Photo by Meghan hernandez

Highland Park rentals with pool

We found 186 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

How much does it cost to stay in a holiday home with a pool in Highland Park?
If you want to make some savings on your holiday home with a pool, Stayz's filters can help. After your initial search, fine-tune your results based on your preferences, including location, total price and features and amenities. We've got accommodation in Highland Park for every budget and need, so make the most of our filters to find your dream stay.
When is the best time to book a holiday home with a pool in Highland Park?
May is when the majority of Stayz guests stay in a holiday home with a pool in Highland Park, which is in North Suburbs. On average, the temperature ranges from 10ºC (10ºC) to 16ºC (16ºC) at this time of year.
What holiday homes with a pool in Highland Park have nice views?
Houses with residential views are just one of the types of holiday homes with a pool you can book in Highland Park. If you're looking for stays that promise a splashing great time as well as outlooks worth bragging about, Stayz can help you find them.