Holiday 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, 188 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!

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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.

4.98 out of 5 average rating, 98 reviews

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.

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Superhost

A bright living area features tall windows that invite natural light, showcasing views of greenery outside. A cozy sofa and armchair are arranged around a low coffee table. A fireplace and entertainment center are positioned along the wall, contributing to the room's inviting ambiance.

4.71 out of 5 average rating, 24 reviews

Cozy Cabin For All The Family!

Nestled in the Shenandoah Valley, surrounded by golf course views and peaceful wildlife, lies this 3-bedroom, 2.5-bathroom vacation rental! Indulge in the finer things when you book this charming cabin that’s spacious enough to make memories with your family, friends, and beloved pups. Spend your days swimming in the pool, relaxing in the hot tub, competing in foosball matches, and cozying up with a movie. Enjoy a home-grilled meal on the screened-in patio, followed by s’mores by the fire pit!

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4.93 out of 5 average rating, 199 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.

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4.97 out of 5 average rating, 59 reviews

4BR Cabin | HotTub | GameRm | FirePit | PoolAccess

Come and enjoy Acorn & Antler, a pet-friendly, four-bedroom cabin in The Woods resort! The spacious home has all of the amenities you need for a quick weekend trip or an extended stay. Cozy nights by the fireplace, a peaceful soak in the private hot tub, cookouts with the griddle and nights at the fire pit will keep you feeling relaxed before and after your trip. Resort access for $5/person/day (see below for details). Close to Berkeley Springs and only two hours from DC or Baltimore.

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5.0 out of 5 average rating, 39 reviews

Gem of the Woods- Cozy Cabin w/ Hot Tub, Game Room

Welcome to Gem of the Woods, a cozy cabin nestled in the forest, yet part of The Woods Resort. Unwind in the screened-in hot tub, gather by the fire pit, or enjoy a game of pool in the game room. The three-bedroom cabin has been thoughtfully curated with pet-friendly touches such as a dog run, an EV charger, perfect for all travelers. The resort features a spa, two 18- hole golf courses, seasonal outdoor pool, indoor pool, restaurant, & nearby hiking trails- perfect for a relaxing getaway

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5.0 out of 5 average rating, 109 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!

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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, 138 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.

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4.94 out of 5 average rating, 68 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.

Home in Berkeley County

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”. 🌲🪵🍄

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4.94 out of 5 average rating, 72 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*

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4.87 out of 5 average rating, 150 reviews

Fire Pit, Arcade Games, Deck, Grill & Pool Access

A four season destination with arcade games and nearby public river access. Enjoy magnificent views from just about every room in this 3 story retreat. Cozy up by the fireplace or enjoy a good book in the reading nook. Located in the Woods Resort where you’ll enjoy a community lake, beach and resort amenities. Perfect for family, friends or small groups! The highlights: - Wood burning fireplace - Roast s’mores by the fire pit - WiFi for streaming movies & remote work

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