12 Charming Kid-Friendly Airbnbs in Chicago

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Most people know Chicago for its mouthwatering deep-dish pizza, jazz music, and incredible architecture. However, the Windy City is much more than these things alone. Chicago is one of the most family-friendly cities in America and offers countless fun events, sights, and attractions that are suitable for children of all ages.

If you’re planning a trip to Chicago with your children, the first thing you’ll want to do is book suitable housing. Skip the hotel rooms and opt for a spacious and kid-friendly Airbnb. Here’s a look at our top choices for kid-friendly Airbnbs in Chicago and what attractions and activities are nearby for families to enjoy.

1. Red Brick Coach House in East Lakeview

East Lakeview Kid Friendly Airbnb
Photo credit: Airbnb.com

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Family Features: Large projector TVs, play space, and piano.
Kid-Friendly Amenities: High chair, crib, room-darkening shades, children’s dinnerware, bathtub, changing table, baby safety gates, and children’s books and toys.
Sleeps: 8

Featured in Chicago’s Time Out Magazine, this two-story coach house is bright, modern, and offers an old-world charm. The home contains four spacious bedrooms and three-and-a-half baths, as well as an office, fully-stocked kitchen, living room with large projector, and attached one-car garage.

The home contains toys and art supplies for kids and there is a third bedroom loft and play area that offers even more fun for kids ages 4 and up. Several playgrounds and parks are within walking distance. Lincoln Park Zoo and Wrigley Field are also just a short drive away.

2. Historic Townhouse in Downtown Chicago

Historic Townhouse in Downtown Chicago
Photo Credit: Airbnb.com

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Family Features: Comfy sofas, bunk room, and TVs.
Kid-Friendly Amenities: Bathtub, children’s toys and books, room-darkening shades, crib, high chair, and children’s dinnerware.
Sleeps: 10

This stunning townhouse located on one of the most famous streets in Chicago is just a five-minute walk from the Oak Street Beach and within walking distance of Magnificent Mile. The four-bedroom home is adorned with traditional décor and modern touches. It is also fully-equipped with everything a family will need at home, ensuring a comfortable and accommodating stay.

The first floor boasts the main living area, while the second floor has two large and spacious bedrooms. On the third floor you’ll find the master bedroom. If you’re looking for things to do near the Airbnb, consider a trip with the kids to the Chicago Children’s Museum. Skydeck Chicago is suitable for older children who want to feel the rush and excitement of riding a glass elevator up 103 floors to get a birds’ eye view of the city.

3. Two-Story Penthouse with Private Rooftop

Kid Friendly Penthouse in Chicago
Photo credit: Airbnb.com

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Family Features: Game tables, large screen smart TVs, and fast internet.
Kid-Friendly Amenities: Baby monitor, Pack ‘n Play, and high chair.
Sleeps: 8

Stay in Downtown Chicago during your family vacation and enjoy this stylish and sophisticated two-story penthouse. This three-bedroom suite caters to the needs of families and includes fast internet, 4K Roku TVs, a stocked kitchen, free parking for vehicles, and access to a private rooftop, washer and dryer room, and gym.

The apartment is located in the South Loop district of Chicago, close by the Field Museum of Natural History and Grant Park. Kids will enjoy learning in an interactive way at the local museums, such as the Adler Planetarium & Astronomy Museum.

4. Modern Spanish Home in Plainfield

Plainfield Kid Friendly Airbnb
Photo Credit: Airbnb.com

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Family Features: Private rooftop balcony, backyard, pool, and TVs.
Kid-Friendly Amenities: Babysitter recommendations, high chair, game console, crib, fireplace guards, and baby safety gates.
Sleeps: 8

This large five-bedroom, two-and-a-half bath home is spectacular inside and out. With its luxury design, modern amenities, and private rooftop balcony, you’ll never want to leave Chicago. Families can spend their days lounging in the backyard by the pool or enjoying meals in the chef’s kitchen.

There are TVs in nearly every room and ceiling speakers that can be controlled via smartphone. Nearby, families can partake in various activities, such as The Escape Room Chicago. Also make time to visit the Art Institute of Chicago, one of the largest and oldest art museums in the U.S.

5. Modern Clean Family Friendly Apartment

Modern Clean Family Friendly Apartment Chicago
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Family Features: TV with streaming options and high speed wifi.
Kid-Friendly Amenities: Bathtub, Pack ‘n Play, and high chair.
Sleeps: 8

Enjoy all the comforts of home and so much more when you reserve this elegant and fully-stocked Airbnb. The home has floor-to-ceiling windows that let in tons of natural lighting, and a large terrace where guests can lounge and socialize. The home contains everything a family will need on their vacation, such as fresh towels and linens, wifi, TV with streaming options, kitchen appliances, artisanal coffee, and toiletries.

Just steps out the door are restaurants and Downtown Chicago is just two minutes away. The local area also offers other fun attractions for families with kids, including the Shedd Aquarium which houses more than 32,000 aquatic animals on display.

6. Charming Townhouse with Large Backyard

Kid Friendly Chicago Townhouse with Backyard
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Family Features: Backyard with garden, BBQ, and outdoor fireplace.
Kid-Friendly Amenities: Room-darkening shades, outlet covers, baby safety gates, high chair, children’s books and toys, bathtub, Pack ‘n Play, and children’s dinnerware.
Sleeps: 5

This fully-furnished townhouse in Evanston features two bedrooms, a wide-open main living area, and dining space. Off-street parking is available in the back and there is a garden, outdoor fireplace, and BBQ grill in the backyard that guests can enjoy. The home is equipped with AC, modern appliances, and a large bathroom on the first floor with a full bathtub and another on the second floor with a tub and shower.

Whether you’re planning on staying for a long weekend or extended vacation, you’re sure to find plenty of fun activities to keep your family busy. Consider spending a day at Six Flags Great America and experience the thrills of the rides. Buckingham Fountain is also a must-see as it’s one of the largest fountains in the world.

7. Clean and Bright Apartment in Old Town

Clean and Bright Kid Friendly Chicago Apartment
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Family Features: Flat screen plasma TV and amazing location.
Kid-Friendly Amenities: High chair and Pack ‘n Play.
Sleeps: 6

Smaller families looking to stay in one of the most historical neighborhoods in Chicago can do so at this beautiful Airbnb. The two-bedroom, two-bath rehab is situated in the heart of Old Town and includes a fully-equipped kitchen, hardwood floors, fireplace, and flat screen plasma TV.

This second floor apartment is within walking distance of the Lincoln Park Zoo and amazing shopping destinations like the Magnificent Mile. Chicago’s premier commercial district is home to countless upscale shops, fashion outlets, and unique restaurants.

8. Cozy Family Apartment in Roscoe Village

Roscoe Village Family Apartment
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Family Features: Back deck, backyard, gas grill, and flat screen plasma TV.
Kid-Friendly Amenities: Pack ‘n Play and high chair.
Sleeps: 8

This three-bedroom, two-bath newly rehabbed guesthouse is the perfect getaway destination for families. The clean and comfortable home has a fully-equipped kitchen, hardwood floors throughout, back deck, and access to a landscaped yard with a gas BBQ grill.

If you’re visiting during the warmer months of the year, spend a few hours wandering the Chicago Botanical Garden, located about 30 minutes outside of Chicago in Glencoe. Sports fans may want to take a trip to Soldier Field to catch a game. Opened in 1924, the stadium is the oldest in the U.S. and home to the Chicago Bears football team.

9. Large Centrally-Located Home with Tons of Amenities

Large Centrally-Located Chicago Airbnb
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Family Features: Wireless internet, outdoor deck, and TV with streaming options.
Kid-Friendly Amenities: Pack ‘n Play, children’s dinnerware, bathtub, and high chair.
Sleeps: 10

With three full floors of living space, this spacious Airbnb is the perfect vacation home for families with children. The house has five bedrooms and four baths, as well as a fully-equipped kitchen, outdoor deck with patio furniture, and dining area.

While staying in Chicago, take the time to explore the city and all it has to offer. Wendella Boat Tours is a great way to see the city skyline and unique architecture. A trip to The Second City is a great choice for teens who enjoy comedy.

10. Baseball-Themed Home Near Wrigley Field

Baseball-Themed Home Near Wrigley Field
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Family Features: Baseball-themed décor, HDTV with Roku and YouTube, fast wifi, and kids seating.
Kid-Friendly Amenities: Pack ‘n Play, bathtub, and high chair.
Sleeps: 6

If you’re a big fan of baseball, you’ll love staying in this themed Airbnb. The home features baseball decorations throughout and is within a three-minute walk of the stadium. The home also offers complimentary tea and coffee, fast wifi, 4K HDTV with Roku, stocked kitchen, and table games for the kids.

The two-bedroom, one-bath apartment is also within close proximity to shops and restaurants, as well as the Montrose Beach. If visiting in the summer, families can spend their days exploring the local area, including the nearby Brookfield Zoo.

11. Vintage Family Home in Irving Park

Vintage Family Home in Irving Park
Photo Credit: Airbnb.com

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Family Features: Trampoline, children’s toys, and outdoor patio.
Kid-Friendly Amenities: Outlet covers, baby safety gates children’s toys and books, children’s dinnerware, crib, bathtub, high chair, changing table, and Pack ‘n Play.
Sleeps: 8

Go back in time when you stay at this vintage home with midcentury modern furnishings and a unique 60s bar in the basement. The home is situated in the quiet neighborhood of Irving Park and is within a short drive to Chicago’s top attractions.

If you’re looking for things to do in Chicago with the kids, you won’t be disappointed with the selection. Head over to LEGOLAND Discovery Center Chicago to see some of the city’s most famous attractions, such as the Navy Pier and Willis Tower.

12. Artistic Kid-Friendly Chicago Bungalow

Artsy Kid-Friendly Chicago Bungalow
Photo Credit: Airbnb.com

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Family Features: Back deck, BBQ grill, and games.
Kid-Friendly Amenities: Bathtub, high chair, room-darkening shades, and Pack ‘n Play.
Sleeps: 6

Enjoy some rest and relaxation in this inviting 2,000-square foot brick bungalow, located on the border of Logan Square and Avondale. With vaulted ceilings, a newly renovated kitchen, two new bathrooms, and two spacious living rooms, this Airbnb is a comfortable place for families with children to stay while in the city.

The home has three bedrooms, an onsite washer and dryer, small back deck with BBQ grill, and permit parking on the street. Families don’t have to venture far to enjoy many of the area’s top attractions, such as Garfield Park Conservatory and Oz Park.

The Toddle is reader-supported and may earn a commission when you book or purchase using our links.


Liz Coyle

Liz is a Scottsdale-based writer and mom of two young children and one not so young Boston Terrier. She is a lover of cooking, travel, and any activities she can do with the kids. She loves to share her experiences of being a high-strung, type a mom in an imperfect world.

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