Holiday 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.
Holiday 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 Lewes
4.98 out of 5 average rating, 156 reviewsBeautiful Waterfront Home-Private, Clean, Relaxing
15–22 Dec
Home in Bethany Beach
4.84 out of 5 average rating, 217 reviewsCondo Villa 2B 2B, Walk 2 Beach Sl6
24 Feb – 3 Mar
Home in Rehoboth Beach
4.89 out of 5 average rating, 101 reviewsLuxury Carriage House in Rehoboth Beach
22–29 Jan
Home in Bethany Beach
4.9 out of 5 average rating, 122 reviewsBright Open Floor Plan Family Beach Retreat
5–12 Nov
Home in Frankford
4.93 out of 5 average rating, 165 reviewsA Bethany Beach Gem
14–21 Oct
Home in Ocean City
4.86 out of 5 average rating, 159 reviewsBeach Paradise IV-Downtown Luxury Condo Bay View
24 Nov – 1 Dec
Home in Ocean City
4.91 out of 5 average rating, 23 reviewsNew! Oceanfront at Marigot Beach
16–23 Nov
Home in Rehoboth Beach
4.83 out of 5 average rating, 23 reviewsArtist’s Escape
21–28 Feb
Condo rentals with a pool
Condo in Ocean City
4.94 out of 5 average rating, 169 reviewsGorgeous Oceanfront Condo- Beach, Pool, Hot Tub!
17–24 Nov
Condo in Rehoboth Beach
4.89 out of 5 average rating, 174 reviewsCharming Beach Condo
26 Sep – 3 Oct
Condo in Rehoboth Beach
4.96 out of 5 average rating, 337 reviewsThe Artist's Hideaway *Community Pool*
25 May – 1 Jun
Condo in Wildwood Crest
4.94 out of 5 average rating, 161 reviewsNew listing -Ocean View From Sofa
25 Nov – 2 Dec
Condo in Ocean City
4.89 out of 5 average rating, 152 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
16–23 Nov
Condo in Ocean City
4.82 out of 5 average rating, 137 reviewsRomantic Beach Inscape-Best Ocean View+Heated Pool
13–20 Feb
Condo in Dewey Beach
4.91 out of 5 average rating, 23 reviewsLuxury Bay & Oceanview Condo in the Heart of Dewey
20–27 Nov
Condo in Dewey Beach
4.94 out of 5 average rating, 68 reviewsPerfect Location in Dewey Beach!
26 Jan – 2 Feb
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