Oak Park rentals with pool

We found 1,164 rentals with pool — enter your dates for availability

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  • More quality time

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  • 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

How much does it cost to stay in a holiday home with a pool in Oak Park?
Where you stay, when you decide to travel and your trip length will determine the price of a holiday home with a pool in Oak Park. Enter your travel details on Stayz, then pick the right one for you and get ready to make a splash.
When is the best time to book a holiday home with a pool in Oak Park?
Consider booking your poolside retreat to Oak Park in March, when the average temperature is between 0.56ºC (1ºC) and 6ºC (6ºC). This is the most popular month for guests to get a holiday home with a pool in this well-known destination, which is located in Chicago.
What holiday homes with a pool in Oak Park have nice views?
Stay in a holiday home with a pool in Oak Park and you'll be treated to some unforgettable vistas. Stayz has a range of houses in this destination that offer views of historic areas, tree-lined views and suburban views, as well as a splashing good time!