Ocean Pines vacation rentals with pools

We found 19 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.

Explore All Vacation Rentals With Pools

Recent guest reviews

Overall, the house itself was nice. It was spacious, located in a beautiful wooded area, and had everything we needed for our stay. It was also pretty clean, although the floors could definitely use a good deep scrub. Because the home is in the woods, there were quite a few mosquitoes both inside and outside, although that may have been due to a previous guest leaving the doors open. Unfortunately, our experience with the property management was extremely disappointing, and that is what ultimately ruined our vacation. The first major issue was that our front door would not lock. We immediately reported it and were told someone would come out, but no one showed up that night. We had to sleep in an unfamiliar area with an unlocked front door. We ended up putting a chair underneath the door handle and having someone sleep in the living room so we could feel somewhat safe. This was especially frustrating because we had children with us. We also had one of the shower handles break during our stay. To be fair, that issue was addressed within a few hours, and we appreciated the quick response. However, compared to everything else we were dealing with, that was obviously the least of our worries. The most serious issue was the fire alarm system. It began going off at 5:45 AM and continued until at least 8 PM, when we ultimately left, so it could have continued even longer. It was a whole-house alarm and was so loud that it was impossible to be in the house. Our neighbors could even hear it and came over to check on us as well as the fire department. Despite repeatedly reporting it, no one from property management ever came out to address the alarm. We believed one of the locked rooms may have been triggering the system, but no one from management ever came to properly resolve the issue. We were repeatedly told someone would contact us regarding the various issues, but the communication and follow-through were extremely poor. We lost multiple days of our vacation waiting around for maintenance people who either came very late, were unable to resolve the issue, or simply never showed up. We still have not been contacted regarding the situation. Because we could not get anyone to address the problem, we ultimately had no choice but to pack up our children and leave in the middle of the night to drive home, losing yet another vacation day. What makes this especially disappointing is that we booked this trip months in advance and were incredibly excited about it. Instead, we spent a significant portion of our vacation dealing with house issues, waiting for maintenance, and trying to get someone to take our concerns seriously. To be clear, my complaints are not about the house itself. The house was nice and had a lot of potential for a great vacation!
Paris P. | Aug 2026
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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.
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