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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
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 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

House West Loop
Aug 18 - Aug 25
$255 per night
House ∙ 9 guests ∙ 3 bedrooms
Vacation Home in West Loop with Private Balcony
4.8
"Excellent" (36 ratings)
West Loop, Chicago, Illinois, United States
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Condo West Town
Apr 1 - Apr 8
-24%
$401
$305 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Condo in West Town with Grill
5.0
"Excellent" (13 ratings)
West Town, Chicago, Illinois, United States
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Apartment Logan Square
Jul 7 - Jul 14
$111 per night
Apartment ∙ 4 guests ∙ 3 bedrooms
Sunny Rental Apartment in Logan Square with Grill
4.6
"Outstanding" (41 ratings)
Logan Square, 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
Sep 9 - Sep 16
$182 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Family Friendly Rental Apartment in Roscoe Village with Grill & Yard
5.0
"Excellent" (152 ratings)
Roscoe Village, Chicago, Illinois, United States
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Aparthotel Near North
Mar 9 - Mar 16
-35%
$429
$279 per night
Aparthotel ∙ 4 guests ∙ 1 bedroom
Aparthotel in Near North with Grill & Pool, Close to John Hancock Center
5.0
"Excellent" (185 ratings)
Near North, Chicago, Illinois, United States
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House Hollywood Park
Dec 16 - Dec 23
$262 per night
House ∙ 5 guests ∙ 2 bedrooms
Entire House in Hollywood Park with Free Parking
5.0
"Excellent" (10 ratings)
Hollywood Park, Chicago, Illinois, United States
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Frequently Asked Questions

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

HomeToGo offers ideal rentals for Family Vacation in Chicago, with retes as low as $69 per night.

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

The size of a Apartment rental is 81 m² and can fit 4 people on average which is ideal for medium-sized groups and families.

How many family accommodations are available to rent in Chicago?

There are more than 9,097 family-sized homes in Chicago with nightly prices starting from $69 per night.

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

The price of a large house rental in Chicago can range from $209 and can go up to $473 per night during the busy season in May.

What kinds of vacation rentals are available for Family Vacation in Chicago?

We would advice browsing our selection of Apartment rental and House rental for Family Vacation in Chicago.

The Weather in Chicago

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Average Nightly Rental Prices in Chicago

Vacation Rental Price Information in Chicago

Vacation Rental Availability in Chicago

Rental Availability Information in Chicago

Family Vacation in Chicago Inspiration

Top Vacation Ideas in Chicago

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