Vacation rentals with a pool in Dorchester County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Dorchester 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
Get the amount of space that is right for you
Popular amenities for Dorchester County rentals with a pool
House rentals with a pool
Superhost
Home in Lusby
4.91 out of 5 average rating, 67 reviewsSpacious and private waterfront, sleeps 10
Dec 30 – Jan 6
R5,556 ZAR per night
Superhost
Home in Saint Marys City
4.92 out of 5 average rating, 52 reviewsHistoric Rosecroft
May 15 – 22
R18,359 ZAR per night
Superhost
Home in Taylors Island
4.7 out of 5 average rating, 82 reviewsThe Marina Oasis in Taylors Island
Sep 6 – 13
R3,210 ZAR per night
Guest favorite
Home in Woolford
5.0 out of 5 average rating, 103 reviewsStarboard on McKeil Point, w/heated pool & hot tub
Jan 18 – 25
R17,026 ZAR per night
Guest favorite
Home in Ridge
4.85 out of 5 average rating, 40 reviewsWaterfront Paradise with a Private Pool
Nov 24 – Dec 1
R10,634 ZAR per night
Home in Cambridge
4.76 out of 5 average rating, 21 reviewsIndian Fields - A 25 acre Waterfront retreat!
Mar 9 – 16
R16,455 ZAR per night
Guest favorite
Home in Tilghman Island
5.0 out of 5 average rating, 19 reviewsBreathtaking Views & Tranquility
Apr 1 – 8
R15,184 ZAR per night
Guest favorite
Home in Cambridge
4.92 out of 5 average rating, 12 reviewsQuiet & Peaceful Paradise in Cambridge, MD
R10,846 ZAR per night
Destinations to explore
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