Dewey Beach vacation rentals with pools

We found 6 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the Dewey Beach vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Dewey Beach rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes in Dewey Beach with refreshing pools, sun-splashed decks, and poolside seating.

Dewey Villas --- 24 Dickinson Ave, Unit #8B
3 Bed | 2 Bath | Sleeps 7

Dewey Villas --- 24 Dickinson Ave, Unit #8B - Dewey Beach, DE

From $294
(excludes fees and taxes)
3.66 (32)
Town of Dewey Beach - 1609 Coastal Hwy, The Opal #306S
1 Bed | 1.5 Bath | Sleeps 4

Town of Dewey Beach - 1609 Coastal Hwy, The Opal #306S - Dewey Beach, DE

From $193
(excludes fees and taxes)
4.62 (32)
Town of Dewey Beach - 1609 Coastal Hwy, The Opal #S207
2 Bed | 2 Bath | Sleeps 6

Town of Dewey Beach - 1609 Coastal Hwy, The Opal #S207 - Dewey Beach, DE

From $267
(excludes fees and taxes)
4.5 (12)
Town of Dewey Beach - 100 Collins Ave, Unit #103
1 Bed | 1 Bath | Sleeps 5

Town of Dewey Beach - 100 Collins Ave, Unit #103 - Dewey Beach, DE

From $206
(excludes fees and taxes)
4.88 (24)

Explore All Vacation Rentals With Pools

Recent guest reviews

Great location in quiet end of Dewey. Easy access to beach and town. Enjoyed the pool after the beach. Spacious with en suite bathrooms. Linens clean. Plenty of towels and toilet paper. Multiple areas for outside relaxation and entertainment.
Donnelle C. | Jun 2025
Great place, clean, great location, two parking spots.
Larry F. | Jun 2025
My stay at the Opal #207 was fantastic. Very spacious, clean, decorated very well and had everything and more that was need for a vacation away from home. I was blown away with the sizes of both bathrooms and how neat and clean they were as was the rest of the unit outside of little things not worth mentioning. They provided the big things you needed for the beach like chairs, wagon to transport, cooler, and ice packs. The TV and Wi-Fi was very accessible and instructions very easy to set-up the WiFi. Didn't get to use the pool, but the pass was there for it. Such a pleasure being able to walk to the coffee shop, restaurants and convenience shops. and literally one block to the beach! Loved it!
Diana H. | May 2025
The rental property was immaculate . There was a humongous television in the living room area. Kitchen was stocked with top notched appliances and lots of glassware , silverware , and many other amenities. Property does not have a balcony, but there is a pool area on the rental and Dewey beach is in walking distance. Plenty of restaurants nearby. Loved our visit!!
Tanya N. | May 2025
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FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay in Dewey Beach

Dog-friendly
Hot tub
Internet
Electric vehicle charger
Lake view
Lakefront
Ocean view
Oceanfront

Nearby destinations

Rehoboth Beach
Lewes
Millville
Ocean View
Bethany Beach
South Bethany
Dagsboro
Milton
USA > Delaware > Dewey Beach > Pool