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.

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Guest favourite

Cabin

4.96 out of 5 average rating, 345 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 favourite

Cabin

4.95 out of 5 average rating, 138 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 favourite

Home

4.94 out of 5 average rating, 235 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 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

4.97 out of 5 average rating, 706 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 favourite

Cabin

4.92 out of 5 average rating, 508 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!

Guest favourite

Home

4.85 out of 5 average rating, 281 reviews

Allegany Connection

NOTICE: extra santizing of hand touching areas in place for your protection. This eclectic 2-story duplex, late 18th century structure has both old and new charm. Single BR & bath upstairs; LR and Kit downstairs. Only 1 block from Main St. restaurants & unique shops. All are welcomed. Please bring your own infant bed. Sorry no pets. Free reserved parking for 1 vehicle & fast Wi-Fi. Instant booking is on. ABSOLUTELY NO SMOKING, or any kind is permitted inside our home.

Guest favourite

Cabin

4.97 out of 5 average rating, 118 reviews

Boulder Ridge Cabin, close to Deep Creek, Maryland

Boulder Ridge Cabin is surrounded by woods, but within 15 minutes of Deep Creek Lake, swimming, boating, hiking, shopping, restaurants, Wisp Resort with skiing, snowboarding, mountain coaster, whitewater rafting at Adventure Sports Center International, rock climbing, hiking. Swallow Falls State Park and Herrington Manor State Park are about 15 minutes drive. Piney Mountain State Forest is within walking distance. Mountain biking and fishing are also close by.

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

Cabin

4.96 out of 5 average rating, 377 reviews

Log Cabin in Lost River w/ Indoor Fireplace

Welcome to our charming log cabin in the heart of George Washington National Forest. Built-in the '60s, this cozy retreat is just 2 hours from D.C. and under an hour from Winchester, VA. Ideal for families, couples, and furry friends, it offers a peaceful, rustic charm. Explore nearby lakes and rivers with our provided kayaks. Step off-grid and embrace nature's tranquility. Create lasting memories in this picturesque setting. Book today!

Guest favourite

Cabin

4.97 out of 5 average rating, 307 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.

Guest favourite

Cottage

4.97 out of 5 average rating, 474 reviews

Emma's Stone Cottage

Relax and unwind in the privacy of this wonderful stone cottage, which sits on 15 acres. In addition, it is located only 2.5 miles from I-81 and approx 10 miles from Winchester Medical Center, Old Town Winchester, Shenandoah University and much more. Our cottage has everything you need for a peaceful and enjoyable stay including full kitchen, central air, water softener, HD smart televisions, Wifi, outdoor firepit and more.