Vacation rentals with a pool in Berkeley County

Spacious & Charming! Large deck+Game shed+Firepit

Get away and play at this spacious cabin. Sip your morning coffee on the large deck as the sun rises through the trees. By day, swim, explore nearby hiking trails, play tennis or golf at The Woods facilities, or lounge while the kids play in the fenced yard. As the sun sets, dine outdoors on the picnic table, or indoors on the large dining room table. At night, retire to the detached game shed for a nightcap or gather around the fire while you cherish the serenity and search the sky for Orion.

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.

Cozy Chalet w Hot Tub ~EV~Gym~Pool~Fire pit

Escape to our cozy chalet in the woods, a perfect mix of relaxation and adventure! Unwind in the hot tub, relax by the electric fireplace with wooded views, or make s’mores at the fire pit. Enjoy a fully stocked kitchen, plus complimentary coffee, tea, and hot cocoa. Access the gym, indoor pool, multipurpose court, and seasonal outdoor pool. One-day guest passes included, with extra passes available to purchase. Hiking trails and golf courses are minutes away. Your ideal getaway is waiting!

Hot Tub, Dog Friendly Boho Cabin in The Woods

Unwind at our secluded A-frame cabin in The Woods! Feel transported into the trees as you enjoy coffee on the screened-in porch, roast marshmallows by the fire pit, relax in the hot tub, or simply look out the expansive windows. Furry friends will feel at home with a built-in dog bowl station and two-acres for exploring. Just under two hours from the D.C./Baltimore area with a ChargePoint EV station in the driveway, it's the perfect all-seasons getaway for families and groups of friends.

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!

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.

Peaceful Pines, luxury 4-bed cabin, EV, Pool, Golf

Peaceful Pines is a beautiful, luxurious mid-century cabin where the main objective is relaxation. Great for a girls weekend, multiple family or generation trips! Plenty of room to stretch out and have your own space. Go hiking, swim at the pools, go golfing, use the projector on the covered porch, curl up in front of the fire with a good book or play board games. Peaceful Pines cabin offers all of that and more. We are less than 2 hours outside of DC, but it feels like a world away.

Whitetail Meadows Guest House

Come enjoy the country lifestyle at Whitetail Meadows Guest House. No matter what 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*

The Cabin on the Run

We have a generator! Never be without power during your vacation. Come spend the winter by the woodstove! Take a trip to The Woods in Wild, Wonderful West Virginia. Cabin on the Run is named after the beautiful run running behind the property with a babbling soundscape that can be heard from the expansive deck. Cabin on the Run provides all modern amenities so that you only need to bring clothes and food for a trip away.