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!

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.

The Mountain House - Firepit, Dog friendly, Hiking

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!

The Stairway to Heaven

Newly Renovated Boho Farmhouse Retreat | Private Hot Tub, Pools, Golf Newly renovated in 2024, this boho modern farmhouse styled home offers a peaceful escape in the heart of The Woods Community in Hedgesville, WV. Perfect for weekend getaways, or a week long vacation with a partner, family, or friends. Enjoy resort-style amenities just steps away—including golf, pools, a spa, and scenic hiking—nestled in the mountains close to Berkeley Springs, yet only 90 minutes from DC and Baltimore.

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.

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.

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!✨

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*

4BR: Chef’s Kitchen, Wood Stove, Resort Access

Escape to our spacious group retreat for 12 in The Woods community! This home features multiple living areas, a detached game room, and a wraparound deck with a fire table. Enjoy resort amenities like pools, a hot tub, and a gym. Perfect for large families or groups seeking a comfortable getaway with plenty of space to relax and play. The unique layout ensures everyone has their own space, making it an ideal choice for a memorable gathering.

Cozy cottage, hot tub, fireplace, in the trees

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