
Holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Maryland rentals with a pool
House rentals with a pool

The Historic Booth House at the Harpers Ferry KOA

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Clean 5BR w Heated Pool/Spa - Horse & Wine Country

Magic Mountain Retreat - Mountain View, EV charger

Cedar Creek Wayside Castle

7BR Glass House: HotTub, GameRoom, Pool, SteamRoom

Lake View Home w/Fire Pit, Indoor Pool, Dogs OK!

Potomac Overlook Farms: 6 BR, 10 Acre River Estate
Apartment rentals with a pool

Beautiful, 2 bedroom condo

Spring Special - Book 2 Nights Get a 3rd FREE

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

Ski-in and Ski-out Condo at Seven Springs Resort

A Cozy, Quiet Getaway

Bike,Hike,Relax in Lux! at Bryce Resort

Laurel Highlands, Seven Springs Condo 1 Bed, 1 Bth

1-Bedroom Condo 4701 Swiss Mountain Seven Springs
Other holiday rentals with a pool

Hidden in the Valley | Pool | Pets | Fire Pit

Serene Mountaintop Cabin - Pool, Hot Tub, Sauna

Frog Hollow A Frame by Stay With Branch | Hot Tub

Cozy A-Frame Cabin In The Woods

Historic Manor on Beautiful 150 acre Farm

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

Romantic Cabin Retreat | King Bed, Pet-Friendly

Shenandoah Valley cottage, pool, & gym
Destinations to explore
- New York City Holiday rentals
- Western North Carolina Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Ocean City Holiday rentals
- Virginia Beach Holiday rentals
- Rentals with lake access Western Maryland
- Pet-friendly rentals Western Maryland
- Rentals with a sauna Western Maryland
- Rentals with a fireplace Western Maryland
- Rentals with an EV charger Western Maryland
- House rentals Western Maryland
- Rentals with a kayak Western Maryland
- Family-friendly rentals Western Maryland
- Rentals with a washing machine and dryer Western Maryland
- Private suite rentals Western Maryland
- Rentals with breakfast Western Maryland
- Fitness-friendly rentals Western Maryland
- Chalet rentals Western Maryland
- Hotel rentals Western Maryland
- Ski-in/ski-out rentals Western Maryland
- Rentals with a hot tub Western Maryland
- Farm stay rentals Western Maryland
- Smoking-friendly rentals Western Maryland
- Rentals with a firepit Western Maryland
- Townhouse rentals Western Maryland
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- Flat rentals Western Maryland
- Bed and breakfasts Western Maryland
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- Waterfront rentals Western Maryland
- Rentals with pools Maryland
- Rentals with pools United States
- Fallingwater
- Seven Springs Mountain Resort
- Timberline Mountain
- Idlewild & SoakZone
- Ohiopyle State Park
- Wisp Resort
- Blackwater Falls State Park
- Shawnee State Park
- Hidden Valley Resort
- Lakeview Golf Resort
- Bella Terra Vineyards
- Canaan Valley Resort & Conference Center
- White Grass
- Pikewood National Golf Club
- Canaan Valley Ski Resort
- Lodestone Golf Course
- Laurel Mountain Ski Resort
- Winter Experiences at The Peak
- Warden Lake
- Forks of Cheat Winery
- West Whitehill Winery