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Vacation rentals with a pool in St. Mary's County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in St. Mary's County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for St. Mary's County rentals with a pool
House rentals with a pool
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Guest favorite
Home in Montross
5 out of 5 average rating, 5 reviewsWater View Cozy Getaway- beach/Kayak/fishing/pool
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Guest favorite
Home in Montross
4.94 out of 5 average rating, 17 reviewsRetro Retreat w/ Beaches, Pool + Tennis + Firepit
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Guest favorite
Home in Montross
4.96 out of 5 average rating, 76 reviewsWaterfront Dock, Hot Tub, Beach, Pool, Kayaks, SUP
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Guest favorite
Home in Montross
4.97 out of 5 average rating, 61 reviewsRiver Retreat
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Guest favorite
Home in Fishing Creek
4.95 out of 5 average rating, 22 reviewsBay Front Villa on Chesapeake
![](https://a0.muscache.com/im/pictures/d682c158-8dbe-440c-8ee6-6583d9024dde.jpg?im_w=720)
Superhost
Home in Lottsburg
4.96 out of 5 average rating, 69 reviewsHeron Harbor
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Guest favorite
Home in Lusby
5 out of 5 average rating, 5 reviewsSerene and Private Waterfront Retreat w Pool
![](https://a0.muscache.com/im/pictures/8ff33d10-25da-470f-80a0-10bf0038e430.jpg?im_w=720)
Guest favorite
Home in California
4.93 out of 5 average rating, 15 reviewsWaterfront home with pier near Solomon's Island
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