Family-friendly vacation 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.

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Guest favorite

Cabin in Great Cacapon

4.95 out of 5 average rating, 137 reviews

Cozy Cabin on the Cacapon River

The Cozy Cabin is set back off the Cacapon River banks with spectacular year round views. The property sits on 5 wooded acres with over 500 feet of river frontage and PRIVATE RIVER ACCESS. Bring canoes, kayaks and your fishing pole in the summer or in the winter light a fire and cozy up indoors. The spring brings abundant wildflowers and its the perfect location to view the fall foliage. We invite you to enjoy our city escape in the mountains. Fiber internet is now installed 500 mps internet

Guest favorite

Cabin in Upper Tract

4.96 out of 5 average rating, 339 reviews

potomac overlook log cabin at Smoke hole with wifi

My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). I do have a 50.00 pet fee per dog up to 2 dogs only. It is located just above the entrance to the Smoke Hole Canyon with great fishing, beautiful scenery along the paved country curvy road. You can drive through the canyon and come out on Rt 28 just below the Smoke Hole caverns and gift shop. Then continue to Seneca Rocks and hike the rocks or drive to Nelson Rocks for zip lining.

Guest favorite

Guest suite in Shepherdstown

4.96 out of 5 average rating, 636 reviews

Historic Scrabble, Shepherdstown

The perfect private guest cottage situated beside a beautiful historic home in the unique community of Scrabble Unincorporated just a half-mile from the Potomac River. Modern, comfortable and tastefully decorated with full amenities and parklike surroundings with an abundance of nature at your doorstep. Close to Shepherdstown / Shepherd Univeristy (12 minutes), Martinsburg (20 minutes), Harpers Ferry (20 minutes) and in the heart of civil war history including the famed Antietam National Park.

Guest favorite

Home in Cumberland

4.94 out of 5 average rating, 234 reviews

Jacob's Cottage

Free WI-FI now available. Our place is good for couples, solo adventurers, business travelers and families (with kids). The Cottage is a quaint, Cape Cod style house built in 1950. It sits high on a hill in the heart of Maryland's Appalachian Mountains in Allegany County. It is surrounded by views of Wills Mountain and Shrivers Ridge. The Cottage sits amongst a 660 acre family managed forest. Visitors have spotted deer, turkey, rabbits, squirrels, black bear and a multitude of song birds.

Guest favorite

Cabin in Great Cacapon

4.92 out of 5 average rating, 263 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 favorite

Place to stay in Bentonville

4.99 out of 5 average rating, 433 reviews

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. A large front porch with swing is waiting for you. @walnuthillcabin

Superhost

Tiny home in Mathias

4.86 out of 5 average rating, 378 reviews

Lost River Tiny House, dog-friendly + hot tub

Light, airy tiny house in the woods of Lost River WV. Brand new in 2020, the tiny house features a large deck with hot tub and sitting area, Tuft & Needle queen bed, full bathroom with open concept kitchen, sitting and dining area. Perfect for couples, groups of two or families. Kitchen is fully stocked with all the cooking tools you need + olive oil, coffee & tea. High speed internet for those needing to work remotely. Includes Netflix & YouTube TV. Dog friendly (no cats please)

Guest favorite

Home in Cumberland

4.9 out of 5 average rating, 520 reviews

Cumberland Street House -GAP trail perfection!

Cyclists dream come true! The Cumberland Street House is less than a quarter mile from the Great Allegheny Passage - perfect for large groups! All of Cumberland's charm within walking distance. Downtown restaurants and shops only a half a mile away. Historic district, Cumberland Theatre & Western Maryland Scenic Railroad are just around the corner. Bikes can easily be stowed in the back room off the kitchen. Easy parking, and fenced-in yard is great for kids and pooches.

Guest favorite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 701 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Guest favorite

Cabin in Berkeley Springs

4.92 out of 5 average rating, 506 reviews

Horizon Hill-Log Cabin w/Hot Tub & Views!

Horizon Hill is a beautiful log home in Berkeley Springs, WV. Less than 2 hours from DC & Baltimore. Great for couples, families, and groups. Large three level deck with hot tub to enjoy the amazing mountain views. Warm up to next to the fire place at night. Nicely decorated and equipped with super fast Starlink Wi-Fi, Netflix, Amazon Prime & fully stocked kitchen for cooking. Only 2 minutes to Cacapon State Park and 15 minutes (easy drive) to Berkeley Springs. Dogs welcome!

Superhost

Cabin in Capon Bridge

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 favorite

Cabin in Friendsville

4.97 out of 5 average rating, 304 reviews

The Crick House

Our Cabin has become know as "The Crick House". The Crick House is situated about 100 yards from the historic Mill Run Creek. Many people in this area use the slang word "Crick" in place of Creek. This explains why the name Crick House has come to be. The cabin sits at the end of a private driveway surrounded by woods. There is a short path allowing access to the creek or you can sit on the porch and listen to its tranquil sounds.