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, 157 reviewsBeautiful Waterfront Home-Private, Clean, Relaxing
18–25 Oct
Home in Rehoboth Beach
4.89 out of 5 average rating, 101 reviewsLuxury Carriage House in Rehoboth Beach
30 Aug – 6 Sept
Home in Bethany Beach
4.84 out of 5 average rating, 217 reviewsCondo Villa 2B 2B, Walk 2 Beach Sl6
3–10 Nov
Home in Bethany Beach
4.9 out of 5 average rating, 122 reviewsBright Open Floor Plan Family Beach Retreat
18–25 Sept
Home in Ocean City
4.86 out of 5 average rating, 159 reviewsBeach Paradise IV-Downtown Luxury Condo Bay View
26 Jan – 2 Feb
Home in Frankford
4.93 out of 5 average rating, 165 reviewsA Bethany Beach Gem
21–28 Sept
Home in Rehoboth Beach
4.83 out of 5 average rating, 23 reviewsArtist’s Escape
12–19 Sept
Home in Rehoboth Beach
4.91 out of 5 average rating, 11 reviews5 Blocks to Beach, Pool, Parking, 2 Master Suites
12–19 Dec
Apartment rentals with a pool
Apartment in Rehoboth Beach
4.99 out of 5 average rating, 168 reviewsComfy and Convenient 2 bedroom/2 bath condo
7–14 Jun
Apartment in Ocean City
4.89 out of 5 average rating, 152 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
20–27 Nov
Apartment in Rehoboth Beach
4.82 out of 5 average rating, 337 reviews2 Bedroom Condo Henlopen Station w/ No Chores
29 Sept – 6 Oct
Apartment in Ocean City
4.83 out of 5 average rating, 138 reviewsRomantic Beach Inscape-Best Ocean View+Heated Pool
18–25 Dec
Apartment in Dewey Beach
4.94 out of 5 average rating, 68 reviewsPerfect Location in Dewey Beach!
30 Jan – 6 Feb
Apartment in Rehoboth Beach
5.0 out of 5 average rating, 29 reviewsSeaTreat- brand new for your beach vacation!
27 Mar – 3 Apr
Apartment in Dewey Beach
4.86 out of 5 average rating, 35 reviewsDewey Perfect 1 BR Condo with a Pool
3–10 Oct
Apartment in Dewey Beach
4.98 out of 5 average rating, 61 reviewsNewly Renovated Modern 2 Bed/2 Bath Condo w/ Pool
27 Oct – 3 Nov
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