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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

  • Bright & Modern 2Br Perfect City Escape

    160 North Elizabeth Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 130 m² Bright & Modern 2Br Perfect City Escape Chicago apartment, which is 18 minutes' walk from…

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  • 1 Mi To Wrigley! Quintessential Chi-Town Greystone

    3622 N Hermitage Ave Unit 2, Chicago, United States ( Show map )

    1 Mi To Wrigley! To enjoy your vacation in Chicago, stay at this apartment, which is 1.6 km from the baseball stadium "Wrigley Field" and…

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  • Bronzeville 42 Art & Hospitality

    615 East 42Nd Street, Chicago, United States ( Show map )

    Situated 2.5 km from Kimbark Plaza Shopping Center, Bronzeville 42 Art & Hospitality Chicago villa provides access to numerous tourist attractions in the area. Located in…

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  • Sunny, Spacious, 3Br 1Ba Davlin Inn Chicago

    3068 North Davlin Court, Chicago, United States ( Show map )

    Sunny, Spacious, 3Br 1Ba Davlin Inn Chicago is located about 6 km from the baseball stadium "Wrigley Field" and approximately a 25-minute walk from…

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    From US$ 645
    price for 1 night
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  • Charming Studio Space - Sp 1400

    1220 North State Parkway, Chicago, United States ( Show map )

    The 37 m² Charming Studio Space - Sp 1400 Chicago is located 3.1 km from Chicago Union train station and merely 5 minutes' walk from the…

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  • Spacious, One-Level Condo Adjacent To Jackson Park

    1542 East 67Th Place Ge, Chicago, United States ( Show map )

    Situated nearly 25 minutes' walk from the Museum of Science and Industry, Spacious, One-Level Condo Adjacent To Jackson Park Chicago also boasts easy access…

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  • Cozy 420-Friendly 3Br City Retreat Near Mccormick 2001 S State St - 2B

    2001 South State Street 1, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at Cozy 420-Friendly 3Br City Retreat Near Mccormick 2001 S State St - 2B Chicago apartment, which is…

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  • Charming 420Friendly 3Br South Loop Near Mccormick 2001 South State St - 4F

    2001 South State Street, Chicago, United States ( Show map )

    Charming 420Friendly 3Br South Loop Near Mccormick 2001 South State St - 4F Apartment Chicago is located 2.5 km from the Shedd Aquarium and about a…

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  • Downtown Chicago Stay With Free In & Out Parking 4

    59 East Van Buren Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 79 m² Downtown Chicago Stay With Free In & Out Parking 4 apartment, which is merely 1.7…

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  • Modern 2Br With Reliable Wi-Fi - Roscoe 30

    639 West Roscoe Street, Chicago, United States ( Show map )

    Modern 2Br With Reliable Wi-Fi - Roscoe 30 Apartment Chicago is located 1.2 km from the newly developed Gallagher Way Plaza and a 25-minute…

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  • Walk To Train And Bus Updated Chicago Apartment

    8136 S Kedzie Ave Unit 201, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 1-room Walk To Train And Bus Updated Chicago Apartment, which is 4.3 km from Harr…

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  • West Loop

    1532 W Jackson Blvd Unit 1, Chicago, United States ( Show map )

    The spacious 1-bedroom West Loop Apartment Chicago lies 3.9 km from the Buckingham Fountain and nearly 10 minutes' walk from Ashland tube station. The…

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  • Luxury Gold Coast Penthouse With Deck & Views

    22 East Elm Street, Chicago, United States ( Show map )

    Luxury Gold Coast Penthouse With Deck & Views Villa Chicago is located approximately a 25-minute walk from the tall skyscraper "Willis Tower" and invites guests…

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  • Chic Vintage Studio In The Gold Coast - Sp 1205

    1220 North State Parkway, Chicago, United States ( Show map )

    The 37 m² Chic Vintage Studio In The Gold Coast - Sp 1205 Chicago is located 3.1 km from Chicago Union train station and 300 metres…

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  • Welcoming Month Long Stays 2Bd 2Ba With Parking

    2354 West Polk Street, Chicago, United States ( Show map )

    The spacious Welcoming Month Long Stays 2Bd 2Ba With Parking Chicago apartment is located 4.6 km from the Skydeck Chicago and 25 minutes' walk from…

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  • Stunning 1Br Apartment At Center Of Lakeview - Oakdale 211

    541 West Oakdale Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 55 m² Stunning 1Br Apartment At Center Of Lakeview - Oakdale 211 Chicago, which is about 2…

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    From US$ 74
    price for 1 night
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  • Flexhome Wicker Park 3Br Dv2

    2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States ( Show map )

    Flexhome Wicker Park 3Br Dv2 Chicago apartment lies within a 7-km distance of the half-mile-long Navy Pier and merely 10 minutes' stroll…

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    From US$ 145
    price for 1 night
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  • South Loop 2Br W Pool Bbq Gym Nr Grant Park Chi-777

    South Indiana Avenue 1210 #416, Chicago, United States ( Show map )

    South Loop 2Br W Pool Bbq Gym Nr Grant Park Chi-777 Apartment Chicago is located 20 minutes' walk from the soccer stadium "Soldier Field"…

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  • Livn Millennium Park Downtown Chicago Superior 2 Br

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

    Livn Millennium Park Downtown Chicago Superior 2 Br Apartment is situated in the centre of Chicago, 13 minutes' walk from the Metropolitan Civic Opera House.

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    From US$ 218
    price for 1 night
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  • Top 1 Rated 4Br Lincoln Park House - King Bed

    210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States ( Show map )

    The 2-bedroom Top 1 Rated 4Br Lincoln Park House - King Bed Chicago villa entices active guests with access to a fitness club and is…

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