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.

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Guest favourite
A cozy tiny home is surrounded by lush greenery. Outdoor seating is provided with a small table and chairs, while planters filled with flowers enhance the space. A soaking tub is visible on the patio, adding to the charm of the outdoor area.
Tiny home in Harpers Ferry
4.96 out of 5 average rating, 179 reviews

Enchanting PET FREE W/Amazing ViewHot Tub Overlook

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry. Quiet away from the train in old town Large patio, courtyard, firepit, hammock, outdoor 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, "Mind Blowing" soaking tub or taking in the beautiful scenery while enjoying a relaxing shower in our all cedar shower room.

Top guest favourite
The treehouse is elevated among bare branches, featuring a large deck with seating. Warm lighting highlights the wooden exterior, and expansive windows provide views of the surrounding forest. Steps lead down to the ground, enhancing accessibility to the natural setting.
Treehouse in McHenry
5 out of 5 average rating, 174 reviews

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.

Guest favourite
The cabin features a rustic wooden exterior with a spacious screened-in porch. Surrounded by lush greenery, it includes a visible canoe along the side. A metal trash can stands nearby, emphasizing the natural setting and accessible outdoor area.
Cabin in Great Cacapon
4.92 out of 5 average rating, 285 reviews

Rustic Cabin on Cacapon River for Private Getaway

Rustic, 100+ year old primitive mountain cabin in West Virginia along the Cacapon River. Beautifully restored with wood stove, loft, & screened in porch. Access to 214 acres of private mountain land & over 1/4 mile of river frontage plus 1/2 acre pond, trails, and private shooting range. This cabin is 1-room and completely off grid. It has NO electricity or plumbing/running water, but does have a Porta-John serviced weekly. Renter will be cabin camping so pack accordingly; tents also welcome.

Top guest favourite
The exterior of the home is showcased at dusk, highlighting its wooden façade and large windows. Warm outdoor lights create a welcoming atmosphere. A spacious deck with steps leads to the entrance, surrounded by wooded terrain, indicating a private and serene location.
Guest suite in Harpers Ferry
4.99 out of 5 average rating, 149 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

Top guest favourite
The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.
Treehouse in Shepherdstown
4.97 out of 5 average rating, 388 reviews

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.

Top guest favourite
The exterior of a renovated log cabin is showcased, featuring traditional log and chink construction. A substantial stone chimney rises alongside the cabin. A spacious porch is present, equipped with a couple of white chairs, surrounded by natural greenery and autumnal foliage.
Cabin in Springfield
5 out of 5 average rating, 138 reviews

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 !

Top guest favourite
The living area features large two-story windows that offer views of the surrounding wooded landscape. A cozy leather sofa and armchair are complemented by a wooden dining table with seating for six. Warm lighting and natural textures enhance the inviting atmosphere.
Cabin in Hedgesville
5 out of 5 average rating, 114 reviews

Cozy Secluded A-Frame Cabin Retreat

Visit us on IG @almostheavenwvcabin for the latest photos and cabin moments! Welcome to Almost Heaven Cabin, our beloved A-frame escape tucked away on a private, wooded acre in the heart of the Sleepy Creek Wildlife Management area. Surrounded by 23,000 acres of protected wilderness, this cabin was created as a peaceful family retreat from city life-yet it's just a scenic 1.5-hour drive from DC and Baltimore. Expect quiet mornings, fresh mountain air, and a true West Virginia getaway.

Guest favourite
A charming aframe cabin features a wooden exterior with a sloped metal roof, surrounded by lush green trees. A deck with a wooden railing and a picnic table is visible, alongside a propane grill for outdoor cooking.
Cabin in Mineral County
4.96 out of 5 average rating, 167 reviews

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.

Top guest favourite
A wooden cabin is nestled among tall trees, featuring a dark exterior and a metal roof. A wraparound deck provides an elevated view of the surrounding forest, with large windows allowing natural light to fill the interior.
Cabin in Paw Paw
4.96 out of 5 average rating, 261 reviews

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!

Top guest favourite
A gravel driveway leads to a modern house with large windows, surrounded by lush greenery. Black Adirondack chairs are arranged in a semicircle facing a stunning sunset over the distant mountains and a winding river below.
Home in Berkeley Springs
4.99 out of 5 average rating, 161 reviews

the Lodge- Stunning View- Hot Tub- Dog Friendly

We considered calling this house “The View With Some Rooms,” but settled on The Lodge. This private 3-bedroom house includes a rooftop dome (which serves as the third bedroom). From almost every spot, enjoy the jaw-dropping scenery of endless mountains, three states, and the Potomac River. Camp Potomac Peak was recently (Nov 2024) named the best place to stay in the Eastern Panhandle by WV Living Magazine.

Top guest favourite
Cabin in Wardensville
4.99 out of 5 average rating, 135 reviews

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.

Top guest favourite
A log cabin is nestled among the trees, featuring a fenced inground pool in the foreground. The pool area is surrounded by a textured patio, complemented by several wooden chairs positioned nearby. The cabin is situated on a gravel driveway, highlighting its private setting.
Cabin in Fort Valley
4.98 out of 5 average rating, 117 reviews

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!

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