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10 family-friendly Airbnbs in Chicago

From Wicker Park and Bucktown to the Magnificent Mile and The Loop, Chi-Town is full of neighbourhoods you’ll want to explore. Give your kids some local flavour by staying in one of these cozy Airbnbs on your next visit to Chicago.

10 family-friendly Airbnbs in Chicago

Photo: Airbnb

10 family-friendly Airbnbs in Chicago

Home run digs

Steps from the famous Wrigley Field (home of the Chicago Cubs), this stylish apartment has three bedrooms and free parking. Your kids are guaranteed a comfortable stay with gel-infused memory-foam mattresses and sound machines to block out any big-city noise. $182 per night, sleeps 6 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

Out-of-this-world apartment

The owner of this two-bedroom apartments has dubbed the rental The Pilsen Space Station, thanks to the large astronaut mural over the living room couch, which was painted by a local artist. Because this apartment is close to the National Museum of Mexican Art, there are lots of nearby Mexican restaurants where you can treat to the kids to tamales after a long day of sight-seeing. $117 per night, sleeps 6 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

Room with a view

Take in the whole of Chicago from the bright floor-to-ceiling windows of this modern two-bedroom apartment. Bonus: There’s a toy basketball net in the second bedroom to keep early risers entertained. $169 per night, sleeps 6 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

The Jetson House

At first glance, this house may seem normal, but there’s a reason the owners refer to it as The Jetson House. Run (almost) exclusively from the solar panels on the roof, the home features techy gadgets, like digital keyless entry, an Amazon Alexa and smart lighting. Bonus: Your kids will get a lesson in consumption. $159 per night, sleeps 14 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

Elegant Evanston

If you’re not interested in the busyness of the city, Evanston is a great escape from the hustle. This elegant three-bedroom rental is your Chi-town home away from home with a cozy interior and backyard barbecue for grilling. $130 per night, sleeps 6 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

Beautiful Bucktown

Bucktown is quickly becoming the epicentre of the Chicago culture scene and a hipster haven. This cozy apartment in the heart of it all is technically a studio, but there’s plenty of room for the whole family to spread out. Bonus: There’s a pretty terrace where parents can enjoy a glass of wine after the kids go to bed. $150 per night, sleeps 4 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

A lot of loft

If you’re looking for a traditional hotel-style accommodation, this space isn’t for you. Sprawling across 1,500 square feet, this photographer’s studio/loft is all kinds of awesome, but it requires a family that’s cool with having curtains in place of walls. $208 per night, sleeps 7 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

White picket fence

Who hasn’t dreamt of living in a house with a white picket fence? This 1860s farmhouse is full of charm and provides a comfortable retreat for weary travellers. $293 per night, sleeps 6 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

Private rooftop

While the contemporary interior of this three-bedroom apartment is enticing, it’s the incredible view from the private rooftop that will have you racing to book. Bonus: Two bathrooms means fewer morning battles while getting ready for a day of exploring. $298 per night, sleeps 6 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

Sweet and simple

This modern two-bedroom apartment has everything you need for a comfortable stay in the Windy City. The apartment is owned and designed by an artist/musician and a philosopher, and it offers complimentary tea or coffee on the front stoop each morning of your stay. $202 per night, sleeps 4 guests, airbnb.ca

10 family-friendly Airbnbs in ChicagoAirbnb.ca

Read more: 11 family-friendly Airbnbs in Rome A working mom’s tips for surviving summer vacation

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Simone Olivero is a Toronto-based writer and editor specializing in lifestyle editorial including travel, home décor, beauty and food. Her work has also been published in print and online publications like Toronto LifeChatelaine, The Toronto Star, CBC Travel, Yahoo! Canada and more. She was previously a senior editor at Today’s Parent and is currently the managing editor at House & Home

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