Vacation rentals with a pool in Assateague Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Assateague Island
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 Assateague Island rentals with a pool
House rentals with a pool
Home in Ocean Pines
4.98 out of 5 average rating, 103 reviewsCamelot
Home in Rehoboth Beach
4.99 out of 5 average rating, 120 reviewsSecluded beach beauty with private, heated pool
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Home in Frankford
4.93 out of 5 average rating, 171 reviewsA Bethany Beach Gem
Home in Ocean Pines
4.88 out of 5 average rating, 120 reviewsTortuga Cottage: Your All- Season Getaway
Home in Ocean Pines
5 out of 5 average rating, 8 reviewsOcean City (OC) Beach Retreat
Home in Ocean Pines
4.82 out of 5 average rating, 17 reviewsNottingham Beach Retreat
Home in Greenbackville
4.91 out of 5 average rating, 56 reviewsStunning waterfront panoramic view getaway house
Condo rentals with a pool
Condo in Ocean City
4.94 out of 5 average rating, 117 reviewsOceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+
Condo in Ocean City
4.94 out of 5 average rating, 178 reviewsGorgeous Oceanfront Condo- Beach, Pool, Hot Tub!
Condo in Ocean City
4.85 out of 5 average rating, 102 reviews☀️ Enjoy the Beachlife!! —>2Bed & 2Bath Condo ☀️
Condo in Rehoboth Beach
4.98 out of 5 average rating, 173 reviewsCozy Creekwood - Relaxing Getaway
Condo in Rehoboth Beach
4.78 out of 5 average rating, 256 reviewsRight on Silver Lake walk to beach!
Condo in Bethany Beach
4.93 out of 5 average rating, 283 reviewsSea Colony Premier Family Resort
Condo in Ocean City
4.85 out of 5 average rating, 103 reviewsOceanfront Studio Year round view and amenities!
Condo in Ocean City
4.9 out of 5 average rating, 252 reviewsWight Bay Unit 245
Destinations to explore
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