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.

%{current} / %{total}1 / 1
Guest favorite
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.
Cabin in Hedgesville
4.94 out of 5 average rating, 159 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!

Guest favorite
A rustic cabin is nestled among tall trees, elevated on a wooden deck supported by pillars. The surrounding foliage creates a serene environment, with light filtering through the leaves. The deck extends outward, inviting relaxation and connection with nature.
Cabin in Hedgesville
4.91 out of 5 average rating, 94 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.

Top guest favorite
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.
Cabin in Hedgesville
4.98 out of 5 average rating, 65 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.

Top guest favorite
A hot tub is situated on a wooden deck, surrounded by trees. Evening light casts a warm glow, enhancing the inviting turquoise water. The sky transitions from daylight to dusk, creating a serene atmosphere, perfect for relaxation.
Cabin in Hedgesville
4.95 out of 5 average rating, 61 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!

Top guest favorite
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
4.94 out of 5 average rating, 174 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.

Top guest favorite
The exterior of the bungalow features a large deck with multiple seating areas and a screened-in porch beneath a sloped, blue gabled roof. Surrounding trees showcase autumn foliage, and a staircase leads from the deck to the ground, where fallen leaves blanket the yard.
Home in Hedgesville
4.98 out of 5 average rating, 43 reviews

'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!**

Guest favorite
A charming cabin is nestled among lush trees, featuring a spacious deck that overlooks the surrounding greenery. The structure highlights a gabled roof and large windows, inviting natural light into the house. The forested setting enhances the feeling of seclusion and tranquility.
Cabin in Hedgesville
4.87 out of 5 average rating, 138 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.

Top guest favorite
A screened-in porch features a comfortable daybed adorned with neutral cushions and an accent pillow. A round table sits at the center, surrounded by two accent chairs. Soft lighting from string lights adds a warm glow, and the surrounding trees provide a serene backdrop.
Home in Hedgesville
4.95 out of 5 average rating, 110 reviews

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.

Top guest favorite
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.
Cabin in Berkeley County
4.95 out of 5 average rating, 40 reviews

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!✨

Top guest favorite
A circular fire pit is surrounded by six gray Adirondack chairs, set on gravel. Beyond, a spacious wooden deck is visible, featuring a covered area and a picnic table. The yard is fenced with trees providing a natural backdrop.
Home in Hedgesville
5 out of 5 average rating, 112 reviews

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.

Top guest favorite
Aerial view showcases a cabin nestled amid a vast expanse of lush green forest. The treetops create a vibrant, uninterrupted canopy, with distant mountain peaks visible under a clear sky, emphasizing the cabin's serene and secluded location.
Cabin in Hedgesville
4.94 out of 5 average rating, 127 reviews

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.

Top guest favorite
The living area displays a warm, inviting space with a plush sectional sofa and a round coffee table centered on a patterned rug. A wooden dining table is visible in the background, surrounded by chairs. Natural light enters through windows, enhancing the cozy atmosphere.
Cabin in Hedgesville
4.97 out of 5 average rating, 114 reviews

Cedar Loft at The Woods-Vintage Chic Cabin Retreat

Located just two hours from Washington, DC and Baltimore, MD, this 3 br-1ba cabin is nestled in the Appalachian Mountains of Almost Heaven West Virginia. One of the few properties at The Woods that backs directly to Sleepy Creek Wildlife Management Area, this cabin was completely renovated in 2020, including the addition of granite countertops, all new flooring, a metal roof, new appliances and new decking.

Popular amenities for Berkeley County rentals with a pool