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2026-03-01

2026-03-02

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Vacation Rentals in Chicago

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753 properties found

  • 2 Suites 2 Floors In Downtown Chicago

    1220 West Augusta Boulevard, Chicago, United States ( Show map )

    Located a mere 5 minutes' walk from Polish Museum of America, the 2-bedroom 2 Suites 2 Floors In Downtown Chicago offers quick access to…

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    From US$ 1640
    price for 1 night
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  • Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2

    5310 South Blackstone Avenue, Chicago, United States ( Show map )

    Nestled merely a 5-minute walk from Hyde Park Records, Modern & Spacious 3Br Apt With In-Unit Laundry - Bstone 2 Chicago offers quick access to…

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  • Modern Pilsen Chicago Apartment 2 Bedroom

    2212 West 23Rd Street 3, Chicago, United States ( Show map )

    Located a 10-minute ride from the Arrigo Park, the 102 m² Modern Pilsen Chicago Apartment 2 Bedroom is 6 km from a top family…

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  • River North Rooftop With In And Out Parking 6

    153 West Ohio Street, Chicago, United States ( Show map )

    River North Rooftop With In And Out Parking 6 Chicago apartment is located just 1.9 km from the super - tall skyscraper "Willis Tower" and an…

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  • New Adorable Unit Located In Historic Greystone

    3350 South Prairie Avenue, Chicago, United States ( Show map )

    The 2-room New Adorable Unit Located In Historic Greystone Apartment Chicago lies 16 minutes' walk from Guaranteed Rate Field and a mere 10 minutes'…

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  • Eco Stay By Uchicago, Lakefront & Hyde Park!

    6328 South Rhodes Avenue Garden Unit, Chicago, United States ( Show map )

    The 1-room Eco Stay By Uchicago, Lakefront & Hyde Park! The 74 m^2 apartment features location 2.7 km from Dorchester Commons Shopping Center and…

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    From US$ 262
    price for 1 night
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  • Studio Apt With Laundry, Near Shops! - Montrose Studio Rep

    851 West Montrose Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 23 m² Studio Apt With Laundry, Near Shops! The Montrose Beach is around 5 minutes away…

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  • Comfy Garden Suite In Andersonville

    5315 North Glenwood Avenue, Chicago, United States ( Show map )

    The 16 m^2 Comfy Garden Suite In Andersonville Chicago offers proximity to such tourist attractions as Saint Ita's Roman Catholic Church, situated nearly 5…

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  • Victorian Mansion In Garfield Park

    3461 W Adams St, Chicago, United States ( Show map )

    Situated approximately 7 km from the tall skyscraper "Willis Tower", the 1-bedroom Victorian Mansion In Garfield Park Villa Chicago provides access to numerous tourist…

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    From US$ 162
    price for 1 night
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  • Steps To Shops And Eats Apt In Portage Park!

    4319 N Central Ave, Chicago, United States ( Show map )

    The spacious Steps To Shops And Eats Apt In Portage Park! Bambi Park is located 4.6 km from this apartment.

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  • Bright 2Br Luxury Corner Suite With Optional Parking Sleeps 6 Guests Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue 407, Chicago, United States ( Show map )

    The spacious Bright 2Br Luxury Corner Suite With Optional Parking Sleeps 6 Guests Near Mccormick Place And Soldier Field Chicago is nestled in the San…

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    From US$ 696
    price for 1 night
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  • 3-Story Townhome Free Parking Private Patio Washer-Dryer

    344 West Dickens Avenue, Chicago, United States ( Show map )

    Situated just a 6-minute walk from Siblings, the 2-bedroom 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa entices guests with…

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    From US$ 237
    price for 1 night
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  • Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue Unit 110, Chicago, United States ( Show map )

    Staying at Spacious 6Br Luxury Suite Perfect For Groups Near Mccormick Place And Soldier Field Chicago, guests can relax on a patio a 9-minute…

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    From US$ 1410
    price for 1 night
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  • Wrigleyville Friends Unit - 5Bdrm

    820 West Newport Avenue Unit 1, Chicago, United States ( Show map )

    The 0-room Wrigleyville Friends Unit - 5Bdrm Chicago is located approximately 7 km from Willis Tower and offers Wi-Fi for either business or leisure.

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    From US$ 225
    price for 1 night
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  • Group Friendly Spacious 3Br Suite With Optional Parking And Gym Access Sleeps 10 Guest Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue Unit 201, Chicago, United States ( Show map )

    The 2-room Group Friendly Spacious 3Br Suite With Optional Parking And Gym Access Sleeps 10 Guest Near Mccormick Place And Soldier Field Chicago includes…

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    From US$ 323
    price for 1 night
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  • Charming 2Br Apartment With Skyline View, Optional Parking & Gym Access Near Mccormick Place, Lakefront And Soldier Field

    2036 South Michigan Avenue Unit 411, Chicago, United States ( Show map )

    The spacious 74 m² Charming 2Br Apartment With Skyline View, Optional Parking & Gym Access Near Mccormick Place, Lakefront And Soldier Field Chicago is located within…

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    From US$ 519
    price for 1 night
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  • Modern Chicago 2Br Apartment With Skyline View, Optional Parking & Gym Access Near Mccormick, Museum Campus, Grant Park & Soldier Field

    2036 South Michigan Avenue Unit 510, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 79 m² Modern Chicago 2Br Apartment With Skyline View, Optional Parking & Gym Access Near Mccormick…

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    From US$ 293
    price for 1 night
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  • Cozy 2Br Apt Near Parks & Shops - Kimball A2

    5624 North Kimball Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 46 m² Cozy 2Br Apt Near Parks & Shops - Kimball A2 Chicago, which is around a 25…

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  • Cozy Nest In Chicago'S Vibrant Lincoln Square

    2259 West Leland Avenue, Chicago, United States ( Show map )

    Swedish American Museum is within a 10-minute drive of the spacious 121 m^2 Cozy Nest In Chicago'S Vibrant Lincoln Square Apartment, while Enjoy…

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    From US$ 229
    price for 1 night
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  • Hermosa House Apartment - Peaceful Quiet 3Br, Free Street Parking, Solar Powered, By Logan Square

    2223 North Keeler Avenue, Chicago, United States ( Show map )

    Situated within a 7-km distance of the Wrigley Field, the spacious 135 m² Hermosa House Apartment - Peaceful Quiet 3Br, Free Street Parking, Solar Powered…

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