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2026-04-26

2026-04-27

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Vacation Rentals in Chicago

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892 properties found

  • Amazing Wicker Park Penthouse With Skyline Views

    1549 North Milwaukee Avenue #4, Chicago, United States ( Show map )

    Amazing Wicker Park Penthouse With Skyline Views Villa Chicago is located 6 km from the huge outdoor Cloud Gate Sculpture and provides cycling for active…

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  • Bright Modern 4Bd 2Ba In The Heart Of Wrigleyville Condo

    3456 N Clark 2, Chicago, United States ( Show map )

    Bright Modern 4Bd 2Ba In The Heart Of Wrigleyville Condo Chicago is located 2.1 km from the botanical garden "Lincoln Park Conservatory" and a 20…

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  • Modern 1Br Free Parking Spot

    3161 North Cambridge Avenue, Chicago, United States ( Show map )

    The 1-room Modern 1Br Free Parking Spot Apartment Chicago is located approximately 8 km from Chicago Union train station and around 5 minutes' walk…

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    From US$ 252
    price for 1 night
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  • Cozy 2 Bedroom Condo By Lakeshore

    Chicago, Chicago, United States ( Show map )

    The 2-room Cozy 2 Bedroom Condo By Lakeshore Chicago is located within 5 minutes' walk of Time Life Building Skyscraper and overlooks the garden.

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  • Downtown Mich Ave - 6 Penthouses, Sleep 25

    820 South Michigan Avenue 1207, Chicago, United States ( Show map )

    Located right around the corner from the General John Logan Memorial, Downtown Mich Ave - 6 Penthouses, Sleep 25 Chicago villa offers a patio with a…

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  • Cozy 2Br West Town Apt, Ideal For Mid-Term Stays

    1519 W Superior 1R, Chicago, United States ( Show map )

    Cozy 2Br West Town Apt, Ideal For Mid-Term Stays Chicago lies approximately 500 metres from the Lush Wine & Spirits and nearly 15 minutes' walk…

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  • 4Br 3Ba Pilsen Retreat - 10 Min From Downtown

    2018 West 21St Place, Chicago, United States ( Show map )

    4Br 3Ba Pilsen Retreat - 10 Min From Downtown Apartment Chicago is situated just 5 minutes' walk from Lincoln United Methodist Church and 5 km from…

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  • King Bed L Cta L United Center L Near Kasama L Patio

    924 North Wolcott Avenue G, Chicago, United States ( Show map )

    Staying at King Bed L Cta L United Center L Near Kasama L Patio Villa Chicago, guests can easily reach the indoor public Shedd Aquarium…

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  • Old-World Classic Building Downtown

    57 East Cedar Street #Wcb, Chicago, United States ( Show map )

    The spacious Old-World Classic Building Downtown Chicago apartment is located 2.1 km from the Chicago Theatre and a 25-minute walk from the Chicago…

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    From US$ 997
    price for 1 night
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  • Stylish 4Br South Loop Home State 23-202

    2422 South State Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 60 m² Stylish 4Br South Loop Home State 23-202 Chicago apartment, which is around 25…

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  • Cozy North Side Oasis

    3138 West Wabansia Avenue, Chicago, United States ( Show map )

    Nestled approximately 5 minutes' walk from Chua Lien Hoa Buddhist Temple, Cozy North Side Oasis Apartment Chicago offers quick access to numerous tourist attractions nearby.

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    From US$ 331
    price for 1 night
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  • Luxury 5Br W King Bed And Pool Table Near Chinatown 2010 South Wabash - 4F

    2010 South Wabash Avenue, Chicago, United States ( Show map )

    Luxury 5Br W King Bed And Pool Table Near Chinatown 2010 South Wabash - 4F Apartment Chicago is nestled in the South Loop district, within a…

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  • Modern 4Br Pilsen Retreat Near Illinois Medical District & Chicago Downtown

    1831 South Racine Avenue 201, Chicago, United States ( Show map )

    Situated nearly a 10-minute ride from the indoor United Center Arena, Modern 4Br Pilsen Retreat Near Illinois Medical District & Chicago Downtown Apartment also boasts…

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  • Bright & Modern 3Br And 1Ba In Logan Square

    2751 W Francis Pl, Chicago, United States ( Show map )

    Located within a 15-minute drive of the tall skyscraper "Willis Tower", Bright & Modern 3Br And 1Ba In Logan Square Apartment Chicago is 6 km…

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  • Close To Univ Of Chicago - Extended Stays Welcome

    6709 S Carpenter St, Chicago, United States ( Show map )

    The spacious 111 m² Close To Univ Of Chicago - Extended Stays Welcome apartment is located about a 20-minute ride from Chicago Union train station…

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  • Kimball Suites

    1721 North Kimball Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at Kimball Suites Chicago, which is just 1.7 km from Tony's Fresh Market and around 5 minutes' drive…

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    From US$ 65
    price for 1 night
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  • Spacious 3Br Home Near Chicago Downtown, University Of Illinois Chicago & Medical District

    1356 South Fairfield Avenue Unit 2, Chicago, United States ( Show map )

    Spacious 3Br Home Near Chicago Downtown, University Of Illinois Chicago & Medical District apartment is located 4.9 km from the Skydeck Chicago and a 15-minute…

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    From US$ 294
    price for 1 night
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  • Blueground River North Pool Gym Nr Mile Chi-1144

    North State Street 505, Chicago, United States ( Show map )

    Guests can stay at the 97 m² Blueground River North Pool Gym Nr Mile Chi-1144 Chicago apartment, which is located right in the centre…

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  • Mtm Fully Furnished Rental In Old Town - 2 Beds

    1556 North La Salle Street, Chicago, United States ( Show map )

    Situated a 5-minute walk from Pipers Alley Commercial Mall Shopping Center, the spacious Mtm Fully Furnished Rental In Old Town - 2 Beds Chicago apartment…

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  • Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home

    1220 N Paulina, Chicago, United States ( Show map )

    Situated 6 km from the Wrigley Field, Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home Chicago provides access to numerous tourist attractions in…

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