Kid-friendly holiday rentals in Western Maryland

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Western Maryland

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Cabin

4.92 out of 5 average rating, 264 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.

Guest favourite

Guest house

4.96 out of 5 average rating, 129 reviews

No cleaning fees - The Dove’s Nest

The Dove's Nest features a fully equipped chefs kitchen , dishwasher, washer and dryer, plenty of parking and a large private patio with bike parking. Easily accessible from I-68 and ideally located in a comfortable part of town. Less than 1 mile from the University of Pittsburgh Medical Center (UPMC), Allegany College of MD and the Constitution Park. A quick 2 miles to historic downtown Cumberland where the C & O Canal meets the Great Allegheny Passage. Perfect location for hiking and biking.

Guest favourite

Bungalow

4.9 out of 5 average rating, 515 reviews

Rooster Wrest in the Trees

Sweet 2 bedroom bungalow. Cozy, ideal for lovers, or a quiet beautiful somewhat rustic retreat environment. Rooster has 1 full bath. Living room with satellite TV, Netflix; wood burning stove fireplace, wood provided, fully equipped kitchen, dining table, linens and starter paper goods furnished. Large deck and screen porch looking out on Cacapon Mountain. Hot tub off master bedroom deck in trees, feels like a tree house. Many mornings mist rises up from river, half mile away as crow flies.

Guest favourite

Cabin

4.88 out of 5 average rating, 214 reviews

Modern Eclectic Cabin with Views - Hot Tub - Creek

Our cabin in the treetops is the perfect place to rest, work remotely, or use as a basecamp for exploring the surrounding area. Our aesthetic is modern eclectic. We do our best to use only chemical/cruelty free products that are ethically and sustainably sourced. The cabin has many modern conveniences including an eco-friendly hot tub with epic views, high speed internet and chromecast for streaming your connected devices. Hot tub is available year round. Pellet stove is available Oct-March.

Guest favourite

Cabin

4.97 out of 5 average rating, 107 reviews

Mary's Cabin

Nestled on 2 acres in the woods of West Virginia, kick back and relax in this quiet, chic cabin. Soak in the oversized copper tub, read on the porch swing, or cuddle by the electric fireplace. All the amenities of home, but away from the hustle and bustle of daily life. Only 25 minutes to quaint Old Town Winchester, where there are unique shops, breweries, restaurants and history! The cabin is located 20 minutes from a variety of scenic hiking trails that provide opportunities for adventure.

Guest favourite

Cottage

4.91 out of 5 average rating, 134 reviews

Lockley Cottage at Historic Perry Farm

Peace and tranquility await you at a quaint cottage on historic Perry Farm, where the original 19th century farmhouse still stands today. Stroll several acres of land and enjoy pastoral views while you unwind at this peaceful historic property in the hills of northern Shenandoah Valley. This rural retreat is easily accessed from I-81 and located a short 10-minute drive from historic downtown Winchester. Enjoy local wineries, breweries, farm markets, and the renowned Apple Blossom Festival.

Guest favourite

Treehouse

4.97 out of 5 average rating, 310 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.

Guest favourite

Guest suite

4.99 out of 5 average rating, 211 reviews

Creekside Retreat at the Jewel Vinsota

Relax in a quiet, curated, dog-friendly art exhibit. Live with paintings & sculptures that are for sale. This garden apartment is tucked into a hillside above a creek, along the Jewel Vinsota Sculpture Trail. Your host/gallery curators live upstairs. The “Artist’s Guesthouse” is next door. The private entrance is down a stone-stepped path. Perfect for 2 w/ the queen bed but room for 4 w/ the living room futon. Fully equipped kitchen. Private charcoal grill and fire pit next to the creek.

Guest favourite

Tiny home

4.94 out of 5 average rating, 177 reviews

Ridge top tiny house - mountain side views

Reconnect with nature in this unforgettable tiny house. Perched on the top of a ridge offers great views of the mountains. Modern contrasting interior with the charm only a tiny house can bring. The mountains from three different states (PA, MD, WV) can be seen from within the tiny house. Sitting on the edge of 275 acres of farmland means you will be sure to hear the turkeys gobble during the daytime or the whippoorwill at night. Relax and enjoy the scenery from the loft bed.

Guest favourite

Cabin

4.94 out of 5 average rating, 177 reviews

Walk in the clouds Cabin

Amazing veiws! This cozy cabin over looks the Potomac river valley and Greenridge state forest. You can see mountain ranges from 3 different states. Enjoy the wilderness of West Virginia with only a short drive from, D.C. and Baltimore. Just 13 miles from Berkeley springs and famous PawPaw tunnel. Perfect couple getaway. Have a bigger family? Check out our sister cabin "Hummingbird Ridge" right down the road or book both. We look forward to having you on the mountain!

Superhost

Cabin

4.78 out of 5 average rating, 336 reviews

WV Mountain cabin

Beautiful cabin with perfect mountain views and private setting. This is a great cabin for reconnecting with your friends and family or a romantic getaway. The cabin is located on 5 acres of woods for you to explore.Has parking for up to 3 vehicles. A 4-wheel (SUV, pickup Truck) is required in winter months & in snow for access to this mountain ridge cabin! Sparkling clean, well maintained space. Maximum 4 guests, 2 queen beds. Dog friendly w pet fee.

Guest favourite

Farm stay

4.98 out of 5 average rating, 336 reviews

Potomac Hills B&B on 15 Acre Farm with a View

Escape to where beauty and serenity abound in a brand NEW guest house on a 15 acre farm in the Potomac Highlands. Just 2 hours from DC, this accessible, yet peaceful escape provides options for relaxation and outdoor adventure. Located 10 minutes from Romney, WV, this spot is convenient to hiking, river activities, hunting/fishing, and skiing. Explore or simply relax and enjoy life on the farm.