews

Top Guest favourite

A rustic cabin made of wood sits among lush greenery, framed by tall trees. A clear pathway leads to the entrance, where a covered porch offers seating. The backdrop displays gently rolling hills beneath a soft sky, suggesting a peaceful natural setting.

Cabin in Arbovale

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.

KitchenIndoor spacesBathroom

4.96 out of 5 average rating, 136 reviews

Guest favourite

The exterior of a classic early 20th-century farmhouse is presented, showcasing a white facade with a covered front porch. Lush green grass surrounds the house, and mature bushes frame the steps leading to the entrance. In the background, rolling hills are visible under a clear blue sky.

Farm stay in Doe Hill

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.

FamilyKitchenNearby

4.95 out of 5 average rating, 259 reviews

Top Guest favourite

Cabin in West Augusta

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.

FamilyIndoor spacesWalkability

4.92 out of 5 average rating, 125 reviews

Top Guest favourite

A spacious cottage is set within a grassy expanse, framed by lush trees. A gravel path leads to a blue porch, inviting relaxation. A propane tank is visible in the yard, contributing to the serene outdoor environment of this tranquil setting.

Cabin in Sugar Grove

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.

FamilyKitchenSleep quality

5.0 out of 5 average rating, 45 reviews

Guest favourite

A rustic log cabin is nestled among trees, showcasing a green roof and a welcoming porch. The natural wood exterior is complemented by a stone pathway, and logs are stacked near the entrance, emphasizing the cabin's connection with the surrounding woodland.

Cabin in Williamsville

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.

FamilyKitchenParks

4.96 out of 5 average rating, 294 reviews

Top Guest favourite

A serene night sky filled with countless stars is captured above a cozy cottage. The Milky Way is visible, accompanied by bright planets and streaks of light from passing satellites. The silhouette of the cottage and chimney adds a touch of warmth to the expansive, starry backdrop.

Farm stay in Monterey

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.

Indoor spacesFamilyHot tub

4.99 out of 5 average rating, 562 reviews

Guest favourite

The exterior of the cabin is shown, set amidst trees with bare branches. A large window reveals the interior layout. The ground slopes gently towards the building, highlighting the natural surroundings and inviting ambiance.

Cabin in Arbovale

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.

Indoor spacesKitchenBiking

4.97 out of 5 average rating, 116 reviews

Top Guest favourite

A rustic cabin is nestled among greenery, featuring a wooden deck with rockers. A metal roof and timber exterior give it a charming country feel. The landscape showcases gentle rolling hills and is framed by trees, with a gravel area in the foreground.

Cabin in Sugar Grove

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

4.98 out of 5 average rating, 329 reviews