Chicago holiday rentals

Among the most sought-after neighbourhoods to enjoy a holiday home in Chicago is Near North Side. When you stay here, you'll be near top attractions like Navy Pier and Chicago Childrens Museum.

The most desirable types of holiday homes in Chicago are apartments. After something a little different? Stayz has plenty of options to match our guests' diverse needs, so you'll see holiday properties in all shapes and sizes. The perfect home away from home is waiting for you — get yours today.

The average price for a holiday home in Chicago can vary based on factors like property type, length of stay and time of year. Whether you're thinking about a sprawling villa with a pool or a quaint cabin ideal for just you and the kids, just enter your dates of travel to see stays that offer great value.

The average price for a holiday home by the beach in Chicago depends on when you're going and the type and size of property you're searching for. You can find prices easily and quickly on Stayz by entering your dates of travel. Then use the filters to select the number of bedrooms and amenities important to you, such as a pool, air conditioning and WiFi.

With 2 ,074 properties that allow pets, your furry buddy can join in the fun on your Chicago getaway. Use our filter tool to search our pet-friendly holiday homes and find a stay that'll set tails wagging on Stayz.

Add a whole other level of fun to your getaway by booking one of the 392 houses with a private pool in Chicago. Use our search filter to find properties with pools on Stayz, then spend your days splish-splashing around in a swimming pool that's just for you.

A firepit, nearby museums and a barbecue grill head the list of most popular home amenities in Chicago. Whether you plan to travel solo, with a partner or a bunch of friends, Stayz will help you find a holiday home that suits your style with a load of extras you'll love.

Take your pick of 185 holiday properties in Chicago that can host 10 or more people. Whether you're planning a holiday with extended family or an event like a birthday party, there's enough space to get your group together under the same roof.

With 2 ,058 family-friendly holiday homes to select from in Chicago, there's never been a better time to introduce your little ones to the magic of travel. Just check our "Properties good for families" filter box to look for stays loaded with amenities perfect for holidaying families, such as kitchens, outdoor spaces, entertainment areas and hot tubs.

Keep your kids busy at these fabulous family-friendly attractions in Chicago:

• Navy Pier
• Chicago Riverwalk
• Shedd Aquarium

Yes, you can pick from 670 one-bedroom homes in Chicago. Whether you'd like a comfy cottage or a cabin, our one-bedroom properties are perfect if you don't require tons of space. One of the best parts about having your own digs? You'll never need to share your adventure with strangers.

You can select from 568 two-bedroom holiday homes in Chicago. Give the kids the second room or fill it with a couple of your best buddies. There's ample space for whoever's lucky enough to be joining your adventure.