Holiday rentals with a pool in Berkeley County

4.95 out of 5 average rating, 137 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!

5 out of 5 average rating, 104 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.

4.92 out of 5 average rating, 89 reviews

Rustic Retreat

Come & enjoy this Rustic Retreat nestled serenely within The Woods community! Relax on the screened-in porch or on the spacious deck with beautiful views. A majestic oak growing through the deck gives a tree house feel. The Woods community offers numerous amenities, including indoor & outdoor pools, indoor hot tub, tennis, racket ball, two golf clubs & a restaurant. The surrounding Sleepy Creek Wildlife Area, 22,000 acres, offers trails to explore the varied wildlife and beautiful flora.

4.82 out of 5 average rating, 38 reviews

T&A Getaway near Berkeley Springs WV

Come visit T&A Getaway near Berkeley Springs, WV! SuperHost owners Tony & Amy recently renovated this cabin to be stylish and glamorous, yet comfortable and cozy. The result is truly special. *** Stay 3 or more nights, get a bonus night free! *** The cabin is on acre in a private resort community with full guest access to its many amenities. Less than two-hours from Washington DC, T&A Getaway is perfect for a fun weekend excursion, work-from-home alternative, or just a change of scenery.

5 out of 5 average rating, 53 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.

Superhost

4.87 out of 5 average rating, 182 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

4.94 out of 5 average rating, 47 reviews

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!

4.94 out of 5 average rating, 158 reviews

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.

4.97 out of 5 average rating, 36 reviews

Home in Hedgesville

'Little Blue Bungalow' in The Woods-pool access

Escape from the hustle-and-bustle of everyday life at The Little Blue Bungalow! The perfect getaway spot located in The Woods community in Hedgesville, WV, just under two hours from the D.C./Baltimore area. It’s the ideal place for couples, families, or groups of friends. Come for a weekend retreat or week-long vacation! Our cozy home offers plenty of privacy and space to explore, with all of the modern comforts you need. **Pool/tennis access. Message us for details on day passes!**

5 out of 5 average rating, 92 reviews

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!

Superhost

4.87 out of 5 average rating, 123 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.