Vacation rentals with a pool in Maryland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Maryland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Maryland rentals with a pool
House rentals with a pool
Home in Edgewater
4.92 out of 5 average rating, 138 reviewsHouse in Edgewater Maryland
Home in Woolford
5 out of 5 average rating, 114 reviewsStarboard on McKeil Point, w/heated pool & hot tub
Home in Ocean City
4.94 out of 5 average rating, 234 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Home in Queenstown
4.81 out of 5 average rating, 155 reviewsBay Breeze Retreat
Home in Cambridge
4.96 out of 5 average rating, 111 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Ocean City
4.93 out of 5 average rating, 181 reviewsRight behind Alley Oops & Crab Bag. Walk to beach
Home in Severn
4.86 out of 5 average rating, 139 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Home in Ocean Pines
4.89 out of 5 average rating, 138 reviewsTortuga Cottage: Your All- Season Getaway
Condo rentals with a pool
Condo in Ocean City
4.91 out of 5 average rating, 290 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Condo in Ocean City
4.99 out of 5 average rating, 208 reviewsCozy oceanfront condo with stunning ocean views
Condo in Ocean City
4.82 out of 5 average rating, 263 reviews🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!
Condo in Ocean City
4.89 out of 5 average rating, 179 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
Condo in Ocean City
4.88 out of 5 average rating, 188 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
Condo in Ocean City
4.84 out of 5 average rating, 162 reviewsRomantic Beach Inscape-Best Ocean View+Heated Pool
Condo in Ocean City
4.98 out of 5 average rating, 114 reviewsDirect Ocean Front/Gorgeous Views/Indoor Pool
Condo in Ocean City
4.93 out of 5 average rating, 120 reviewsThe Penthouse Oasis (bring your own linens!)
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