Family-friendly holiday rentals in Berkeley County

Guesthouse in Berkeley Springs

The exterior of Pond Hill Guesthouse is presented with a welcoming front porch, featuring seating areas and garden beds. A sturdy metal roof covers the structure, and a wooden fence adds privacy. The surrounding landscape includes a grassy yard with seasonal greenery.

4.96 out of 5 average rating, 408 reviews

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!

Reserve two get the third (Sun-Thur) night free! Set among the rolling hills near Berkeley Springs, WV, Pond Hill Guesthouse has everything you'll need. Perfect for stargazing! This guesthouse has a private drive and plenty of privacy. Relax in the hot tub or by a fire and enjoy the stars. Lots of room for couples or small families. WiFi provided. This beautiful guesthouse is owned, and hosted a by local superhost, Doug. Pond Hill is great place to enjoy a piece of West Virginia Heaven!

Cabin in Berkeley Springs

4.91 out of 5 average rating, 190 reviews

The Hideaway~Remote Cabin ~Hot Tub~Fast Internet!

Enjoy the sounds of nature at this beautiful secluded home next to 22,000 acres of public land to explore! The Hideaway is a family friendly and pet friendly space for you to spread out and take in the serenity of mountains at The home boasts 3 large bedrooms and 2 bathrooms along with a large living area with fast Starlink WiFi. Outside you can enjoy decks on 2 sides of the property. Watch the sunrise from one and the sunset from the other! This space is perfect for small groups or families.

5 out of 5 average rating, 103 reviews

A rustic outdoor seating area features log benches arranged around a circular fire pit. The red chalet with a flag is visible in the background, surrounded by trees shedding their leaves. A gravel pathway connects the seating area and the chalet.

Chalet in Hedgesville

Cherry Run Chalet

Kick back and relax in this peaceful, stylish chalet at The Woods community in wild and wonderful West Virginia. The 2-acre property backs up to the 23,000-acre Sleepy Creek State Wildlife Area, a hikers dream. The Woods offers 2 golf courses, indoor and outdoor pools, indoor hot tub, tennis, exercise gym and more. The Sports and Spa center is within walking distance from the chalet for self-care pampering. The Clubhouse Grille and Pub is a great option for dine in and carry out. Enjoy!

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.

5 out of 5 average rating, 123 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.

A log cabin features a stone chimney and a spacious front porch with a wooden railing. Surrounded by vibrant autumn foliage, the lower level offers a clear view of the landscaped yard, leading to the area with Adirondack chairs, inviting guests to relax outdoors.

4.94 out of 5 average rating, 116 reviews

Charming log cabin by Berkeley Springs (+ hot tub)

Get the most out of wild & wonderful West Virginia in this newly-renovated log cabin 20 minutes from downtown Berkeley Springs. Enjoy the wooded views from the expansive front porch, make s'mores around the stone fire pit, soak in the hot tub in the enclosed sun room, curl up with a book in front of the wood-fired stove, and get cozy in the movie theatre-like loft. You will have access to a private lake and incredible hiking trails minutes from the cabin.

An A-frame cabin surrounded by lush greenery features two expansive decks. The front deck includes seating and a decorative railing, inviting relaxation while enjoying the natural setting. Floor-to-ceiling windows allow for ample natural light, enhancing the connection with the surroundings.

4.89 out of 5 average rating, 210 reviews

Unique Gem: Cozy A frame cabin in the woods

Come unwind and enjoy nature in this cozy, quaint, A-frame cabin. Nestled in the woods overlooking a community pond, enjoy the views through floor to ceiling windows or relax outside on one of the two large decks. Best suited for two guests, it can accommodate up to 4 with use of the futon in the loft. Located just minutes away from the Potomac River and numerous recreational areas!

4.97 out of 5 average rating, 180 reviews

An outdoor deck illuminated at night features comfortable seating arranged around a fire table. A large umbrella is positioned over the dining area, and the house is adorned with soft string lights. The surrounding trees provide a natural backdrop to the inviting space.

Chalet in Hedgesville

All Seasons Retreat - Screened Porch - Fire Pit

Be amongst the trees! All Seasons Retreat is nestled near the top of the mountain in The Woods. Come enjoy the mountain views and relax on the 50-foot deck surrounded by trees. If you love nature and the outdoors, this is the place for you. Create s’more memories in the most incredible fire pit village! You also have full access to all the resort amenities.

4.97 out of 5 average rating, 471 reviews

A rustic cottage features weathered wood siding and a welcoming front door. Two chairs sit on a circular brick patio, surrounded by colorful potted plants and neatly trimmed hedges. Lush greenery is visible in the background, enhancing the tranquil setting.

Cottage in Martinsburg

Last Rodeo Cottage

Our cottage is private where guest can relax; Looking to spend some quiet time out of the city. Close to D.C.and the Historic site of surrounding areas. Close to Charlestown Casinos. Our home is right off I- 81 This cottage is Handicap accessible from private parking to shower and amenities. Lovely park like setting shared with our family pets.

Two hanging egg swings are positioned in a cozy screened-in porch, featuring soft cushions for comfort. A wooden side table rests between the swings. The backdrop includes a wooden wall adorned with hanging greenery, enhancing the serene atmosphere.

4.96 out of 5 average rating, 193 reviews

Cozy Designer Cabin with Hot Tub, Fire Pit, Grill

Welcome to Zandra's Cabin, where luxury meets comfort in a professionally designed retreat. Nestled on a private wooded lot, yet within The Woods Resort: two 18-hole golf courses, a spa, a restaurant/pub, and miles of hiking trails. Perfect for a romantic getaway or adventurous retreat!

4.95 out of 5 average rating, 545 reviews

A single-story home is surrounded by a lush green lawn, with a blooming pink tree to the left and another tree on the right. The front entrance features steps leading to a dark door, flanked by windows. Light snow covers the ground, contrasting with vibrant foliage.

Home in Inwood

The Inwood House- easy on/off I-81

Perfectly situated 1 mile off of I-81 in The Eastern Panhandle of WV. Completely renovated interior has been designed to be easily accessible. Enjoy this 2 bedroom home on 1 acre all to yourself. Near restaurants and grocery store. Light continental breakfast included.