Vacation rentals with a pool in Washington County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Washington County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Hedgesville

4.94 out of 5 average rating, 79 reviews

Modern Cabin-Hot Tub, Fire Pit, Pets +Indoor 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

Cabin in Hedgesville

4.94 out of 5 average rating, 151 reviews

Hot Tub, Dog Friendly Boho Cabin in The Woods

Get cozy at our secluded A-frame cabin in The Woods! Feel transported into the trees as you enjoy coffee on the screened-in porch, cuddle next to the wood burning fire, relax in the hot tub, or simply look out the expansive windows. Furry friends will feel at home with a custom-built 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.

Guest favorite

Cabin in Hedgesville

4.94 out of 5 average rating, 110 reviews

NEW! Boutique-Chic w/fireplace @ The Woods

A cool, retro, dog-friendly, Mid-Century modern A-frame cabin in a woodsy, secluded setting near DC and Baltimore! Sleeps 10 in SUPER COMFY beds w/high-quality sheets + a pull out cushy sofa bed in LR + futon in loft. Lux pillows & towels. Deck w/Grill & free propane. Modern ultra-stocked kitchen. High speed wifi + work space. Screened-in porch. Generator w/transfer switch. Free firewood. Basic supplies provided. Hike + golf + swim + ski+ fish + spa + shopping + breweries + farm markets nearby.

Guest favorite

Cabin in Hedgesville

4.93 out of 5 average rating, 233 reviews

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.

Guest favorite

Guesthouse in Middletown

5 out of 5 average rating, 110 reviews

Cottage, Pool, & Breakfast on 100ac Horse Estate

Enjoy the unique opportunity to spend time on a stunning Maryland horse farm and estate with private access to the Appalachian Trail in Maryland's Blue Ridge mountains. Located in historic Middletown, the farm is just 60 miles from downtown DC and 20 minutes west of Frederick. Our lovingly renovated 1900 guest cottage sits above an active mountain spring and beside the estate's main residence. You'll encounter chickens, cattle, horses and abundant wildlife as you hike and explore the property.

Guest favorite

Guest suite in Myersville

4.92 out of 5 average rating, 304 reviews

Harmony Lodge nestled in wooded tranquility!

Tranquil lodge nestled on 3 wooded acres in Myersville, MD. Relax by the heated pool, enjoy the warmth of the fire pit, or walk the grounds and enjoy Mother nature. Minutes away from downtown Frederick and Middletown restaurants, shops, and parks. Visit the local wineries and festivals. Tour historic battlefields. Go antiquing. Take in a round of golf, bike the C&O canal, hike the Appalachian trail, boat on the Potomac River, or go skiing. Bring your fur baby with you to enjoy the activities!

Guest favorite

Cabin in Hedgesville

4.95 out of 5 average rating, 112 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.

Guest favorite

Chalet in Berkeley Springs

4.96 out of 5 average rating, 149 reviews

Christmas MAGIC happen here!Game nights and Smores

Gather your friends and family and come breathe in the crisp clean mountain air. We redefine relaxation in our peaceful secluded Luxury Mountain Chalet. “Be Still”. More than a rental, its an experience! "A phenomenal home and host. Cannot say enough great things about our experience at “Be Still” & host, Katie. Home was even better than the description & photos conveyed. And Katie was extremely responsive. It was above & beyond our expectations on every level. Simply perfect!" - Sarah

Superhost

Cabin in 1

4.93 out of 5 average rating, 230 reviews

Cozy Modern Private Cabin with Hot Tub in Coolfont

Welcome to our private ,modern and cozy chalet located in exclusive Coolfont Mountainside . We have two large bedrooms and bathrooms , screened in porch , two decks , woodstove , hot tub and a one of a kind custom light fixture that sets the mood for the perfect escape to the mountains . Aptly named " Ode to Joy " you will find much needed joy should you choose to stay at our one of a kind retreat nestled in the Cacapon Mountains in Berkeley Springs . Please reach out with any questions !

Guest favorite

Home in Big Pool

5 out of 5 average rating, 23 reviews

Whitetail Meadows Guest House

Come enjoy the country lifestyle at Whitetail Meadows Guest House. No matter what the season, Whitetail Meadows Guest House offers a location embedded in the casual country lifestyle of fishing, hiking, biking, boating and a variety of winter sports. We aim to make your stay with us as pleasant as possible, so please feel free to reach out if there is anything we can do to improve your current or future stay. *See Property Information for Package Details on Larger Day Gatherings*

Superhost

Cabin in Hedgesville

4.9 out of 5 average rating, 163 reviews

Stocked Kitchen w Fireplace and Opt. Pool Access

The perfect getaway for small families or a friendly retreat! A well stocked kitchen, screened gazebo and spacious deck with a retractable gates and wide stairs leading to a fire pit area make this cozy home an outdoor lovers haven! Optional Resort access available to The Woods Resort with indoor and outdoor pools and sports courts, 36 holes of golf and only 10 minutes to public river access. All four seasons are sure to please with hiking and the beauty of West Virginia!

Superhost

Cabin in Hedgesville

4.89 out of 5 average rating, 221 reviews

Deer Crossing at The Woods

This WV cabin is a perfect mixture of rustic charm and and modern convenience — a great option for families or friends looking for a place to get away. Nestled in the Appalachian Mountains, it is less than a 2-hr drive from DC and Baltimore (2.5 hrs from Pittsburgh)—close enough to get there quickly, but far enough to feel like a whole different world. Enjoy a massage at the spa, play golf, go for a hike, or just fire up the hot tub, chill out, and relax!