
Vacation rentals with a pool in Western Maryland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Western Maryland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Sleeps 6, 2BR, 3BED, FREE Shuttle, POOL, Hot Tub
Beautifully renovated Swiss Mountain 2 bedroom condo comfortably sleeps 6 with two full baths. The open flow of the living room into the kitchen is the perfect place to unwind after a long day. Tucked away in the Mountains, this condo makes you feel like you are in a forest with resort amenities just up the road. 24/7 shuttle service to & from the Seven Springs Mountain Resort provides round-the-clock fun for the whole family! Pool access during the summer months make this a year round getaway!

Hidden Valley Haven - Spacious cozy home
Looking for a mountain getaway? Escape to Hidden Valley! 3 Bedrooms | 2.5 Baths Conveniently located next to Hidden Valley Resort and Golf Course, 15 minutes from Seven Springs. Easy access to gorgeous hiking/biking/snowshoeing trails and ski slopes. A short drive to Fallingwater and Ohiopyle for picturesque views. Whether it’s you and a special someone or a party of 10, this place is a perfect escape! PLEASE NOTE: When traveling in the summer, this home, like many others, does NOT have A/C.

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

Mountain & Lake Retreat: 2x Queen, saltH2O Hottub
The Tortoise and the Bear B&B: Where Relaxation Meets Adventure Features: - 6-person premium saltwater hot tub - 1 Gbps fiber internet for seamless remote work/streaming - Two bedrooms with Sleep Number dual-side queen beds - Fully stocked kitchen - Multiple outdoor dining/seating areas Location: - 10-minute walk to Lake Laura with a 3-mile path - 5-minute drive to Bryce mountain skiing, biking, and golf Our home features a spiral staircase which may not be suitable for very young children

Seven Springs *Ski-in/out Condo 1 Bed.(king),1 Bth
Nestle into this cozy, one bedroom condo in The Villages at Seven Springs Mountain Resort. This retreat boasts easy ski-in/ski-out access to the slopes via the Villages Trail behind the condo building (weather permitting). What makes this condo special is the private entrance, large living space, a bedroom with king bed, a full kitchen, and a balcony. As a guest, you have access to the free shuttle service or visit the clubhouse with pool, hot-tub, basketball and tennis in the summer months.

Amazing Views! | 4BD/4.5BA | Dock, WISP, Hot Tub
Get away from it all! Our home features four large bedroom suites, two spacious family rooms, elevated deck lake views, and a boat slip. And pets are welcome! Nestled on a wooded hillside, you will love the feeling of seclusion while still being central to all DCL activities. We offer a new kitchen and comfortable home furnishings that invite you to unwind. Gather around the fireplace, relax in the hot tub, get on the lake, or step outside onto the deck, and enjoy that fresh mountain air!

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.

The Davis Ridge - Mt Views, Fireplace, Balcony
This beautiful property is centrally located close to Davis, Thomas and Canaan Valley's most famous attractions. Witness the sunrises and sunsets over the mountains from the balcony, take a dip in the heated seasonal pool, get cozy and warm next to the wood fireplace (free firewood included), cook a delicious meal on the outdoor grill, and end the day toasting from the balcony and cuddled by the fire. You're only a few minutes from all the major sites and attractions in the area.

New! The Butterfly Suite at Enchanted Table Meadow
Minutes from Wisp Ski Resort & Deep Creek Lake! Come as you are & take a seat at nature’s table under the canopy of stars. Embrace the wooded ambiance and meadow views from our 825 sq. ft suite as you melt your cares away in front of the fireplace. Located between I-68 and Deep Creek Lake/Wisp. Our hope is to provide a serene landscape where you can find peace and rest through nature. Our setup works well for business travelers & as a couple's romantic escape!
Popular amenities for Western Maryland rentals with a pool
House rentals with a pool

Stoney Spring Overlook

The Historic Booth House at the Harpers Ferry KOA

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

Cedar Creek Wayside Castle

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

Overbank Riverfront Estate~Hot Tub~Pool~Views
Condo rentals with a pool

Beautiful, 2 bedroom condo

*Ski-in/Ski-out w/ Private Hot Tub @ 7 Springs*

Lake Access/2BR/2Bath/kitchen/pool/5m to Wisp

Sleeps 7, 2BR, 4 BED, Ski IN/OUT, Pool , 7 Springs

A Cozy, Quiet Getaway

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

Bike,Hike,Relax in Lux! at Bryce Resort

Feb 22-25 Avail Ski-In & Ski- Out Condo 7 Springs
Other vacation rentals with a pool

Tiny Cabin Retreat 1 @ Camp Shenandoah Meadows

Nature's Haven | Frog Hollow by Stay With Branch

Sunny Cottage, POOL, Game Room, stocked pond

Cozy Chalet w Hot Tub ~EV~Gym~Pool~Fire pit

Romantic Cabin Retreat | King Bed, Pet-Friendly

The Hunt Box @ Tally Yo Farm

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Starcatcher Chalet, The Woods Resort
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- Rentals with pools United States
- Wisp Resort
- Timberline Mountain
- Seven Springs Mountain Resort
- Fallingwater
- Idlewild & SoakZone
- White Grass
- Ohiopyle State Park
- Canaan Valley Resort & Conference Center
- Canaan Valley Ski Resort
- West Virginia University
- Green Ridge State Forest
- Tygart Lake
- Rock Gap State Park
- Deep Creek Lake State Park
- Swallow Falls State Park
- Laurel Hill State Park
- Fort Necessity National Battlefield
- Fort Ligonier
- Coopers Rock State Forest
- Laurel Ridge State Park




