Family-friendly holiday rentals in Berkeley County

A gravel area features several rustic wooden chairs arranged around a stone fire pit, with a gentle fire burning. Soft string lights illuminate the space, enhancing the cozy atmosphere. The exterior of the cabin is visible in the background, surrounded by trees.

4.95 out of 5 average rating, 187 reviews

Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool

Experience the epitome of luxury in our breathtaking A-frame cabin, nestled amidst the serene woods. This modern retreat offers lavish amenities and a stunning open living space with floor-to-ceiling windows, immersing you in nature's beauty. Indulge in the private hot tub, relax by the fire pit, and unleash your culinary skills in our fully equipped kitchen. The large screened porch provides a tranquil oasis, while nearby hiking trails, golf courses, and a spa offer an unforgettable getaway!

KitchenIndoor spacesWalkability

4.84 out of 5 average rating, 138 reviews

The cabin features an A-frame structure with a gray exterior and a vibrant red door. Surrounding trees shed their leaves, and a serene river can be seen in the background. The entrance is framed by steps leading up to the porch, adding charm to the setting.

Cabin in Falling Waters

Mike’s Cabin on the Potomac!

WELCOME TO MIKE’S CABIN ON THE POTOMAC!! Enjoy the serenity of this cabin. Off the beaten path with much to offer; fishing, kayaking, and floating in the river. Relax on the large deck, and eat at a large table on the covered patio. Grilling out or building a fire in the fire pit, you will absolutely love the time spent here. Ideal space for working remotely, with fantastic views for your background. Restaurants and groceries nearby. Close to I-70 and I-81, about 1.5 hrs from DC and Baltimore.

KitchenFamilyPets

The cabin features a contemporary A-frame design with large windows that reflect surrounding trees. A spacious deck wraps around the structure, providing outdoor seating options. Natural light streams through the windows, inviting a connection with the outdoors.

4.93 out of 5 average rating, 316 reviews

Bear Pines Retreat ~ Game Room ~ Screened Porch

Come enjoy this 3 bedroom/2 bath A frame cabin in The Woods. Bear Pines Retreat features 2 bedrooms on the lower level with 4 beds and full bathroom. The Master Suite loft has a queen bed with mountain spa bathroom. You can connect to the built in Bluetooth speaker and play some relaxing music while looking out the skylight above. The living area has plenty of seating with wood burning fireplace and 55” TV mounted above. You can enjoy over 100 cable channels, music and streaming services.

FamilyIndoor spacesQuiet

Superhost

The exterior of a one-story home is showcased, featuring red shutters and a white front door. A well-maintained lawn surrounds the house, with a prominent tree and colorful flowerbeds adding to the inviting curb appeal.

Home in Inwood

4.93 out of 5 average rating, 202 reviews

Lindas Country Cottage

Come and relax in our Little County Charmer If needed for extended t. Under 2 miles from Interstate. 15 min from Charlestown Casino and horse racing. JD’s Fun Center with pool for children. ..2 hrs from Massanuttan . Take a ride to Historic Berkley Springs Or Harpers ferry.. Home is in a quite neighborhood. Tv Wi-Fi. Home is close to dining and fast foods delivery. So if you wanna feel right at home while visiting or town stop by and pay a visit at our small home with a little country charm

Indoor spacesFamilyAmenities

Cabin in Bath (Berkeley Springs)

4.91 out of 5 average rating, 201 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.

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Treehouse in Shepherdstown

The treehouse is perched among tall trees, featuring a wooden deck that wraps around its structure. A gentle staircase leads to the entrance. In the foreground, purple flowers bloom beside a rock outcropping, enhancing the natural landscape under a bright blue sky.

4.98 out of 5 average rating, 441 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.

Indoor spacesKitchenRiver

4.98 out of 5 average rating, 206 reviews

The exterior of the cabin is showcased, featuring large vaulted windows that allow natural light to fill the space. The deck is furnished with a table and chairs, surrounded by a lush yard and trees displaying autumn colors.

Cabin in Gerrardstown

The Nest: Modern Cabin Retreat on 5 Wooded Acres

Welcome to The Nest, a light‑filled, chalet‑style cabin tucked into 5 wooded acres. A short drive from Berkeley Springs, Harpers Ferry, and Cacapon State Park, it’s your base for hot springs, hiking, trails, and small‑town restaurants. By day, explore paths, wineries, and historic main streets. By night, come “home” to star‑studded skies, mountain views, and wildlife. With fast Wi‑Fi, a workspace, and a fully stocked kitchen, The Nest is perfect for families, couples, and remote workers.

KitchenFamilyCheckout

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.

4.99 out of 5 average rating, 136 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.

Indoor spacesFamilyBeach

4.97 out of 5 average rating, 222 reviews

The exterior of a two-story cottage is presented, featuring a blend of dark green siding and stone accents. Large windows are illuminated, highlighting a welcoming entrance. Surrounding trees are bare, indicating the season, while a spacious yard of grass and earth is visible in the foreground.

Cottage in Shepherdstown

NEW * The Getaway Cottage at Rocky Marsh Farm

Welcome to The Getaway Cottage, a charming two-bedroom, two-bath home nestled in a peaceful country setting, located just 3.5 miles from Shepherdstown. Our location offers easy access to all the exciting activities and attractions the eastern panhandle has to offer, enjoy a short country side drive to dining, shopping, hiking trails, white water rafting and kayaking adventures. The historic town of Harpers Ferry is a short 25-minute drive away, and 15 minutes to Antietam Battlefield.

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 133 reviews

A living room features navy blue sofas adorned with throw pillows, facing a wooden coffee table atop a patterned rug. A circular mirror and a decorative plant are visible on the wall, while a dining area with a white table and chairs is illuminated by natural light from large windows.

Condo in Martinsburg

The Cozy Villa

Home away from home, conveniently located seconds away from Interstate 81 and central to all restaurants and shops! Perfect for a group of traveling friends or a family looking for a peaceful stay. This warm and cozy villa boasts tastefully modern features with 2bdr, 1bth, fully equipped kitchen, living room, dining room, washer/dryer in unit, front and back patio with patio furniture. The home has a driveway so parking is hassle-free! Very quiet and safe neighborhood.

KitchenFamilyQuiet

4.89 out of 5 average rating, 246 reviews

A private hot tub is positioned on a wooden deck, surrounded by trees and greenery. The view of the distant landscape is visible, with soft colors of nature reflecting a serene atmosphere. Soft lighting fixtures hang from the roof, adding to the inviting space.

Cabin in Gerrardstown

Modern Eclectic Treetop Cabin ~ Hottub ~ Romantic

Our cabin in the treetops is the perfect place to rest, work remotely, or use as a basecamp for exploring the surrounding area. 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 and safe for max of 2 adults due to its location on the upper deck. Pellet stove is available Oct-March.

KitchenIndoor spacesView

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.