Ocean Pines rentals with pool

We found 5,362 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Ocean Pines?
Select one of our 5,362 holiday rentals with a pool in Ocean Pines and get ready for a splashing great time. Showell, Glen Riddle and St. Martin are among this city's most popular areas to stay.
How much does it cost to stay in a holiday rental with a pool in Ocean Pines?
A number of factors will influence how much you pay for a holiday rental with a pool in Ocean Pines, such as property size and how long and when you're travelling. All you need to do is key in your holiday dates and preferences to find a house where you can have a splashing great time.
When is the best time to book a holiday rental with a pool in Ocean Pines?
You'll enjoy a splashing good time whenever you decide to visit Ocean Pines. If you want to enjoy this destination at its most energetic, July is when most Stayz guests book a holiday rental with a pool here.
What holiday rentals with a pool in Ocean Pines have nice views?
Stayz makes it easy to find a stay with impressive views and access to poolside recreation. Use our "Location" filter to narrow down the kind of area you prefer to be in, and the vistas you want to wake up to, while browsing for holiday rentals with a pool in Ocean Pines.
Are there holiday rentals with a private pool in Ocean Pines?
Although there are no holiday rentals with a private pool in Ocean Pines, you will find stays that have what you need to be comfortable. Booking a Stayz property means you'll have more privacy and space compared to a regular hotel. And with our filter tool, you can narrow your search by the exact amenities you're after, whether that's a backyard or fireplace.
What are the top things to do in Ocean Pines?
Fun times in Ocean Pines await for the family when you book a holiday home rental with a pool. On top of exploring leading attractions like Ocean City Boardwalk, Ocean City Beach and Jolly Roger Amusement Park, you'll be able to spend your downtime poolside.
Why should I book my holiday rental with a pool with Stayz?
Stayz promises attentive customer support from the moment you book until you've returned home, so every aspect of your holiday is enjoyable and worry-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another great thing about us? You can use our filters to fine-tune your search by amenities, location, budget and more. Whether you want a pet-friendly property or a countryside getaway for the family, we've got holiday rentals with a pool that fit your exact needs and style.