Family-friendly holiday rentals in Western Maryland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Western Maryland

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

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Guest favourite
A wooden cabin is set on a raised deck, surrounded by tall trees. Large windows illuminate the interior with warm light. A stone fire pit is situated in the foreground, and various outdoor equipment is visible near the cabin, enhancing the rustic appeal.
Cabin in Great Cacapon
4.94 out of 5 average rating, 157 reviews

Cozy Cabin on the Cacapon River

The Cozy Cabin is set back off the Cacapon River banks with spectacular year round views. The property sits on 5 wooded acres with over 500 feet of river frontage and PRIVATE RIVER ACCESS. Bring canoes, kayaks and your fishing pole in the summer or in the winter light a fire and cozy up indoors. The spring brings abundant wildflowers and its the perfect location to view the fall foliage. We invite you to enjoy our city escape in the mountains. Fiber internet is now installed 500 mps internet

Top guest favourite
The treehouse is elevated among bare branches, featuring a large deck with seating. Warm lighting highlights the wooden exterior, and expansive windows provide views of the surrounding forest. Steps lead down to the ground, enhancing accessibility to the natural setting.
Treehouse in McHenry
4.99 out of 5 average rating, 198 reviews

Bird's Eye View

Nestled high amidst the sturdy branches, "Bird's Eye View" is a sanctuary suspended between earth and sky. Located less than 5 minutes from Deep Creek Lake and perched among the foliage, our treehouse offers a panoramic perspective of the surrounding forest, granting its visitors an unparalleled vantage point to observe nature's wonders. Relax in the hot tub and take in an amazing sunset. The home is a harmonious blend of locally-crafted art and furniture to add rustic charm and modern comfort.

Top guest favourite
The exterior of a two-story cabin is shown, featuring a wood and stone facade with a large deck and expansive green lawn. The interior showcases a cozy living area with a wood accent wall and large windows, offering panoramic views of the surrounding mountains and sky.
Cabin in Paw Paw
4.98 out of 5 average rating, 131 reviews

Quiet, 3 bdrm mountain-top with breathtaking views

Escape to the mountains! This 3-bed, 2-bath mountaintop cabin offers breathtaking views from nearly 2,000 ft up. Perched atop Eagle Mountain on 8 secluded acres in rural West Virginia, it’s the perfect retreat. Cozy up to the woodburning stove in our airy great room where floor-to-ceiling windows frame the Cacapon River Valley. Enjoy sweeping vistas of the valley and mountains from three decks. Watch the sunrise over distant peaks, then unwind beneath dazzling night skies. Just 2 hours from DC.

Top guest favourite
Tiny home in Stephens City
5 out of 5 average rating, 120 reviews

Farm Stay in a luxury tiny home with hot tub

Welcome to “Horsefeathers” a tiny home on an historic property where you will be immersed in a farm experience! Although tiny, this house is equipped with all top of the line luxuries to include a personal hot tub, an automatic cappuccino maker, a king nectar mattress-just to name a few. Only minutes to Winchester the location is convenient to restaurants and shopping yet you’ll feel like you have been transported back in time to a working homestead where you can interact with all the animals.

Top guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 413 reviews

Cozy West Virginia Treehouse

Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.

Guest favourite
A historic log cabin is nestled among vibrant greenery and flowering plants. The white exterior is complemented by a sloping brown roof and a welcoming front door. Surrounding trees display autumn foliage, creating a serene backdrop.
Cabin in Fort Valley
4.96 out of 5 average rating, 200 reviews

Shenandoah Log Cabin on beautiful farm

Absolutely charming historic log cabin on 87 acre farm set in the middle of the George Washington National Park. You will have unlimited walking and hiking access right out of your front door! Glenmont Farm is just a 90 minute drive from Washington DC. The cabin is well equipped with excellent central heating and air conditioning, fast WiFi service. The cabin is set in its own 2 acre garden. Pet friendly, but pets must be pre approved before booking Free Tesla Charger! Free parking

Top guest favourite
The exterior of a renovated log cabin is showcased, featuring traditional log and chink construction. A substantial stone chimney rises alongside the cabin. A spacious porch is present, equipped with a couple of white chairs, surrounded by natural greenery and autumnal foliage.
Cabin in Springfield
5 out of 5 average rating, 150 reviews

1832 Historic Washington Bottom Farm Log Cabin

Welcome to our renovated 1832 Log Cabin on the grounds of the George William Washington and Sarah Wright Washington 19th century plantation. The cabin was the first structure built. Then came barns and slaves’ quarters (no longer standing). The dairy barn is now a woodworking shop and the bank barn was recently restored. The main house, built in 1835, is Greek Revival style. Today, our 300+acre is Certified Organic. We border the South Branch of the Potomac River. It’s ALMOST HEAVEN !

Superhost
A charming aframe cabin features a wooden exterior with a sloped metal roof, surrounded by lush green trees. A deck with a wooden railing and a picnic table is visible, alongside a propane grill for outdoor cooking.
Cabin in Mineral County
4.94 out of 5 average rating, 174 reviews

Glamping in a Creekside Aframe

This cozy aframe is a perfect glamping getaway for two! You'll stay on 20 acres with over 700 feet of frontage on Abrams Creek. Ready to unplug? The aframe is completely off grid with solar energy and a wood-fired stove. Sleep in luxury with fine linens and a queen size bed, but spend your day splashing in the crystal clear creek and hiking through the forest. Enjoy your evening playing cornhole while dinner cooks on the grill, topped off with a favorite beverage around the campfire.

Top guest favourite
A wooden cabin is nestled among tall trees, featuring a dark exterior and a metal roof. A wraparound deck provides an elevated view of the surrounding forest, with large windows allowing natural light to fill the interior.
Cabin in Paw Paw
4.96 out of 5 average rating, 273 reviews

Easygoing

Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with room to spare, indoor toilet but BEST of all is showering outside!

Top guest favourite
Cabin in Star Tannery
5 out of 5 average rating, 101 reviews

Double Spur Outfitters' Brown Cabin

Relax and reconnect with nature at Double Spur Outfitters' Brown Cabin. Located in the open meadow, this beautiful pine wood cabin is ideal for those wanting to take in the beauty of the area. The cabin has 1 separate bedroom with a queen bed, an upstairs loft with 2 queen beds, and a downstairs bunk bed. Includes a large front porch facing the open meadow with horses and cows. There is a downstairs bathroom and a fully equipped kitchen. Towels and Linens are provided.

Top guest favourite
Cabin in Great Cacapon
4.95 out of 5 average rating, 276 reviews

Walk in the clouds Cabin

Amazing veiws! This cozy cabin over looks the Potomac river valley and Greenridge state forest. You can see mountain ranges from 3 different states. Enjoy the wilderness of West Virginia with only a short drive from, D.C. and Baltimore. Just 13 miles from Berkeley springs and famous PawPaw tunnel. Perfect couple getaway. Have a bigger family? Check out our sister cabin "Hummingbird Ridge" right down the road or book both. We look forward to having you on the mountain!

Top guest favourite
A modern cabin is set amongst lush greenery, featuring a dark exterior and a welcoming front porch. Surrounding landscaping includes a variety of shrubs and trees, creating a peaceful atmosphere. The driveway leads to the entrance, providing easy access to the secluded retreat.
Cabin in Star Tannery
4.96 out of 5 average rating, 277 reviews

Cabin With Wood Burning Hot Tub

Escape to our modern cabin on 12 private acres. Unwind in the wood-burning hot tub, embracing the surroundings and stars at night. With a contemporary design and natural light, this retreat blends with nature. Explore private trails throughout the property, enjoying nature and the fresh air. Inside, find comfort in the fully equipped kitchen and cozy living area. Perfect for a peaceful getaway, our secluded home provides privacy and relaxation.

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