
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.

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.

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.

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.

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

Gorgeous cabin on Blue Ridge
Atop the Blue Ridge close to Harper’s Ferry and Virginia wine country this airy retreat overlooks the idyllic Shenandoah. Our two-person soaking tub on a magnificent deck, huge firepit, gorgeous vintage interior, grand piano, and warm pine ceiling and floors, give you the perfect place to get away from city life for a bit. Full kitchen. Two bedrooms plus a big couch that could sleep someone else in a pinch, and a cozy little fireplace top it all off! Just steps to the Appalachian Trail.

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.

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

Guest-Favorite A-Frame with Hot Tub Harpers Ferry
Our guests tell us: "We didn't want to leave." Slip into the salt-water hot tub under the stars, enjoy movie night on the TV screen projector with Bose soundbar system, and watch the A-frame windows fill with morning light. The cabin is nestled in a mountain community in Shannondale — 6 min from the Shenandoah River, 20 min from the Appalachian Trail and Historic Harpers Ferry, and 90 min from DC. ★ 4.95 Guest Favorite · Superhost

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

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

Frog Hollow · A-Frame & Hot Tub · Stay with Branch

Treehouse in Deep Creek Lake

The Overlook; A Romantic Treehouse for Two

Timber Creek: Falls - A Shenandoah Cabin

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

Private Spa Retreat in the Mountains~Sauna-Hot tub

Riverfront Sauna! Hot Tub! Luxury Romantic Retreat
Family- and pet-friendly home rentals

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit

Cozy dog friendly A-Frame with hot tub!

John Pope Cabin Browntown Va. We now have Starlink

Applemoon: Charming Log Cabin in a Mountain Lake Community

The River House

Double Spur Outfitters' Brown Cabin

Modern Mountaintop Cabin with a gorgeous view

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

Cherry Run Chalet

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

Cozy Secluded A-Frame Cabin Retreat

Bear Pines Retreat ~ Game Room ~ Screened Porch

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

Cedar Creek Wayside Castle

*Cottage @ Firefly Cellars* VA Wine Country escape

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
- Rock Gap State Park
- Canaan Valley Ski Resort
- White Grass
- Deep Creek Lake State Park
- West Virginia University
- 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





