Chicago beach rentals

Select from 133 beach holiday rentals in Chicago that offer more space, privacy, value and amenities than a standard hotel room. Consider houses in sought-after areas such as Theatre District, The Loop and Central Chicago.

Things like the size of your beach holiday rental and the number of bedrooms will determine how much you have to pay. Another factor that affects the price is the types of amenities it has, like a hot tub or private pool. If you’re planning to hang around a while, use our “Discounts” filter to look for properties in Chicago that offer long-stay deals. Simply work out when you want to spend your days kicking back by the shoreline and let Vrbo look after the rest.

While there are loads of awesome times to visit Chicago, most Vrbo guests book their beach holiday rental in May. Get away to this part of Great Lakes then and you can expect average temperatures of between 10ºC (50ºF) and 16ºC (61ºF). If there are specific things you want to do, make sure you check that they’re available first before booking your trip.

When looking for your beach holiday rental in Chicago, use the “Location” filter. This will help you narrow down the sorts of areas you want to stay in, whether that’s near nature or somewhere more central.

Get ready for a little fun in the sun at the most popular beaches in Chicago, starting with North Avenue Beach. Take the kids along and enjoy its family-friendly vibe. Alternatively, splash around in the water or just amble along the shoreline at Oak Street Beach.

A gorgeous beach holiday rental and well-known attractions like Wrigley Field are among the key ingredients for a fun family break in Chicago. Looking for more things to do with the crew here? Also stop by Millennium Park and Art Institute of Chicago.

With our convenient filters, 24/7 customer support and flexible cancellation policies, planning your coastal getaway has never been easier. Experience the luxury of having the whole property to yourselves, allowing you to soak up the gorgeous views and fresh ocean breeze in total privacy. Also, our One Key™ rewards programme lets you earn and use OneKeyCash™* on eligible bookings across Vrbo. Book your beach holiday rental with Vrbo and we’ll guarantee a hassle-free trip from start to finish. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.