Vacation rentals with a pool in Worcester County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Worcester County
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 Worcester County rentals with a pool
House rentals with a pool
Home in Berlin
4.96 out of 5 average rating, 71 reviewsPrivate pool, waterfront, kayaks, bikes, firepits!
Home in Ocean City
4.94 out of 5 average rating, 234 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Home in Ocean City
5 out of 5 average rating, 18 reviewsLuxury OC Beach House w/ Deluxe Game Room & Pool!
Home in Ocean Pines
4.96 out of 5 average rating, 27 reviewsBeautiful Spacious 4 Bedroom Home in Ocean Pines
Home in Salisbury
4.9 out of 5 average rating, 58 reviewsThe Bury Oasis: Pool◈Hot Tub◈Master Suite◈PingPong
Home in Ocean Pines
4.84 out of 5 average rating, 82 reviewsPet friendly 2 Bedroom Townhouse on a Golf Course
Home in Berlin
5 out of 5 average rating, 4 reviews*Brand New* Bayside Breeze Townhome in West OC
Home in Berlin
4.84 out of 5 average rating, 19 reviewsAssateague surf cottage!
Condo rentals with a pool
Condo in Ocean City
4.97 out of 5 average rating, 37 reviewsRelax, Unwind and Enjoy! Steps To The Beach!
Condo in Ocean City
4.78 out of 5 average rating, 105 reviewsSpacious Direct Oceanfront 1BR Condo w/Balconies
Condo in Ocean City
4.96 out of 5 average rating, 152 reviewsWaterview, Steps from Beach, Linens Included!
Condo in Ocean City
4.99 out of 5 average rating, 208 reviewsCozy oceanfront condo with stunning ocean views
Condo in Ocean City
5 out of 5 average rating, 64 reviewsBeautiful waterview 2B condo w/Dock&Close to Beach
Condo in Ocean City
4.94 out of 5 average rating, 52 reviewsVery clean, cozy, safe, four blocks to the beach
Condo in Ocean City
4.89 out of 5 average rating, 179 reviewsPrime Condo North OC 2 Blocks to Beach w/ Pool
Condo in Ocean City
4.98 out of 5 average rating, 114 reviewsDirect Ocean Front/Gorgeous Views/Indoor Pool
Destinations to explore
- Rentals with pools United States
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