Vacation rentals with a pool 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, 167 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!

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, 299 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.

A circular living area is surrounded by large windows that offer views of the serene woods. Comfortable seating includes a green sofa and two white chairs, complemented by a unique pendant light and a cozy rug on the carpeted floor.

4.97 out of 5 average rating, 71 reviews

Round 70s cabin-pickleball, golf, gym, indoor pool

Experience this unique, authentic 1977 round cabin with amazing views from the curved wall of windows. Work from home with fast internet or unplug and simply relax in peaceful awe of the view. Located in The Woods resort, with 2 beautiful outdoor pools (open Memorial Day through Labor Day), large Sports Center (indoor pool), pickleball, tennis & golf! 25 minutes from Berkeley Springs with its famous hot springs, art center, and shops. Hiking, biking, river floats, horseback riding all nearby.

4.94 out of 5 average rating, 178 reviews

A spacious great room features a large sectional sofa in rich orange, inviting relaxation. Tall windows allow natural light to fill the space, offering views of the surrounding forest. A decorative area rug anchors the seating area, complemented by a coffee table and thoughtfully arranged decor.

Chalet in Hedgesville

Starcatcher Chalet, The Woods Resort

Enjoy a fun, relaxing stay at our completely renovated chalet in The Woods Resort in beautiful Berkeley County, WV--a 90-minute drive from the Washington DC-Baltimore Metro Area. You'll be in the heart of the WV Eastern panhandle, close to Sleepy Creek, Berkeley Springs, Cacapon State Park, Antietam National Battlefield, and more. The Woods Resort amenities (fees apply) include a spa, restaurant, and two golf courses, three swimming pools, tennis, pickleball, fitness, and a playground.

5 out of 5 average rating, 16 reviews

Cozy cottage, hot tub, fireplace, in the trees

Romantic Mountain Escape | Hot Tub, Fire Pit & Resort Amenities Discover your own private retreat in the heart of the mountains — where tall trees surround you, fresh air fills your lungs, and every detail has been designed for comfort, relaxation, and a touch of luxury. Discover your private hot tub beneath the stars, the perfect place to unwind after a day of exploration. Located on The Woods resorts, you’ll have access to golf, Sleep Creek Spa, The Sports Center and hiking trails.

5 out of 5 average rating, 102 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, 114 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 charming cabin is nestled among lush trees, featuring a spacious deck that overlooks the surrounding greenery. The structure highlights a gabled roof and large windows, inviting natural light into the house. The forested setting enhances the feeling of seclusion and tranquility.

4.87 out of 5 average rating, 143 reviews

Five Oaks Cabin at The Woods Resort

Get away without going far at our cozy, colorful, family-friendly cabin. Watch the sunset over the woods from the deck, stargaze by the A-frame window, or play ping-pong in our games room. Do some work in our office space overlooking the trees. Enjoy golf, pools, the spa, hiking and fishing, or explore the beautiful countryside of rural West Virginia. Best of all, our cabin is less than two-hours drive from D.C. and Baltimore, so you can feel like you're far away without a long drive.

4.96 out of 5 average rating, 46 reviews

The exterior view highlights a circular cabin surrounded by a forest. A spacious deck is visible, furnished with two red chairs, a small table, and a fire pit. Stacked firewood is neatly arranged, while a charcoal grill is positioned at the corner.

Cabin in Berkeley County

The Mushroom Treehouse / Yurt-Cabin Woods Resort

“And into the forest I go, to lose my mind and find my soul”. 🌲🪵🍄 Meet The Mushroom Treehouse, a yurt-like cabin in The Woods Resort community of Hedgesville, WV. This unique 2 bedroom, 1.5 bath peaceful wooded oasis is the perfect rest & recharge spot before and after you explore all of its neighboring outdoor beauty! Optional access to pools, a gym, spa, golf course and stunning trails—there are endless ways to create memorable stays each time you visit ALL YEAR ROUND!✨

4.96 out of 5 average rating, 51 reviews

The entrance to the guest house is showcased, featuring a combination of brick and stone siding. A welcoming red door is flanked by large windows, and a decorative wreath adds a touch of charm. The pathway is lined with neatly trimmed shrubs and grass.

Home in Big Pool

Whitetail Meadows Guest House

Come enjoy the country lifestyle at Whitetail Meadows Guest House. No matter the season, Whitetail Meadows Guest House offers a location embedded in the casual country lifestyle of fishing, hiking, biking, boating, and a variety of winter sports. We aim to make your stay with us as pleasant as possible, so please feel free to reach out if there is anything we can do to improve your current or future stay. *See Property Information for Package Details on Larger Day Gatherings*

4.95 out of 5 average rating, 66 reviews

Stylish Chalet Retreat with Hot Tub and Fire Pit

Relax in this stylish chalet retreat, featuring a private hot tub and cozy fire pit for starry evenings. Located within the welcoming Woods Resort community, it’s the perfect weekend getaway for couples, friends, or anyone looking for a peaceful escape with easy access to resort amenities, nearby trails, and local attractions — all just 90 minutes from DC. Enjoy thoughtfully designed interiors and serene surroundings while staying in a vibrant, active community.