
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.

*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!

The Hunt Box @ Tally Yo Farm
Residence above 5-stall horse barn. Two bedroom house with 2 bath, Juliette balcony, vaulted ceilings, fully appointed kitchen, laundry. Traditional English equestrian decor, with horse shows & fox hunts close by. Pool open 5/15-10/15. Extra guests $55/night. Pet fee $35 each. Please advise through Airbnb. Lovely antiques, equestrian art & decor, warm rugs. On site also~AirBnb: www.airbnb.com/rooms/826639006057875355?guests=1&adults=1&s=67&unique_share_id=4cdf4b76-3173-498a-9287-5ab54a38b4ee

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!

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.

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.

Cottage on Horse Farm: Wineries/Breweries, Horses!
**Pool open May 1- Sept 29 ** PRIVATE 3 hours pool time daily. Plus private patio, grill and fire pit! Horses outside every window! The Cottage is located on a 230 acre horse farm. Red Gate Farm is a full-service, upscale equestrian farm, containing the Cottage, original farm house and 50 horses & ponies. Convenient to Middleburg and Purcellville, you are surrounded by mountains, wineries, breweries, and hiking, with horses right at your doorstep. All in the beautiful town of Bluemont.

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.
Popular amenities for Martinsburg rentals with a pool
House rentals with a pool

'Little Blue Bungalow' in The Woods-pool access

Stoney Spring Overlook

Cabin w/King Bed, Hot Tub

The Historic Booth House at the Harpers Ferry KOA

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Cedar Creek Wayside Castle

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes
Condo rentals with a pool

SlopeSide

Avalon Resort (Clothing Optional) Paw Paw WV Condo

Rockwell Suite #104 at the Inns of Whitetail

Fabulous Ski In & Out Mountain-view Condo

Bear Lodge, Slopeside Condo at Northern Lights

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

Wine Country Townhouse

Cozy Townhome At The Woods Resort Golf,SPA,Tennis

Bruno’s Retreat-Sauna, Hot tub, Shuffleboard/Pool

Walnut Glen - Quaint 1 Bedroom Country Get-A-Way

Magic Mountain Retreat - Mountain View, EV charger

Pet-Friendly Cabin w/ Hot Tub + Firepit• Near DC

Dreamcatcher Cabin ~Scenic views with BIG sky hues

Whitetail Meadows Guest House
Quick stats about holiday rentals with a pool in Martinsburg

Nightly prices starting at
Martinsburg holiday rentals start at $113Â AUD per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Family-friendly rentals Martinsburg
- Rentals with outdoor seating Martinsburg
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- House rentals Martinsburg
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- Rentals with a washing machine and dryer Martinsburg
- Apartment rentals Martinsburg
- Rentals with pools Berkeley County
- Rentals with pools West Virginia
- Rentals with pools United States
- Liberty Mountain Resort
- Whitetail Resort
- Stone Tower Winery
- Cunningham Falls State Park
- Great Falls Park
- Caledonia State Park
- Cowans Gap State Park
- Berkeley Springs State Park
- Gambrill State Park
- Cacapon Resort State Park
- South Mountain State Park
- Harpers Ferry National Historical Park
- Sky Meadows State Park
- Big Cork Vineyards
- Green Ridge State Forest
- Antietam National Battlefield
- Rock Gap State Park
- Bluemont Vineyard
- Reston Town Center
- Old Town Winchester Walking Mall
- Museum of the Shenandoah Valley
- Skyline Caverns
- Greenbrier State Park
- Catoctin Mountain Park




