
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.

Enchanting PET FREE W/Amazing ViewHot Tub Overlook
Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

Romantic, hot tub, king bed, private, pet-friendly
Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

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.

Rooster Wrest in the Trees
Sweet 2 bedroom bungalow. Cozy, ideal for lovers, or a quiet beautiful somewhat rustic retreat environment. Rooster has 1 full bath. Living room with satellite TV, Netflix; wood burning stove fireplace, wood provided, fully equipped kitchen, dining table, linens and starter paper goods furnished. Large deck and screen porch looking out on Cacapon Mountain. Hot tub off master bedroom deck in trees, feels like a tree house. Many mornings mist rises up from river, half mile away as crow flies.

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 !

Cozy Secluded A-Frame Cabin Retreat
Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.

Spruce Run Cottage, Farm stay on Catoctin Mountain
The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

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!

Ridge top tiny house - mountain side views
Reconnect with nature in this unforgettable tiny house. Perched on the top of a ridge offers great views of the mountains. Modern contrasting interior with the charm only a tiny house can bring. The mountains from three different states (PA, MD, WV) can be seen from within the tiny house. Sitting on the edge of 275 acres of farmland means you will be sure to hear the turkeys gobble during the daytime or the whippoorwill at night. Relax and enjoy the scenery from the loft bed.

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!

Large Glamper w/ Hot Tub & full bath, amazing view
Welcome to The Ginger, a modern-boho glamper nestled in the hills of West Virginia. Thoughtfully renovated over the course of a year, this cozy retreat is designed to help you slow down, reconnect, and make lasting memories. Soak in the brand new hot tub under the stars, unplug from the everyday, and don’t miss a sunset—it’s truly unforgettable. Everything you need is here so you can focus on what matters most: the people you’re with.
Popular amenities for Western Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Grouseland's Pondside Vacation Cottage

Sleeps 6, 2BR, 3BED, FREE Shuttle, POOL, Hot Tub

Waterfront Cabin on the Potomac River w/ Hot tub

Luxury Mountain Getaway: Sunsets, Wines & Views.

The Chapter House: Hot Tub + Mountain Views

The Sanctuary

Mountaintop Retreat with Wood Fired Hot Tub

Dreamtime - Modern A-Frame Cabin w/ Hot tub
Family- and pet-friendly home rentals

Mary's Cabin

John Pope Cabin Browntown Va. We now have Starlink

Tiny A-Frame lodge with private stream

Five Oaks Cabin at The Woods Resort

Cozy Camper on the Rail Trail

Rustic Cabin on Cacapon River for Private Getaway

Secluded two bedroom cabin on 5 acres

The Shadoe on Greene
Family-friendly home rentals with a pool

Beautiful, 2 bedroom condo

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Cherry Run Chalet

Mountain & Lake Retreat: 2x Queen, saltH2O Hottub

Luxury Glamping Retreat near SNP, pets friendly

Bear Pines Retreat ~ Game Room ~ Screened Porch

New! The Butterfly Suite at Enchanted Table Meadow

Seven Springs *Ski-in/out Condo 1 Bed.(king),1 Bth
Destinations to explore
- New York City Holiday rentals
- Western North Carolina Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Grand River Holiday rentals
- Jersey City Holiday rentals
- Rentals with a kayak Western Maryland
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- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Wisp Resort
- Seven Springs Mountain Resort
- Timberline Mountain
- Fallingwater
- Idlewild & SoakZone
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- West Virginia University
- Green Ridge State Forest
- Rock Gap State Park
- Deep Creek Lake State Park
- Tygart Lake
- Swallow Falls State Park
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Fort Ligonier
- Laurel Ridge State Park
- Coopers Rock State Forest




