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Family Vacation in Chicago

Chicago
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

Discover the Windy City's Attractions with a Family Vacation in Chicago

Perched on breathtaking Lake Michigan, Chicago is renowned for its spectacular skyline, highlighted by towering skyscrapers with bold architectural designs. The Willis and Tribune Towers are some notable iconic structures. The city ranks among the top kid-friendly destinations in Illinois, thanks to its museums, beautiful gardens, cultural destinations, parks, and plenty of hiking opportunities.

Family Vacation in Chicago: Top Accommodations

Apartment Washington Park
Mar 9 - Mar 16
$99 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Washington Park
Washington Park, Chicago, Illinois, United States
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House Washington Park
Jan 13 - Jan 20
-58%
$735
$306 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Washington Park with Yard
Washington Park, Chicago, Illinois, United States
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House West Town
Mar 2 - Mar 9
$175 per night
House ∙ 8 guests ∙ 3 bedrooms
Nice House in West Town
4.5
Excellent (14 ratings)
West Town, Chicago, Illinois, United States
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Must-See Family Attractions in Chicago

Must-See Family Attractions in Chicago

A family vacation in Chicago offers plenty of recreational activities and attractions in the downtown area. Here, there's a plethora of cultural centers and opportunities to ride a Ferris wheel. The restaurants lining the city streets serve mouth-watering, children-friendly menus to replenish your energy stores after a day's excursion.

  • 1. Chicago Botanical Garden

    Scenery seekers and nature lovers will love the Chicago Botanical Garden. Set on 385 acres, this beautiful plot features 27 distinct gardens with miniature representations of colorful towns. The Nature Play Garden and its gentle short hills landscape are perfect for kids who love climbing. The Japanese Garden lets you relax in a serene setting with ponds dotted with lilies under curved bridges.

  • 2. Illinois Holocaust Museum & Education Center

    This museum is a valuable resource regarding both WWII history as well as the history of early Jewish immigration to the U.S. The museum features an extensive collection of visual art exhibits and interesting artifacts. The Harvey L. Miller Family Youth Exhibition welcomes 8 to 12-year-olds for hands-on experiences during which they gain useful insights on leadership and how to nurture positive self-esteem.

  • 3. 606 Trail

    A relatively new park in the Windy City, the 606 Trail is a result of the reclamation of a once abandoned railroad. Stretching along Bloomingdale Ave., this path attracts cyclists and walkers to its gentle curves circling well-manicured lawns. As you either walk or cycle, you'll see splendid pieces of art and other sights, including unique flowers and the Exelon Observatory, where visitors enjoy panoramic sunset views, punctuated by the city skyline.

  • 4. Peggy Notebaert Nature Museum

    This museum in Lincoln Park appeals to both history and nature fans. To educate visitors about the natural history of Chicago, the museum uses a collection of hands-on displays. Enter the butterfly greenhouse and revel in magnificent colors or visit the turtle hatcheries and learn how these gentle creatures reproduce and develop until they can forage for themselves.

  • 5. Millennium Park Campus

    This one-of-a-kind park is a must-do for a quintessential Chicago experience. Millennium Park offers free entertainment in the form of outdoor movie screenings, live performances, and exciting festivals. A must-see is The Bean, a cloud-shaped stainless-steel sculpture that reflects the bold skyline. Bring a camera along, as this massive attraction is worth a picture.

Best Places to Stay for Family Vacation in Chicago

Condo The Gap
Jan 6 - Jan 13
-24%
$124
$95 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in The Gap
3.6
Good (27 ratings)
The Gap, Chicago, Illinois, United States
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House Avondale
Jan 5 - Jan 12
-16%
$626
$523 per night
House ∙ 16 guests ∙ 6 bedrooms
Vacation Home in Avondale with Yard
4.9
Outstanding (62 ratings)
Avondale, Chicago, Illinois, United States
Details
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Apartment Heart of Chicago
Jan 6 - Jan 13
-55%
$216
$98 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Entire Apartment in Heart Of Chicago
5.0
Outstanding (50 ratings)
Heart of Chicago, Chicago, Illinois, United States
Details
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Information about Family Vacation in Chicago

😎 Least busy month October
🥳 Busiest month August
🛏️ Popular home types House rental and Apartment rental
🌡️ Hottest months 84 °F in July and August
❄️ Coldest months January and February
🌧️ Rainiest months 9 rainy days in March and April

Frequently Asked Questions

How many family house rentals are available to rent short-term in Chicago?

There are more than 8,630 family accommodations in Chicago with nightly prices starting from $60 per night.

What types of vacation homes are available for Family Vacation in Chicago?

We would suggest choosing from our incredible selection of House rental and Apartment rental for Family Vacation in Chicago.

Family Vacation in Chicago: How much does it cost to rent a vacation home in Chicago?

On average, you can get an incredible rental from $231 and get discounts up to 61%!

Can I find a vacation home for a group for Family Vacation in Chicago?

Apartment rental in Chicago usually fits 4 guests.

How much does a family house cost to rent in Chicago?

The price of a large vacation rental in Chicago can range from $231 and can go up to $509 per night during the high season in August.

The Weather in Chicago

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Average Nightly Rental Prices in Chicago

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Vacation Rental Price Information in Chicago

Vacation Rental Availability in Chicago

Rental availability information in Chicago

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