
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.

Sleepy Hollow Log Cabin
Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

VIEWS! Fire Pit|River Access|Pool Table|Arcade
* Unforgettable panoramic mountain views from the oversized deck * Game-packed getaway: pool table, foosball & 60-game arcade * Private 8+ acre retreat — quiet, secluded & star-filled nights * Lighted fire pit with complimentary wood for cozy evenings * Spacious 3BR layout perfect for families or couples * Fully stocked kitchen + propane grill * Fast Fiber Wi-Fi perfect for remote work * Minutes to nearby hiking and Berkeley Springs * Endless recreation opportunities on the nearby Cacapon River

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.

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!

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.

Mountaintop Retreat with Wood Fired Hot Tub
Doah House is a private retreat perched on a bluff atop the Blue Ridge, with wide views over the Shenandoah Valley. A calm container for rest and observation, the pace softens, shaped by small rituals: lighting the fire, soaking in the wood-fired tub, making coffee by hand. Weather moves through the trees, changing the light, the air, the sound. Each day feels different. The forest shifts, and you might, too.

Hart's Overlook | HOT TUB, Mtn Views + Pond!
BNB Breeze Presents: Hart's Overlook! Experience the West Virginia Mountains from our newly-built retreat! With a private hot tub, fire pit, and picturesque views of the West Virginia Mountains that you get with your personal retreat in paradise! This newly built modern cabin includes: - HOT TUB! - Fire Pit - Smart TV - Charcoal Grill - Hilltop Pavillion - Private Pond! - Picturesque Views
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

Spectacular views, intimate dome

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

Covered Deck, Fire Pit, Hot Tub, Outdoor Shower

Timber Creek: Falls - A Shenandoah Cabin

Log Cabin

COZY+SEXY Private Country Escape! HOT TUB & Views~
Family- and pet-friendly home rentals

The River House

Double Spur Outfitters' Brown Cabin

Round Mountn Top House! Prof. Cleaned w EV-chrger

The Shadoe on Greene

Steps to Winery and Battlefield – 1 Acre Retreat

Beautiful Log Cabin in Private WV Mountains

Our Shangri La

Martha’s Cabin
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Stoney Spring Overlook

Cozy Secluded A-Frame Cabin Retreat

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

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
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
- Rentals with a patio Western Maryland
- Rentals with a hot tub Western Maryland
- Bed and breakfasts Western Maryland
- Guest house rentals Western Maryland
- Campsite rentals Western Maryland
- Rentals with beach access Western Maryland
- Rentals with a kayak Western Maryland
- Motorhome rentals Western Maryland
- Rentals with a firepit Western Maryland
- Townhouse rentals Western Maryland
- Fitness-friendly rentals Western Maryland
- Rentals with lake access Western Maryland
- Tiny house rentals Western Maryland
- Flat rentals Western Maryland
- Waterfront rentals Western Maryland
- Rentals with a cinema Western Maryland
- Rentals with pools Western Maryland
- Private suite rentals Western Maryland
- Rentals with an EV charger Western Maryland
- Ski-in/ski-out rentals Western Maryland
- Boutique hotels Western Maryland
- Rentals with a washing machine and dryer Western Maryland
- Apartment rentals Western Maryland
- Chalet rentals Western Maryland
- Farm stay rentals Western Maryland
- Rentals with breakfast Western Maryland
- Cabin rentals Western Maryland
- House rentals Western Maryland
- Hotel rooms Western Maryland
- Smoking-friendly rentals Western Maryland
- Pet-friendly rentals Western Maryland
- Rentals with a sauna Western Maryland
- Rentals with a fireplace Western Maryland
- Cottage rentals Western Maryland
- Rentals with outdoor seating 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





