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 Lewes
4.98 out of 5 average rating, 156 reviewsBeautiful Waterfront Home-Private, Clean, Relaxing
Dec 15 – 22
Home in Bethany Beach
4.84 out of 5 average rating, 217 reviewsCondo Villa 2B 2B, Walk 2 Beach Sl6
Feb 24 – Mar 3
Home in Rehoboth Beach
4.89 out of 5 average rating, 101 reviewsLuxury Carriage House in Rehoboth Beach
Jan 22 – 29
Home in Bethany Beach
4.9 out of 5 average rating, 122 reviewsBright Open Floor Plan Family Beach Retreat
Nov 5 – 12
Home in Frankford
4.93 out of 5 average rating, 165 reviewsA Bethany Beach Gem
Oct 14 – 21
Home in Ocean City
4.86 out of 5 average rating, 159 reviewsBeach Paradise IV-Downtown Luxury Condo Bay View
Nov 24 – Dec 1
Home in Ocean City
4.91 out of 5 average rating, 23 reviewsNew! Oceanfront at Marigot Beach
Nov 16 – 23
Home in Rehoboth Beach
4.83 out of 5 average rating, 23 reviewsArtist’s Escape
Feb 21 – 28
Condo rentals with a pool
Condo in Ocean City
4.94 out of 5 average rating, 169 reviewsGorgeous Oceanfront Condo- Beach, Pool, Hot Tub!
Nov 17 – 24
Condo in Rehoboth Beach
4.89 out of 5 average rating, 174 reviewsCharming Beach Condo
Sep 26 – Oct 3
Condo in Rehoboth Beach
4.96 out of 5 average rating, 337 reviewsThe Artist's Hideaway *Community Pool*
May 25 – Jun 1
Condo in Wildwood Crest
4.94 out of 5 average rating, 161 reviewsNew listing -Ocean View From Sofa
Nov 25 – Dec 2
Condo in Ocean City
4.82 out of 5 average rating, 136 reviewsRomantic Beach Inscape-Best Ocean View+Heated Pool
Feb 13 – 20
Condo in Ocean City
4.89 out of 5 average rating, 152 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
Nov 16 – 23
Condo in Dewey Beach
4.91 out of 5 average rating, 23 reviewsLuxury Bay & Oceanview Condo in the Heart of Dewey
Nov 20 – 27
Condo in Dewey Beach
4.94 out of 5 average rating, 68 reviewsPerfect Location in Dewey Beach!
Jan 26 – Feb 2
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