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2026-02-28

2026-03-01

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Vacation Rentals in Chicago

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716 properties found

  • Tiny House - Chicago Pilsen Neighborhood

    2325 South Hoyne Avenue, Chicago, United States ( Show map )

    Located 10 minutes on foot from Damen underground station, the 46 m^2 Tiny House - Chicago Pilsen Neighborhood Apartment also boasts proximity to Lincoln United…

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    From US$ 143
    price for 1 night
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  • 1Br Modern & Chic Apt In Downtown Chicago - Dorchester 204

    5118 South Dorchester Avenue, Chicago, United States ( Show map )

    1Br Modern & Chic Apt In Downtown Chicago - Dorchester 204 is situated just a 5-minute stroll from Hyde Park Records and 15 km from Midway…

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    From US$ 174
    price for 1 night
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  • Warm & Inviting 2Br Apartment - Fullerton 1B

    4458 North Kedzie Avenue, Chicago, United States ( Show map )

    The spacious 1-bedroom Warm & Inviting 2Br Apartment - Fullerton 1B Chicago lies 4.7 km from the baseball stadium "Wrigley Field" and around 10 minutes' walk…

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    From US$ 372
    price for 1 night
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  • Chicago 2Br City Retreat With Optional Parking And Gym Access Near Mccormick Place And Soldier Field

    2036 South Michigan Avenue Unit 302, Chicago, United States ( Show map )

    The 84 m² Chicago 2Br City Retreat With Optional Parking And Gym Access Near Mccormick Place And Soldier Field apartment offers easy access to such…

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    From US$ 496
    price for 1 night
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  • 1Br Modern Apartment In Lincoln Square - Eastwood 3S Rep

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

    1Br Modern Apartment In Lincoln Square - Eastwood 3S Rep Chicago is located around 10 minutes by car from Kwanusila and at a distance of 3.7…

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    From US$ 201
    price for 1 night
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  • Prime Location In Lakeview Near Wrigleyville

    617 W Wellington Ave, Chicago, United States ( Show map )

    The spacious 1-bedroom Prime Location In Lakeview Near Wrigleyville is nestled in the Lakeview district of Chicago, 18 minutes' walk from the baseball stadium…

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    From US$ 152
    price for 1 night
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  • Charming Home In Portage Park

    4109 North Narragansett Avenue, Chicago, United States ( Show map )

    The 2-bedroom Charming Home In Portage Park Chicago offers easy access to such tourist spots as Chicago Latvian Zion Lutheran Church, located only a…

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    From US$ 107
    price for 1 night
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  • Flexhome Avondale 2Br Apt W1 With Parking

    2947 N Wisner Ave, Chicago, Il 60618, Usa, Chicago, United States ( Show map )

    The 1-room Flexhome Avondale 2Br Apt W1 With Parking - Read Info Chicago offers easy entry to such city sights as Uncharted Books, situated approximately…

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    From US$ 181
    price for 1 night
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  • Chicago Treasure 4 Bed Getaway

    712 North Willard Court, Chicago, United States ( Show map )

    Offering a location 2.2 km from deep-dish pizza restaurants in Chicago|Chicago-style Pizza|a Chicago-style pizza, Chicago Treasure 4 Bed Getaway Villa…

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    From US$ 231
    price for 1 night
    Book Now From US$ 231
  • Logan Square Monthly Apartament

    2438 North Maplewood Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 93 m^2 Logan Square Monthly Apartament Apartment, which is about 10 minutes' drive from…

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    From US$ 241
    price for 1 night
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  • Chicago New 2Br Home W 3 Beds And Highspeed Internet

    West Potomac Avenue 1731, Chicago, United States ( Show map )

    Chicago New 2Br Home W 3 Beds And Highspeed Internet offers quick access to such city attractions as Foxtrot Market, located merely 6 minutes' walk…

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    From US$ 139
    price for 1 night
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  • South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown

    2036 South Michigan Avenue 611, Chicago, United States ( Show map )

    The 2-room South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown Chicago apartment is located around 6 km…

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    From US$ 1289
    price for 1 night
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  • 3Br Apt In Logan Square Walkable To Highlights - Central Park S6

    3001 North Central Park Avenue S6, Chicago, United States ( Show map )

    3Br Apt In Logan Square Walkable To Highlights - Central Park S6 Chicago lies 4.9 km from Margaret Donahue Park and 10 minutes on foot from…

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    From US$ 314
    price for 1 night
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  • Windy City Getaway - 3Br 2Ba Chicago Townhouse Home

    3721 North Milwaukee Avenue, Chicago, United States ( Show map )

    Positioned within a 6-km distance of bustling shopping destinations such as Architectural Artifacts, the 3-bedroom Windy City Getaway - 3BR 2BA Chicago Townhouse home…

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    From US$ 304
    price for 1 night
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  • Amazing Place To Stay Near Downtown Chicago!

    918 West 53Rd Street, Chicago, United States ( Show map )

    Amazing Place To Stay Near Downtown Chicago! Museum of Science and Industry can be reached by car in a few minutes, while Pillar Of Truth…

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    From US$ 300
    price for 1 night
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  • 2Br City Loft Sweeping Glass Views

    2340 North California Avenue, Chicago, United States ( Show map )

    2Br City Loft Sweeping Glass Views Chicago apartment lies 4.1 km from Sheil Park Playground and about 5 minutes on foot from California tube station.

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    From US$ 401
    price for 1 night
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  • Luxury 2Bd-2Ba View-Gym-Rooftop

    1122 West Chicago Avenue, Chicago, United States ( Show map )

    The spacious 102 m^2 Luxury 2Bd-2Ba View-Gym-Rooftop Chicago apartment lies 2.9 km from Museum of Broadcast Communications and just a 10…

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  • Desert Mirage Free Parking & Private Patio

    851 North Fairfield Avenue, Chicago, United States ( Show map )

    Desert Mirage Free Parking & Private Patio Chicago apartment is located 15 minutes' drive from the Art Institute of Chicago and 7 km from the skyscraper…

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  • Chic Cozy 3Br Michigan Avenue Spacious Suite Close To Iconic Chicago Landmarks & Attractions

    2036 South Michigan Avenue 609, Chicago, United States ( Show map )

    The 100 m² Chic Cozy 3Br Michigan Avenue Spacious Suite Close To Iconic Chicago Landmarks & Attractions provides swift access to various city landmarks, such as…

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    From US$ 500
    price for 1 night
    Book Now From US$ 500
  • Uptown Bright & Modern Apt - Steps To Lake, Train, Amazing Food & Free Parking

    1058 West Foster Avenue 2, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 1-room Uptown Bright & Modern Apt - Steps To Lake, Train, Amazing Food & Free Parking Chicago, which…

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