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Accommodation in Chicago

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Chicago
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Popular amenities for Accommodation in Chicago

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Accommodation with internet

Accommodation with internet

Accommodation with pools

Accommodation with pools

Accommodation with parking

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Pet-Friendly Accommodation

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Top-rated accommodation in Chicago

Browse our top rated accommodation offers

Apartment Grand Boulevard
May 25 - Jun 1
$103 per night
Apartment ∙ 8 guests ∙ 2 bedrooms

Charming Rental Apartment in Grand Boulevard

4.9
Outstanding (93 ratings)
Grand Boulevard, Chicago, Illinois, United States
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Condo West Loop
Jul 6 - Jul 13
-46%
$493
$269 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in West Loop

4.9
Outstanding (16 ratings)
West Loop, Chicago, Illinois, United States
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Apartment North Kenwood
Dec 21 - Dec 28
$225 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Charming Apartment in North Kenwood with Patio

5.0
Outstanding (15 ratings)
North Kenwood, Chicago, Illinois, United States
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Best Deals and Discounts on Accommodation

Save up to 45%

Apartment Portage Park
May 25 - Jun 1
-18%
$125
$103 per night
Apartment ∙ 10 guests ∙ 3 bedrooms

Family Friendly Private Apartment in Portage Park with Yard, Grill & Patio

5.0
Outstanding (102 ratings)
Portage Park, Chicago, Illinois, United States
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Apartment West Loop Gate
Oct 27 - Nov 3
-24%
$764
$581 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Entire Rental Apartment in West Loop Gate with Patio, Pool & Grill, Near Willis Tower + Skyline Views

5.0
Outstanding (129 ratings)
West Loop Gate, Chicago, Illinois, United States
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Condo South Austin
Dec 21 - Dec 28
-45%
$390
$216 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in South Austin with Patio & Yard

5.0
Outstanding (1 rating)
South Austin, Chicago, Illinois, United States
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Accommodation in Chicago: Top Accommodations

Apartment West Loop
Dec 21 - Dec 28
-18%
$703
$579 per night
Apartment ∙ 12 guests ∙ 3 bedrooms

Rental Apartment in West Loop with Patio

4.8
Outstanding (38 ratings)
West Loop, Chicago, Illinois, United States
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House Gold Coast
Sep 3 - Sep 10
$891 per night
House ∙ 10 guests ∙ 4 bedrooms

Entire House in Gold Coast with Separate Garden, Near John Hancock Center

4.6
Excellent (88 ratings)
Gold Coast, Chicago, Illinois, United States
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House Smith Park
Sep 3 - Sep 10
$411 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Smith Park with Yard & Patio

5.0
Outstanding (2 ratings)
Smith Park, Chicago, Illinois, United States
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Condo Washington Park
Jun 27 - Jul 4
$99 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Washington Park

Washington Park, Chicago, Illinois, United States
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Apartment Heart of Chicago
Aug 16 - Aug 23
$703 per night
Apartment ∙ 12 guests ∙ 4 bedrooms

Apartment in Heart Of Chicago

Heart of Chicago, Chicago, Illinois, United States
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Condo South Austin
Dec 21 - Dec 28
$128 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in South Austin

4.8
Outstanding (11 ratings)
South Austin, Chicago, Illinois, United States
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Condo Rogers Park
Aug 16 - Aug 23
$275 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Rogers Park with Yard

5.0
Outstanding (37 ratings)
Rogers Park, Chicago, Illinois, United States
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Apartment South Austin
Dec 21 - Dec 28
$111 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment in South Austin

4.0
Very good (1 rating)
South Austin, Chicago, Illinois, United States
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Condo West Lakeview
Dec 21 - Dec 28
-35%
$418
$273 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Condo in West Lakeview

4.9
Outstanding (75 ratings)
West Lakeview, Chicago, Illinois, United States
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Budget-friendly accommodation in Chicago

Our top value vacation rentals for accommodation

Apartment Fulton Market
Dec 21 - Dec 28
$620 per night
Apartment ∙ 12 guests ∙ 3 bedrooms

Charming Rental Apartment in Fulton Market with Patio

5.0
Outstanding (25 ratings)
Fulton Market, Chicago, Illinois, United States
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Condo River West
Jun 2 - Jun 9
$932 per night
Condo ∙ 20 guests ∙ 5 bedrooms

Condo in River West with Grill & Patio + Beautiful View

5.0
Outstanding (90 ratings)
River West, Chicago, Illinois, United States
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Apartment Lake View
Jul 6 - Jul 13
-45%
$945
$523 per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Rental Apartment in Lake View

4.8
Outstanding (26 ratings)
Lake View, Chicago, Illinois, United States
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Stay Cool: Accommodation with Air Conditioning

Apartment  Brighton Park
Dec 21 - Dec 28
$170 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Apartment in Brighton Park with Hassle-Free Parking

4.6
Excellent (18 ratings)
Brighton Park, Chicago, Illinois, United States
Air conditioning
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Apartment  Rogers Park
Oct 27 - Nov 3
$164 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment in Rogers Park with Large Patio + Lake Views

5.0
Outstanding (32 ratings)
Rogers Park, Chicago, Illinois, United States
Air conditioning
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House  Uptown
May 25 - Jun 1
$1,150 per night
House ∙ 21 guests ∙ 6 bedrooms

Vacation Home in Uptown with Yard, Patio & Grill

5.0
Outstanding (146 ratings)
Uptown, Chicago, Illinois, United States
Air conditioning
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Stay connected: Accommodation with internet

Apartment  Logan Square
Aug 10 - Aug 17
$104 per night
Apartment ∙ 4 guests ∙ 3 bedrooms

Beautiful Apartment in Logan Square

5.0
Outstanding (2 ratings)
Logan Square, Chicago, Illinois, United States
Internet
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Condo  Lake View
Dec 21 - Dec 28
$453 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Lake View with Patio & Grill

Lake View, Chicago, Illinois, United States
Internet
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House  West Loop
Oct 27 - Nov 3
$248 per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation Home in West Loop with Private Balcony

4.6
Excellent (59 ratings)
West Loop, Chicago, Illinois, United States
Internet
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Accommodation with kitchens

House  Humboldt Park
Dec 21 - Dec 28
$68 per night
House ∙ 6 guests ∙ 2 bedrooms

House in Humboldt Park with Patio

4.2
Very good (18 ratings)
Humboldt Park, Chicago, Illinois, United States
Kitchen
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House  Grand Boulevard
Dec 21 - Dec 28
$185 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Grand Boulevard

5.0
Outstanding (7 ratings)
Grand Boulevard, Chicago, Illinois, United States
Kitchen
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Condo  Austin
Dec 21 - Dec 28
$141 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Austin

4.6
Excellent (40 ratings)
Austin, Chicago, Illinois, United States
Kitchen
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Accommodation with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Ravenswood
Oct 26 - Nov 2
$400 per night
House ∙ 8 guests ∙ 4 bedrooms

Wonderful House in Ravenswood with Hot Tub

Ravenswood, Chicago, Illinois, United States
Free cancellation
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Condo Rogers Park
May 25 - Jun 1
$171 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Rogers Park with Rear Garden

4.9
Outstanding (225 ratings)
Rogers Park, Chicago, Illinois, United States
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House Andersonville
Jul 6 - Jul 13
$315 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Andersonville with Yard, Grill & Patio

5.0
Outstanding (16 ratings)
Andersonville, Chicago, Illinois, United States
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Accommodation in Chicago for Any Type of Traveler

Traveling with a group of eight or more people in Chicago?

HomeToGo features numerous Accommodation in Chicago with 8+ bedrooms and seven or more bathrooms. Book wonderful Accommodation for large groups in Chicago, complete with private pool, large kitchen, and plenty of space to enjoy. December is the most affortable time to stay in Chicago with a large group, when nightly prices for Accommodation will range from $229 to $555 per night. Begin searching the available cabins for 8+ people and plan the perfect vacation!

Looking to plan a large family vacation in Chicago?

Search HomeToGo's offers of large Accommodation in Chicago, perfect for a large family with 7+ rooms and several restrooms. Chicago has tons of exciting family-friendly activities to do, including biking, swimming, hiking, and many outdoor activities. You can find many Accommodation in Chicago come with family-friendly features, including hot tubs, private pool, TV, games, and many others. Most Accommodation in Chicago will cost around $669 per night for a family of 8 people but you can find lots of affordable options in Chicago to choose from. Start searching for family-friendly Accommodation now!

Searching for a remote vacation in Chicago with your spouse?

Book cozy Accommodation in Chicago for a private retreat, complete with jacuzzi, spa, and a beautiful view of Chicago's stunning scenery. There are many fun things to do with your partner during your couples vacation, including hiking, swimming, biking, and many other outdoor activities. The most affordable time to book is December with prices starting at $67 per day. Search HomeToGo's best offers for romantic retreats in Chicago today!
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Information about Accommodation in Chicago

🏡 Accommodation available 9,574 rentals
💳 Possible discounts up to 36%
🌙 Nightly prices starting at $67
⭐ Popular amenities Yard, Air conditioning and Internet
🐾 Pet friendly homes 2,299 homes
🏊 Accommodation with pools 2,327 homes

Frequently Asked Questions

Accommodation in Chicago: What is the cost of a stay?

On average, you can get an incredible rental from $229 and get discounts up to 36%!

Accommodation in Chicago: can I find a vacation rental that accommodates a group of guests?

Apartment rental in Chicago fits 4 people.

Accommodation in Chicago: what types of vacation homes can I find in Chicago?

You can choose from 2,013 Apartment rentals and 575 House rentals available in Chicago.

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