Ocean Pines vacation rentals with pools

We found 24 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 Ocean Pines vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Ocean Pines rentals with pools

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

22 Harpoon Rd
3 Bed | 2 Bath | Sleeps 6

22 Harpoon Rd - Ocean Pines, MD

From $201
(excludes fees and taxes)
Borderlinks 48
3 Bed | 2 Bath | Sleeps 8

Borderlinks 48 - Ocean Pines, MD

From $200
(excludes fees and taxes)
3.0 (1)
Borderlinks 10
3 Bed | 2 Bath | Sleeps 6

Borderlinks 10 - Ocean Pines, MD

From $186
(excludes fees and taxes)
3.36 (11)
5 Whitecap
5 Bed | 3 Bath | Sleeps 10

5 Whitecap - Ocean Pines, MD

From $345
(excludes fees and taxes)
3.83 (12)

Explore All Vacation Rentals With Pools

Recent guest reviews

Everything you would need, in great location!
Mark K. | Jul 2025
House worked well for our family. House was clean did have ants in kitchen. Lots of room for the kids. Very nice place to stay definitely would come back.
Matt C. | Jul 2025
We really enjoyed this home. It’s spacious, clean, and comfortable. Enjoyed the beach decor and the modern bathrooms. Water pressure is the best, loved cooking on a gas stove, the neighbors were very kind. It is a quiet neighborhood with older residents, we fit right in. Will definitely book again!
Autumn B. | Jun 2025
A really comfy home with plenty of space in a nice, pine tree lined cul de sac. At the end of each day, this quaint home was a welcome refuge from the hot summer weather and beaches. Just abour a mile away, there is also an excellent bagel restaurant where we looked forward to enjoying breakfast every morning. Highly recommend this cozy home.
JAMES, R. | Jun 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.
USA > Maryland > Ocean Pines > Pool