Holiday rentals with a pool in Berkeley County

4.94 out of 5 average rating, 142 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!

Superhost

5 out of 5 average rating, 5 reviews

4BR Cabin | Hot Tub | Game Rm | Fire Pit

Fall Specials! 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 fun nights at the fire pit will keep you feeling relaxed before and after your trip. Close to Berkeley Springs, Martinsburg, Sleepy Creek Wildlife Mgmt Area and only two hours from DC or Baltimore.

4.97 out of 5 average rating, 36 reviews

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

5 out of 5 average rating, 105 reviews

Home in Hedgesville

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.

4.98 out of 5 average rating, 57 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.

4.86 out of 5 average rating, 184 reviews

Cozy w Fireplace, 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

4.95 out of 5 average rating, 22 reviews

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, a spa, food truck, golf course and stunning trails—there are endless ways to create memorable stays each time you visit ALL YEAR ROUND!✨

5 out of 5 average rating, 17 reviews

Home in Hedgesville

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.

4.93 out of 5 average rating, 163 reviews

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.

Superhost

4.87 out of 5 average rating, 127 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.

4.97 out of 5 average rating, 101 reviews

Home in Hedgesville

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.