
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.

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.

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.

Secret Garden Glamp
The glamp is a part of a bigger initiative to build a community infrastructure that produces generational wealth of mind, body, and spirit for a community at large. Yesterday, It was a forgotten dairy farm. Today it's a sanctuary to free your wild spirit. In a wild garden, everything is wild in mind, body, and spirit. And in that, there is peace and balance. This is a space to fast from the sensationalized life, and hone your mind, body, and spirit back to their wild & natural baseline.

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.

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ
Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger

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!

Charming log cabin by Berkeley Springs (+ hot tub)
Get the most out of wild & wonderful West Virginia in this newly-renovated log cabin 20 minutes from downtown Berkeley Springs. Enjoy the wooded views from the expansive front porch, make s'mores around the stone fire pit, soak in the hot tub in the enclosed sun room, curl up with a book in front of the wood-fired stove, and get cozy in the movie theatre-like loft. You will have access to a private lake and incredible hiking trails minutes from the cabin.

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.

Waterfront Cabin on the Potomac River w/ Hot tub
Our Cabin is located right on the Potomac River. Walk right down and sit right in it. Sleeps 5 people. It has2 bedrooms & 2 balconies facing the water & brings such peace and serenity. Read a book? Take a nap? Go Fishing? At this location, it's the perfect depth to swim, float, kayak, wade fish & more. Also facing the River is a private Hot tub Outdoor Pavillion w/ Gas Grill, Fridge, Sink, Seating, Fire pit, & more.

Sugar Maple Chalet - 67-Acre Farm
✔ Rustic Luxury: Cozy wood interiors, modern comforts, and charming decor. ✔ 67 Acres of Beauty: Private walking trails and historic outbuildings nestled in pristine nature. ✔ Stunning Views: Panoramic landscapes by day, stargazing by night. ✔ Modern Comforts: Well-appointed kitchen, high-speed Wi-Fi, and more. ✔ Outdoor Clawfoot Tub with shower: Relax under a maple tree—pure serenity when weather permits.
Popular amenities for Western Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Honeymoon Spa Experience! Pond! Sauna! Hot Tub!

Treehouse in Deep Creek Lake

Chalet at Harpers Ferry for Family Gatherings

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

Spectacular views, intimate dome

Log Cabin

The Wizard's Chalet • Cozy nature escape • Hot Tub

Quiet Log Cabin w/ private river access & hot tub
Family- and pet-friendly home rentals

🏞❤️💦Mountain Creek Haven a Luxury Tent Experience

Sweeping Views in Lost River! Work & Dog Friendly

Gorgeous cabin on Blue Ridge

Double Spur Outfitters' Brown Cabin

Lovely mountain top cabin

Wilderness Ridge | Private Cabin w/ Mountain Views

The Shadoe on Greene

Rustic and stylish mountain getaway
Family-friendly home rentals with a pool

Cherry Run Chalet

New! The Board Room at Enchanted Table Meadow

Cozy Secluded A-Frame Cabin Retreat

All Seasons Retreat - Screened Porch - Fire Pit

*Cottage @ Firefly Cellars* VA Wine Country escape

The Hunt Box @ Tally Yo Farm

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Private hot tub, wooded, EV charger, 1-gig fiber i
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
- Motorhome rentals Western Maryland
- Rentals with a hot tub Western Maryland
- House rentals Western Maryland
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- Rentals with pools Western Maryland
- Cottage rentals Western Maryland
- Rentals with outdoor seating Western Maryland
- Rentals with a sauna Western Maryland
- Rentals with a fireplace Western Maryland
- Rentals with an EV charger Western Maryland
- 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
- Rentals with a cinema Western Maryland
- Pet-friendly rentals Western Maryland
- Apartment rentals Western Maryland
- Boutique hotels Western Maryland
- Tiny house rentals Western Maryland
- Rentals with breakfast Western Maryland
- Guest house rentals Western Maryland
- Fitness-friendly rentals Western Maryland
- Rentals with a washing machine and dryer Western Maryland
- 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





