
Holiday rentals with a pool in Martinsburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Martinsburg
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

A Great Getaway — Foxglove Retreat
Nestled in the Blue Ridge Mountains, "Foxglove Retreat" offers you complete privacy and beautiful vista views of the Shenandoah Valley. Equipped with all the necessities for a relaxed and luxurious experience, the "Foxglove Retreat" is sure to become one of your favorite destinations. "Foxglove Retreat" is ideally located near popular tourist destinations, restaurants and wineries. The Bears Den Trail Center is walking distance for those who would like to explore the beauty of the Blue Ridge Mountains on foot. For those who seek nearby shopping and sightseeing, the quaint village of Middleburg is to the southeast and has many antique shops and elegant boutiques nestled in its historic buildings. To the east is the town of Leesburg featuring the upscale Leesburg Corner Premium Outlets and the Leesburg Farmers’ Market. To the west is the Old Town of Winchester where you will discover charming shops, restaurants, galleries, centuries-old architecture, and historical landmarks.

Blarney:Indoor Pool, Best River & Mountain View WV
✨Escape to a spectacular view of Harpers Ferry gap located conveniently near historic Harpers Ferry on 11 acres. Enjoy an all year indoor pool and fire pit overlooking the Potomac and mountains of three states. 📍We're just minutes to great hiking trails as well as wineries, breweries, the casino, boutiques, restaurants, museums, historic sites, rafting, ziplining and much more. ✔️Please read entire listing details and house rules and discuss any special requests with the owners before booking

*Cottage @ Firefly Cellars* VA Wine Country escape
The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

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!

Amazing Summer Holiday and Mountain Retreat
Welcome to our beloved Mountain home. Located at Whitetail resort you can walk to the slopes and enjoy the après ski in our beautiful cozy house with cabin feel. Perfect ski holiday, weekend getaway, or place to work remotely with high-speed internet. Only 1.5 hours from DC & Baltimore. This is the perfect place to escape the city, connect with nature and recharge. A place to build up fond memories. All season adventures, enjoy skiing, swimming, hiking, golfing, fishing, lakes and local farms.

Romantic, hot tub, king bed, private, pet-friendly
Uniquely spacious escape for couple, small family, or solo traveler. 30-foot great room, wall of windows facing large deck, oak floors NEW HOT TUB in private setting. King bedroom with en suite bath; loft has twin bed. Modern with touches of mcm & vintage create a magical retreat for you in the treetops. On 2 acres. Hike to top of Cacapon Mountain from back door. Quick drive (3 mins) to private community pool/hot tub/tot pool (summer only). 10 minutes to Berkeley Springs with Roman Baths, arts s

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 Cottage at Nestled Inn
Nestled into the Blue Ridge mountains, practically walking distance from Bear Chase Brewery, Twin Oaks Tavern Winery & The Applachian Trail, our home offers you poolside views of our garden, hottub views of the stars, backyard views of our free range chickens & front yard views of our two horses as well as onsite massage therapy, cats & dogs. While being tucked away, we are still just 10minutes from Purcellville or Berryville & 30minutes from Leesburg, Middleburg, Winchester or Harper's Ferry.

Rustic Blue Ridge Cabins
Quaint Rustic Cabin nested at the top of the Blue Ridge Mountains w/detached 150 ft² bedroom Cabin, located in the heart of Western Loudoun Wine Country. Sitting on 1/3rd of an Acre with access to wooded a trail featuring Cold Springs. Amenities-4 person hot tub, beautiful view of the Loudoun Valley, Wifi, Loft bedroom with a loft ladder, hiking along the Appalachian Trail,Shenandoah River, with restaurants, breweries, distilleries, and wineries close by! These are rustic not luxurious Cabins

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.

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.

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 receive a massage in the studio. 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!
Popular amenities for Martinsburg rentals with a pool
House rentals with a pool

'Little Blue Bungalow' in The Woods-pool access

Stoney Spring Overlook

Spacious & Charming! Large deck+Game shed+Firepit

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Cedar Creek Wayside Castle

Treetop Cabin - Golf |Pool Access |Wifi |Fireplace

SKI YA LATER Whitetail

The Stairway to Heaven
Condo rentals with a pool

SlopeSide

Avalon Resort (Clothing Optional) Paw Paw WV Condo

Rockwell Suite #104 at the Inns of Whitetail

Ski🎿 & hike from front steps—Mountainside getaway

Bear Lodge, Slopeside Condo

Inns of Whitetail #209

Whitetail Resort Ski-in/Ski-out slope side condo.

Rockwell Suite #206 at the Inns of Whitetail
Other holiday rentals with a pool

Lovely One bedroom apartment with pool

Queen Bees Honey Hive

Cabin w/King Bed, Hot Tub

Cozy Townhome At The Woods Resort Golf,SPA,Tennis

Frog Hollow by Stay With Branch | Hot Tub & Fire

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

An Escape Bordering National Park land 1 mi to C&O

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Quick stats about holiday rentals with a pool in Martinsburg

Nightly prices starting at
Martinsburg holiday rentals start at $142 NZD per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Martinsburg rentals

4.6 Average rating
Martinsburg stays receive an average rating of 4.6 out of 5 from guests
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- Stone Tower Winery
- Liberty Mountain Resort
- Whitetail Resort
- Cunningham Falls State Park
- Great Falls Park
- Cowans Gap State Park
- Caledonia State Park
- Shenandoah Valley Golf Club
- The Links at Gettysburg
- Berkeley Springs State Park
- Cacapon Resort State Park
- Gambrill State Park
- Creighton Farms
- South Mountain State Park
- River Creek Club
- Notaviva Vineyards
- Sly Fox Golf Club
- Bowling Green Country Club
- Reston National Golf Course
- Dinosaur Land
- JayDee's Family Fun Center
- Herndon Centennial Golf Course
- Warden Lake
- The Golf Club at Lansdowne




