Holiday rentals with a pool in Berkeley County

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!

Modern Retreat in The Woods with Pool Access

Relax and unwind in this stylish home in The Woods community. Perched above a small stream and surrounded by mature trees, the house offers beautiful treetop views in a peaceful, secluded setting. Guests also have access to the wonderful amenities of the community including two sizeable outdoor pools, a gym, indoor and outdoor tennis/pickleball courts, racquetball court, an indoor pool and hot tub, and saunas. Book a tee time at one of the two golf courses or a spa appointment for some pampering

Round 70s cabin-pickleball, golf, gym, pools

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 Pet-Friendly w Fire Pit, Wifi & Pool Access

Cozy up by the wood burning fireplace or head outside and enjoy the large semi-private yard and screened gazebo. Roast marshmallows by the fire pit after a day exploring nearby Sleepy Creek WMA, where you’ll enjoy fishing, public river access and white water rafting. Whether you’re looking for adventure, relaxation, or a little bit of both, it’s the perfect spot for your getaway! The highlights: - WiFi for streaming movies & remote work - The Woods Resort Access - Dog-Friendly - Modern Decor

Cabin 2hrs from DC, Golf, Fire Pit, Dog-Friendly

Escape to The Mountain House - just 2 hours from DC - a cozy 2BR/1BA retreat on a private wooded acre bordering 20k acres of wildlife area. Enjoy the fire pit, deck, wood stove, & seclusion that this home offers. A short walk to golf, spa, swimming, gym, tennis & pickleball in The Woods community, with a hiking trail head at the end of the driveway. Explore Berkeley Springs (25m) & Harper's Ferry (1h) with hiking, wineries, antiques, spas, & more nearby. Bring the pups & unwind in the woods!

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.

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!

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.

Mushroom Treehouse Woods Retreat (2br/1.5ba)

Meet The Mushroom Treehouse — a cozy, round yurt style cabin in The Woods Resort community. This 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! Access to indoor & outdoor pools & recreational courts, spa, golf and hiking trails — there are endless ways to create memorable stays each time you visit ALL YEAR ROUND!✨ “And into the forest I go, to lose my mind and find my soul”. 🌲🪵🍄

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*

Toasted Marshmallow Chalet | Hot Tub & Fire Pit

Some escapes you plan. Others you feel. At The Toasted Marshmallow Chalet, you’ll sink into a steaming hot tub under open skies, gather around a glowing fire pit, and finally let yourself exhale. Whether you’re escaping as a couple, with your closest, or the whole family — four-legged members included — this is yours. Nestled within the refined Woods Resort community, you’re moments from scenic trails, resort amenities, and local gems — just 90 minutes from DC.

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.