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Family Vacation in Chicago

Chicago
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Chicago
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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

Bed and breakfast Goose Island
Jun 29 - Jul 6
$92 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Goose Island

5.0
Outstanding
Goose Island, Chicago, Illinois, United States
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House Near North Side
Aug 11 - Aug 18
$549 per night
House ∙ 11 guests ∙ 3 bedrooms

House in Near North Side with Patio

4.5
Excellent (2 ratings)
Near North Side, Chicago, Illinois, United States
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House Pullman
Mar 1 - Mar 8
$160 per night
House ∙ 7 guests ∙ 4 bedrooms

Pleasant House in Pullman with Yard, Patio & Grill

4.7
Excellent (27 ratings)
Pullman, 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

Apartment Roscoe Village
Jul 6 - Jul 13
-45%
$342
$189 per night
Apartment ∙ 10 guests ∙ 1 bedroom

Pleasant Rental Apartment in Roscoe Village with Yard

4.1
Very good
Roscoe Village, Chicago, Illinois, United States
Free cancellation
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House Goose Island
Jul 12 - Jul 19
$273 per night
House ∙ 14 guests ∙ 3 bedrooms

Charming Vacation Home in Goose Island with Sauna, Grill & Patio

4.9
Outstanding (47 ratings)
Goose Island, Chicago, Illinois, United States
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House South Shore
Jul 6 - Jul 13
$278 per night
House ∙ 16 guests ∙ 3 bedrooms

Lovely House in South Shore with Private Terrace

5.0
Outstanding (13 ratings)
South Shore, Chicago, Illinois, United States
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Information about Family Vacation in Chicago

📏 Average home size 87 m²
💳 Highest rates in October
🛏️ Popular home types House rental and Apartment rental
🌡️ Hottest months July and August
❄️ Coldest months January and February
🌧️ Rainiest months 9 rainy days in March and April

Frequently Asked Questions

Family Vacation in Chicago: What is the price per night for a stay?

HomeToGo has great vacation rentals, with rates as low as $70 per night.

Family Vacation in Chicago: are there many vacation rentals available for a group?

Apartment rental in Chicago may fit 4 people.

How many family accommodations are available to book in Chicago?

You can find more than 9,454 family accommodations in Chicago with prices starting at $70 per night.

Family Vacation in Chicago: what kinds of vacation rentals are available?

We would suggest browsing our selection of Apartment rentals and House rentals in Chicago.

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

The price of a large house rental in Chicago can range from $247 and can go up to $619 per night during the busy season in October.

Can you find family-sized accommodations in Chicago come with a pool?

Definitely, over 25% of family vacation rentals in Chicago come with a pool.

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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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