
Family-friendly holiday rentals in Western Maryland
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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.

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fish~Swim
Mountain home: like in the movies, on 50 acres. Includes soaring mountain views, swimming holes, hiking trails, ATV trails, fishing creek, mini white sand beach, hot tub in a cave, huge boulder rustic fire pits, cave, lake, cabanas, all in a heavy forest exclusively for guests. Private: you cannot see another house from the front porch or back decks and it has thick woods all around. At the top of the property are soaring views with 3 miles of visibility. No need to go to the national park.

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.

Secluded 2 BR cabin in the forest awaits you!
Have you ever wanted to run away and live in the forest? Come and be enchanted by the sights and sounds of nature. Wake to the birds singing and deer wandering through the yard. At night, watch the stars in all of their brilliance! The cabin features a wall of windows giving you the true feeling of being in the forest! Cozy, yet spacious with 2 beds and baths, keypad entry, a front porch and large back deck, we have everything you need for a relaxing fun vacay with " Mother Nature".

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!

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.

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 has 2 balconies facing the water & brings such peace and serenity. Read a book? Take a nap? Have some wine? 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.

Peace of mind country living at its best
Property of approximately 125 beautiful wooded acres to enjoy, just to take a walk or bike ride. Property and cabin includes hunting according to PA laws and regulations and seasons. Within 25-30 miles of driving, enjoy yourself by gambling or golf at Rocky Gap Casino. Also, the historic town of Bedford is approximately 20 minutes away with the well known places of Old Bedford Village in the vicinity.

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.

Hidden in Shenandoah Valley|Pool|Pets|Fire Pit
Hidden in the Valley sits on 30 private, wooded acres adjoining the George Washington National Forest. This remote property offers a pool, fire pit and foot trails throughout, perfect for your furry companions! If you’re looking for a true escape to nature, surrounded by Virginia’s best hiking trails, wildlife and clear, starry night skies, Hidden in the Valley is the getaway for you!
Popular amenities for Western Maryland family-friendly rentals
Family-friendly home rentals with a hot tub

Chalet in the Orchard; Romance, Luxury, Relaxation

Cabin With Wood Burning Hot Tub

The Nest

The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ

Hart's Overlook | HOT TUB, Mtn Views + Pond!

COZY+SEXY Private Country Escape! HOT TUB & Views~

Grist Mill Cabin - Hot tub! Waterwheel! Creek!

Evergreen Escape | Hot Tub, Sauna, King Bed & Pets
Family- and pet-friendly home rentals

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

Grouseland's Pondside Vacation Cottage

John Pope Cabin Browntown Va. We now have Starlink

Middleburg/Upperville-Stunning,renovated cottage

Spruce Run Cottage, Farm stay on Catoctin Mountain

Large Glamper w/ Hot Tub & full bath, amazing view

The Shadoe on Greene

Poplar Perch - Modern Cabin, King Bed, Fireplace
Family-friendly home rentals with a pool

Bear Pines Retreat ~ Game Room ~ Screened Porch

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

*Cottage @ Firefly Cellars* VA Wine Country escape

New! The Butterfly Suite at Enchanted Table Meadow

The Hunt Box @ Tally Yo Farm

Log Cabin, *Pool, Hot Tub* Views, Views, Log Fires

Indoor Heated Pool~EV- Arcade~Fire Pit-WIFI-VIEWS!

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
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
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- Jersey City Holiday rentals
- Rentals with pools Western Maryland
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- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Wisp Resort
- Timberline Mountain
- Seven Springs Mountain Resort
- Fallingwater
- Idlewild & SoakZone
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- Green Ridge State Forest
- West Virginia University
- 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
- Smoke Hole Caverns
- Laurel Mountain Ski Resort




