
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

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.

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 amid pristine nature. ✔ Stunning Views: Panoramic views by day, star-filled skies by night. ✔ Modern Comforts: Well-appointed kitchen, high-speed Wi-Fi, and more. ✔ Outdoor Clawfoot Tub with Shower: Relax under a maple tree when weather permits. ✔ Whole-House Backup Generator: Reliable backup power keeps the chalet running during unexpected outages.

Log Cabin
The primary bedroom features a queen-size bed, while the secondary bedroom includes a full-size bed. The living area is equipped with a sleeper sofa for extra sleeping space, and the loft adds two twin mattresses for additional accommodations, ideal for kids. The cabin’s kitchen is equipped with everything you need, including an oven and refrigerator and microwave. Whether you're enjoying time indoors or exploring the outdoors, this cabin offers the perfect balance of comfort and adventure.

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.

John Pope Cabin Browntown Va. We now have Starlink
Our cabin, located in the foothills of the Appalachian Mountains is uniquely positioned overlooking a large open field where hawks hunt and bears leisurely stroll. Our neighbors have horses that peer over the fence (nosy) pet them but don’t feed them, please. Our cabin was built in 1865 by a Confederate soldier returning from the Civil War. Eleven children were born and raised in John Pope Cabin. Our cabin is rustic. An inviting front porch with swing is waiting for you @walnuthillcabin

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!

West Virginia's only Airbnb Luxe Property
IG @montevistawv Luxury Getaway Professionally Designed for STR 🏔️Massive Panoramic 3 State View 🏌️♂️Golf Ball Driving Range 🏀 Pickleball, Basketball, Volleyball & Tennis 🎮 PlayStation 5 Mini Disc ♨️ 6-Person Hot Tub 🔊Sonos Sound Throughout 🔋Level 2 EV Charger 🥾 Hiking Trail on site 🌳 33 private acres, no quiet hours 🔥 Massive Firepit + Grill & Pizza Oven 🛋️ Cozy Gas Fireplace 🌐 Fast WiFi & Three 65" Smart Tvs 🛏️ 3 King Beds & Twin Bunk Bed 💼 Dedicated Work Area

The River House
A cozy, spacious and private get away with access to entire finished house. Located river front of the South Branch of the Potomac River, giving it the best view in the area. This cottage is also within 3 miles of C&O Canal, 17 miles from Historical Romney, 15 miles to Cumberland, MD and 10 miles to the Paw Paw, WV tunnel. 2 kayaks and 1 canoe available for river excursions. Come enjoy hiking, biking, kayaking, fishing or simply soak in all nature has to offer in the backyard.

River Front Retreat *HotTub-FirePit-Kayaks*
Unplug and unwind. *River Front *Steps away from Cacapon River with easy access *Hot tub facing river *Kayaks with Life vests on property *Decks with BBQ and dining Alfresco *Two Fire pits: River Front Wood Fire pit and Propane on the Deck *Yard games/board games *Wi-Fi and Smart TV. *Comfy beds/black out curtains *Pet-Friendly ($25/day for 2 dogs) ***pet policy below Come step into nature and nurture your spirit at our riverfront haven.
Popular amenities for Western Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

StayAround Dome ~ Unique & Tranquil Gem ~ Sauna

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fish~Swim

Romantic Cabin Walk to Lake & Dining/Hot tub/Dogs

Gorgeous cabin on Blue Ridge

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

Waterfront Cabin on the Potomac River w/ Hot tub

Timber Creek: Falls - A Shenandoah Cabin

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

Unique Gem: Cozy A frame cabin in the woods

VIEWS! Fire Pit|River Access|Pool Table|Arcade

Cabin With Wood Burning Hot Tub

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

Double Spur Outfitters' Brown Cabin

Spectacular views, intimate dome

Cozy Historic Cabin w/ stellar view of Big Schloss

The Forge on Sunnyside Farm
Family-friendly home rentals with a pool

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

Lakefront Escape w/ Retreat, Fish, Swim, Pets okay

Cozy Secluded A-Frame Cabin Retreat

All Seasons Retreat - Screened Porch - Fire Pit

New! The Butterfly Suite at Enchanted Table Meadow

Quiet Antietam Cabin

The Cabin on the Run
Destinations to explore
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- Family-friendly rentals United States
- Fallingwater
- Wisp Resort
- Seven Springs Mountain Resort
- Timberline Mountain
- Ohiopyle State Park
- Idlewild & SoakZone
- Blackwater Falls State Park
- Canaan Valley Resort & Conference Center
- Tygart Lake
- Canaan Valley Ski Resort
- Rock Gap State Park
- White Grass
- West Virginia University
- Deep Creek Lake State Park
- Swallow Falls State Park
- Laurel Hill State Park
- Green Ridge State Forest
- Fort Ligonier
- Coopers Rock State Forest
- Fort Necessity National Battlefield
- Laurel Ridge State Park
- Laurel Mountain Ski Resort
- Shawnee State Park
- Lodestone Golf Course





