
Holiday rentals with a pool in Martinsburg
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Martinsburg

Nightly prices starting at
Martinsburg holiday rentals start at €69 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
Top-rated rentals with a pool in Martinsburg
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!
4.95 out of 5 average rating, 188 reviews
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 acre with access to wooded a trail leads to 5 small 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
4.99 out of 5 average rating, 635 reviews
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.
5.0 out of 5 average rating, 115 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.
4.94 out of 5 average rating, 200 reviews
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!
5.0 out of 5 average rating, 110 reviews
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.
4.99 out of 5 average rating, 138 reviews
Historic Farmhouse | Heated Plunge Pool, Billiards
Named a 2025 Silver Winner for Best Vacation Rental by WV Living magazine, this 1800s farmhouse is full of character and designed for comfort. The highlight is a heated saltwater plunge pool, open year-round, plus outdoor gathering spaces for summer and 3 fireplaces for cozy fall and winter stays. Guests rave about the incredibly comfortable beds! The Harpers Ferry area is a delight in every season, offering hiking, history, shopping, dining, river adventures, wineries and breweries.
4.96 out of 5 average rating, 219 reviews
Quiet Antietam Cabin
This quiet cabin is located between Boonsboro and Sharpsburg in Keedysville, MD. It is surrounded by tall oaks and pines. A wide path leads to Antietam Creek, popular for fishing, kayaking, and tubing. 45-min drive to Whitetail Ski Resort (30 miles); 1-hr to Gettysburg, PA; Close to Antietam Battlefield, Shepherdstown, Harpers Ferry, Hagerstown, Frederick, Washington, D.C., C&O canal bike trail and Appalachian Trail. Minimum age to rent is 25 yrs. Families with children are welcome.
4.82 out of 5 average rating, 129 reviews
Private hot tub, wooded, EV charger, 1-gig fiber i
Create timeless memories in this magical, stylish retreat in the treetops! Perfect for families & girls weekends! Spread out in 4 bedrooms (2 with king beds), relax in the spacious great room with comfy sofas, listen to records, play games by the amazing fireplace. Take in the gorgeous views on the spacious deck, soak in the private hot tub, hike to the top of Cacapon Mountain from the back door. Quality amenities! Quick drive to fun shops in town yet you’re nestled in the woods.
4.98 out of 5 average rating, 130 reviews
Fire Pit, Arcade Games, Deck, Grill & Pool Access
A four season destination with arcade games and nearby public river access. Enjoy magnificent views from just about every room in this 3 story retreat. Cozy up by the fireplace or enjoy a good book in the reading nook. Located in the Woods Resort where you’ll enjoy a community lake, beach and resort amenities. Perfect for family, friends or small groups! The highlights: - Wood burning fireplace - Roast s’mores by the fire pit - WiFi for streaming movies & remote work
4.87 out of 5 average rating, 150 reviews
The Historic Booth House at the Harpers Ferry KOA
The Historic Booth House is great for families for weekend trips or holidays. The house is in a very small neighborhood, located next door the Harpers Ferry KOA Holiday, all of the KOA amenities are included with the your stay (some are seasonal). Each bedroom and bathroom is furnished with linens/towels and basic amenities. Please note this is not a "party" house. No more than 12 people are permitted, day or night. Quiet hours begin at 10pm and are strictly enforced.
4.89 out of 5 average rating, 235 reviews
Ultimate Group Getaway5 Suites•HotTub•Fall Foliage
Be Still, our flagship #1 rated mountain retreat! 🌟8 person private Hot Tub 🌳Screened in porch+2 open Decks 🥾Direct access to hiking trails 👙Community Pool+Kiddie Pool+Jacuzzi (10 guests max per HOA) 🛋️3 Family Rooms 🪵Firepit+provided Firewood+Grill 🔥Cozy Propane Fireplace 🎲Pool Table+Shuffleboard table+Board Games+DVD Library 📺WIFI+two 65in TVs 🛏️5 comfy bedrooms 💆🏼♀️5 FULL Bathrooms+1/2 bath 🛍️5 min to downtown
4.96 out of 5 average rating, 195 reviewsPopular amenities for Martinsburg rentals with a pool
House rentals with a pool

An Escape Bordering National Park land 1 mi to C&O
5.0 out of 5 average rating, 109 reviews
Cedar Creek Wayside Castle
4.76 out of 5 average rating, 305 reviews
Stoney Spring Overlook
4.95 out of 5 average rating, 154 reviews
Windy Knoll Adventure | River Front | Hot Tub!
4.81 out of 5 average rating, 170 reviews
COZY3500sf Private-10acres Pool-PickleBall-Hot Tub
4.87 out of 5 average rating, 142 reviews
3BR Chalet | Sauna · Plunge · Hot Tub | Views
4.97 out of 5 average rating, 64 reviews
The Stairway to Heaven
4.92 out of 5 average rating, 72 reviews
Mushroom Treehouse Woods Retreat (2br/1.5ba)
4.93 out of 5 average rating, 71 reviewsApartment rentals with a pool

SlopeSide
4.98 out of 5 average rating, 42 reviews
Whitetail Resort Ski-in/Ski-out slope side condo.
4.93 out of 5 average rating, 57 reviews
Golf & Hike! Condo at Whitetail Resort
4.8 out of 5 average rating, 59 reviews
Enchanting Condo in Nudist Mountain Community
5.0 out of 5 average rating, 7 reviews
14175 Northern Lights Drive, #3
4.5 out of 5 average rating, 4 reviews
Cozy & Renovated Ski In & Out Whitetail Condo
New place to stay
The Music Room at Ski Whitetail!
4.46 out of 5 average rating, 35 reviews
Avalon Resort (Clothing Optional) Paw Paw WV Condo
4.43 out of 5 average rating, 14 reviewsOther holiday rentals with a pool

*Cottage @ Firefly Cellars* VA Wine Country escape
4.95 out of 5 average rating, 426 reviews
Cottage on Horse Farm: Wineries/Breweries, Horses!
4.95 out of 5 average rating, 288 reviews
Luxe Cottage, Pool, & Breakfast on MD Horse Farm
5.0 out of 5 average rating, 164 reviews
The Mountain House
4.88 out of 5 average rating, 274 reviews
4BR Cabin | HotTub | GameRm | FirePit | PoolAccess
4.97 out of 5 average rating, 59 reviews
Wild Creek Cabin: Hot Tub, Fire Pit, Resort
4.95 out of 5 average rating, 38 reviews
Modern Retreat in The Woods with Pool Access
4.96 out of 5 average rating, 50 reviews
WV Woods Resort Cabin w/ Screened Porch
4.9 out of 5 average rating, 21 reviewsDestinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Virginia Beach Holiday rentals
- Niagara Falls Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Liberty Mountain Resort
- Berkeley Springs State Park
- Harpers Ferry National Historical Park
- Cowans Gap State Park
- Cunningham Falls State Park
- Great Falls Park
- Rock Gap State Park
- South Mountain State Park
- Cacapon Resort State Park
- Caledonia State Park
- Greenbrier State Park
- Sky Meadows State Park
- Green Ridge State Forest
- Reston Town Center
- Bluemont Vineyard
- Antietam National Battlefield
- Weinberg Center for the Arts
- Dulles Town Center
- Gambrill State Park
- Skyline Caverns
- Old Town Winchester Walking Mall
- Big Cork Vineyards
- Catoctin Mountain Park
- Manassas National Battlefield Park





