Vacation rentals with a pool in Dewey Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Dewey Beach
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 Dewey Beach rentals with a pool
House rentals with a pool
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 Ocean City
4.93 out of 5 average rating, 180 reviewsRight behind Alley Oops & Crab Bag. Walk to beach
Home in Rehoboth Beach
4.9 out of 5 average rating, 116 reviewsLuxury Carriage House in Rehoboth Beach
Home in Rehoboth Beach
5 out of 5 average rating, 20 reviewsYour getaway is waiting for you!
Home in Bethany Beach
5 out of 5 average rating, 14 reviewsCoastal Cottage! Walk to Beach!
Home in Ocean City
4.89 out of 5 average rating, 114 reviewsBeautiful 4 BR 2 BA W/ shared pool & close 2 beach
Home in Frankford
4.93 out of 5 average rating, 182 reviewsA Bethany Beach Gem
Home in Rehoboth Beach
4.91 out of 5 average rating, 22 reviews5 Blocks to Beach, Pool, Parking, 2 Master Suites
Condo rentals with a pool
Condo in Bethany Beach
4.93 out of 5 average rating, 296 reviewsSea Colony Premier Family Resort
Condo in Rehoboth Beach
4.96 out of 5 average rating, 155 reviewsClassy Beach Getaway
Condo in Rehoboth Beach
4.95 out of 5 average rating, 368 reviews*The Artist's* - Pool / Quiet / Centrally Located
Condo in Ocean City
4.89 out of 5 average rating, 179 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
Condo in Rehoboth Beach
4.94 out of 5 average rating, 123 reviewsCondo Reho -1st fl/2 bed/2 bath, centrally located
Condo in Ocean City
4.88 out of 5 average rating, 188 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
Condo in Ocean City
4.93 out of 5 average rating, 113 reviewsOceanfront Studio, King bed, Sleeps 4, Pool, Wi-Fi
Condo in Ocean Pines
4.97 out of 5 average rating, 149 reviewsEscape by the Bay
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