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.
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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
Guest favorite
Home in Saint Michaels
4.97 out of 5 average rating, 240 reviewsMiles Aweigh
Guest favorite
Home in Ocean Pines
4.98 out of 5 average rating, 103 reviewsCamelot
Guest favorite
Home in Cambridge
4.96 out of 5 average rating, 102 reviewsWaterfront, Fabulous Home for Families with Pool!
Guest favorite
Home in Frankford
4.93 out of 5 average rating, 168 reviewsA Bethany Beach Gem
Superhost
Home in Ocean Pines
4.87 out of 5 average rating, 119 reviewsTortuga Cottage: Your All- Season Getaway
Guest favorite
Home in Greenbackville
4.91 out of 5 average rating, 55 reviewsStunning waterfront panoramic view getaway house
Superhost
Home in Ocean Pines
4.84 out of 5 average rating, 31 reviewsMartinique Beach Retreat!
Guest favorite
Home in Ocean Pines
5 out of 5 average rating, 40 reviewshi-A-tus A-frame
Condo rentals with a pool
Guest favorite
Condo in Ocean City
4.91 out of 5 average rating, 264 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Guest favorite
Condo in Ocean City
4.85 out of 5 average rating, 119 reviewsBayfront Family Friendly Beach Condo w/BoatSlip
Guest favorite
Condo in Ocean City
4.99 out of 5 average rating, 187 reviewsCozy oceanfront condo with stunning ocean views
Guest favorite
Condo in Rehoboth Beach
4.98 out of 5 average rating, 172 reviewsCozy Creekwood - Relaxing Getaway
Guest favorite
Condo in Bethany Beach
4.93 out of 5 average rating, 281 reviewsSea Colony Premier Family Resort
Guest favorite
Condo in Ocean City
4.9 out of 5 average rating, 251 reviewsWight Bay Unit 245
Superhost
Condo in Ocean City
4.83 out of 5 average rating, 322 reviews🌊 NOTHING BEATS OCEANFRONT!!! 🌊
Guest favorite
Condo in Rehoboth Beach
4.78 out of 5 average rating, 255 reviewsRight on Silver Lake walk to beach!
Destinations to explore
- Rentals with pools United States
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