
Vacation rentals with a pool in Berkeley County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Berkeley County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

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.

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.

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!

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!✨

Spacious Retreat for Groups, Well Stocked
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.

The Cabin on the Run
We have a generator! Never be without power during your vacation. Come spend the winter by the woodstove! Take a trip to The Woods in Wild, Wonderful West Virginia. Cabin on the Run is named after the beautiful run running behind the property with a babbling soundscape that can be heard from the expansive deck. Cabin on the Run provides all modern amenities so that you only need to bring clothes and food for a trip away.
Popular amenities for Berkeley County rentals with a pool
House rentals with a pool

'Little Blue Bungalow' in The Woods-pool access

Queen Bees Honey Hive

Chalet in The Woods

Dog-Friendly A-Frame w/Firepit & Near Trails

Golf + Hike: Home w/ Resort Perks in Hedgesville

Woods Song: Hot Tub | Fireplace | Golf |Pool Pass

Treetop Cabin - Golf |Pool Access |Wifi |Fireplace

Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
Other vacation rentals with a pool

River lot with amenities

Vintage cabin in the Woods w/ resort & hiking

Redbud Keep - movie theater, wifi, golf, view

All Seasons Retreat - Screened Porch - Fire Pit

Pool Access: Peaceful Cabin in The Woods Resort!

Cozy w Fireplace, Fire Pit, Wifi & Pool Access

Stylish Retreat w Fireplace, Games & Pool Access

Just Chillin' - 4 Bedroom Cottage
Destinations to explore
- Rentals with a hot tub Berkeley County
- Rentals with a patio Berkeley County
- Rentals with a washer and dryer Berkeley County
- Family-friendly rentals Berkeley County
- Pet-friendly rentals Berkeley County
- Apartment rentals Berkeley County
- Rentals with lake access Berkeley County
- Rentals with a fireplace Berkeley County
- Cabin rentals Berkeley County
- Townhouse rentals Berkeley County
- Rentals with a fire pit Berkeley County
- House rentals Berkeley County
- Chalet rentals Berkeley County
- Rentals with outdoor seating Berkeley County
- Rentals with pools West Virginia
- Rentals with pools United States
- Liberty Mountain Resort
- Whitetail Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Cowans Gap State Park
- Caledonia State Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- South Mountain State Park
- Big Cork Vineyards
- Rock Gap State Park
- Appalachian National Scenic Trail
- Harpers Ferry National Historical Park
- Hollywood Casino At Charles Town Races
- Museum of the Shenandoah Valley
- Sky Meadows State Park
- Old Town Winchester Walking Mall
- Antietam National Battlefield
- Skyline Caverns
- Catoctin Mountain Park
- Green Ridge State Forest
- Bluemont Vineyard
- Greenbrier State Park




