Family-friendly vacation rentals in Berkeley County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Berkeley County

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

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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

Cabin in Hedgesville

4.85 out of 5 average rating, 62 reviews

Wily Squirrel Lodge- Pet Friendly-Mountain Retreat

Minutes from Berkeley Springs, this beautiful home features an open concept living room, fully equipped kitchen and beautiful hot tub, for year 'round use. The sunroom is a stunning space surrounded by windows and has access to a screened in porch, perfect for outdoor dining. The large deck is furnished with a gas grill, fire pit and seating to spare. The house boasts three fireplaces! There are 4 bedrooms and 2 full baths. The master bath features a jetted spa tub and gorgeous walk-in shower.

Guest favorite

Home in Charles Town

4.9 out of 5 average rating, 126 reviews

Historic Charles Town- Artist's Home

In historic downtown Charles Town, this relaxing home is a perfect get away and also close to many local attractions. Walk to restaurants, coffee shops, and boutiques. In a quiet neighborhood, 5 blocks from the charming downtown, this welcoming older house has historic details, charming artsy decor, covered front porch, covered back porch, and large fenced yard. One of the 4 bedrooms is on the 1st floor. 8 mins to historic Harpers Ferry, 12 mins to Shepherdstown shops and theater.

Guest favorite

Condo in Charles Town

4.71 out of 5 average rating, 112 reviews

2 Bed Condo at Abolitionist Ale Works #300

Beautiful historic renovation in the heart of Downtown Charles Town above the brewery Abolitionist Ale Works. This third floor unit is within walking distance to some of the best bars, restaurants and shops in the area. Features include a renovated kitchen w eat in table, concrete countertops, coffeemaker, microwave, fridge and range, bathroom with clawfoot tub and victorian hex tile, 2 full bedrooms with queen beds and a private washer and dryer and rear balcony

Superhost

Cabin in Hedgesville

4.89 out of 5 average rating, 221 reviews

Deer Crossing at The Woods

This WV cabin is a perfect mixture of rustic charm and and modern convenience — a great option for families or friends looking for a place to get away. Nestled in the Appalachian Mountains, it is less than a 2-hr drive from DC and Baltimore (2.5 hrs from Pittsburgh)—close enough to get there quickly, but far enough to feel like a whole different world. Enjoy a massage at the spa, play golf, go for a hike, or just fire up the hot tub, chill out, and relax!

Guest favorite

Cottage in Winchester

4.97 out of 5 average rating, 469 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.

Superhost

Townhouse in Hedgesville

4.89 out of 5 average rating, 64 reviews

Cozy Townhome At The Woods Resort Golf,SPA,Tennis

This Townhome only 90 miles from NVA located at The Woods Resort which has 2 award winning golf courses, spa, outdoor/indoor pools, hiking trails on Sleepy Creek Wildlife Management Area, indoor/outdoor tennis and a Clubhouse Grill & Pub where you can get bite to eat and drink. Has central AC/Heat, flat screen TV, internet, and wood fireplace. Also a short distance from Sylvan Lake where there is catch & release fishing.

Superhost

Home in Berkeley Springs

4.86 out of 5 average rating, 51 reviews

The Retreat at Upland Trail -Private 3BR

Welcome to the Retreat at Upland Trail! A beautiful three bedroom, two full bath cabin located in a secluded thirty acres of wooded nature! Enjoy the large wraparound deck with great mountain views and screen proc with a propane grill! Perfect for families and friends looking to enjoy the country!