Fitness-friendly holiday rentals in Berkeley County

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.

Bear Pines Retreat ~ Game Room ~ Screened Porch

Come enjoy this 3 bedroom/2 bath A frame cabin in The Woods. Bear Pines Retreat features 2 bedrooms on the lower level with 4 beds and full bathroom. The Master Suite loft has a queen bed with mountain spa bathroom. You can connect to the built in Bluetooth speaker and play some relaxing music while looking out the skylight above. The living area has plenty of seating with wood burning fireplace and 55” TV mounted above. You can enjoy over 100 cable channels, music and streaming services.

The Lake Escape Townhouse @ The Woods Resort

RECENTLY RENOVATED & ACTIVITIES GALORE!! Welcome to The Lake Escape! A newly renovated lakefront townhouse providing a unique vacation experience. If peace and tranquility are what you desire the amazing views are ready and waiting. The home provides you and your family with a fully stocked game room (onsite at The Lake Escape) and access to The Woods Resort Activity Center (all located within a short walk/drive in The Woods Community). Come join us and stay awhile. WV--Wild and Wonderful!

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!

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.

Hot Tub, Dog Friendly Boho Cabin in The Woods

Unwind at our secluded A-frame cabin in The Woods! Feel transported into the trees as you enjoy coffee on the screened-in porch, roast marshmallows by the fire pit, relax in the hot tub, or simply look out the expansive windows. Furry friends will feel at home with a built-in dog bowl station and two-acres for exploring. Just under two hours from the D.C./Baltimore area with a ChargePoint EV station in the driveway, it's the perfect all-seasons getaway for families and groups of friends.

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!

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.

Modern 3BR country farmhouse

Welcome to our home in a quaint country village outside of Winchester, VA. We have the best of both worlds: historic charm and modern living. The kitchen is well appointed and ready for you to create great meals to enjoy on our two porches or beside the fireplace. Master bedroom is en suite with double sinks. Relax on the porch swing listening to the sounds of the countryside. The fire pit is ready for s’mores! Veteran owned property. **New for 2025- Game room open!**