
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.

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

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.

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.

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.

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.

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

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 !

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.

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!

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.

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!

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.
Popular amenities for Western Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Treehouse in Deep Creek Lake

Chalet at Harpers Ferry for Family Gatherings

Monte Vista~Golf~Views~PS5~Sport Court~EV Charger

Secluded Shenandoah Cabin, Hot Tub, Firepit

The Woodland House|comfy mtn home, hot tub, view

The 3R's River, Relaxation, Retreat + hot tub

COZY+SEXY Private Country Escape! HOT TUB & Views~

3BR Stone Cabin | Hot Tub + Firepit | Valley Views
Family- and pet-friendly home rentals

Everlong ~ Pet-friendly Retreat on 2 Wooded Acres

🏞❤️💦Mountain Creek Haven a Luxury Tent Experience

Design-forward cabin in the woods

Romantic Secluded Treehouse Stay in the Sky

The Honeybee

+ The Cabin + @CPP - Hot Tub- Dog Friendly- View

The Shenandoah Church House

Large Glamper w/ Hot Tub & full bath, amazing view
Family-friendly home rentals with a pool

Harmony Lodge nestled in wooded tranquility!

Cherry Run Chalet

Hydrangea House - A Bright and Peaceful Farm Stay

Cozy Secluded A-Frame Cabin Retreat

Cedar Creek Wayside Castle

*Cottage @ Firefly Cellars* VA Wine Country escape

The Hunt Box @ Tally Yo Farm

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Destinations to explore
- Norfolk Holiday rentals
- New York City Holiday rentals
- Western North Carolina Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Ocean City Holiday rentals
- Smoking-friendly rentals Western Maryland
- Flat rentals Western Maryland
- Campsite rentals Western Maryland
- Rentals with a patio Western Maryland
- Rentals with a firepit Western Maryland
- Townhouse rentals Western Maryland
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- Rentals with a hot tub Western Maryland
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- Rentals with pools Western Maryland
- Cottage rentals Western Maryland
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- Bed and breakfasts Western Maryland
- Chalet rentals Western Maryland
- Ski-in/ski-out rentals Western Maryland
- Rentals with lake access Western Maryland
- Waterfront rentals Western Maryland
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- Pet-friendly rentals Western Maryland
- Apartment rentals Western Maryland
- Boutique hotels Western Maryland
- Tiny house rentals Western Maryland
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- Cabin rentals Western Maryland
- Private suite rentals Western Maryland
- Farm stay rentals Western Maryland
- Rentals with beach access Western Maryland
- Rentals with a kayak Western Maryland
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Wisp Resort
- Fallingwater
- Timberline Mountain
- Seven Springs Mountain Resort
- Idlewild & SoakZone
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- White Grass
- Canaan Valley Ski Resort
- Blackwater Falls State Park
- Tygart Lake
- Rock Gap State Park
- Laurel Hill State Park
- Green Ridge State Forest
- Swallow Falls State Park
- West Virginia University
- Fort Ligonier
- Shawnee State Park
- Deep Creek Lake State Park
- Coopers Rock State Forest
- Fort Necessity National Battlefield
- Laurel Mountain Ski Resort
- Laurel Ridge State Park
- Lodestone Golf Course





