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2026-04-21

2026-04-22

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Chicago holiday rentals

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104 properties found

  • Cute And Cozy Chicago Modern Condo

    1625 W Superior St 3F, Chicago, Il 60622, Usa, Chicago, United States ( Show map )

    The 1-bedroom Cute And Cozy Chicago Modern Condo villa offers quick access to such city attractions as the RR #1 Chicago, located about a…

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    From US$ 526
    price for 1 night
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  • 2 Newly Built Luxury Condos With Private Roofdeck

    811 N Sedgwick St, Chicago, United States ( Show map )

    Located merely a 6-minute walk from the long-standing Carl Hammer Gallery, the 5-bedroom 2 Newly Built Luxury Condos With Private Roofdeck Chicago…

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    From US$ 2399
    price for 1 night
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  • Quiet Chicago Townhome Walk To Subway Stations

    220 N Laporte Ave 1, Chicago, United States ( Show map )

    Quiet Chicago Townhome Walk To Subway Stations villa provides easy access to various city attractions, such as One Lord One Faith Missionary Baptist Church, situated…

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  • 2 Mi To Red Line Chicago Home Near Sherman Park

    5205 S May St, Chicago, United States ( Show map )

    2 Mi To Red Line Chicago Home Near Sherman Park offers quick access to such tourist spots as Pillar Of Truth Evanglistic Church Of God…

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  • Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

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

    Located a stone's throw from the Polish Museum of America, Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago villa gives…

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    From US$ 179
    price for 1 night
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  • 3Br Gym Workspace Chicago Condo

    3656 North Osage Avenue Unit 2, Chicago, United States ( Show map )

    Located 4.9 km from the Lindberg Park, 3Br Gym Workspace Chicago Condo villa gives access to various tourist sites in the vicinity. The 2-bedroom…

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    From US$ 440
    price for 1 night
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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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  • 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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  • 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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  • Zen Escape-Chicago'S Urban Oasis

    841 North Mozart Street, Chicago, United States ( Show map )

    Located just 400 metres from the Adams & Son Gardens, Zen Escape-Chicago'S Urban Oasis Villa gives access to various tourist sites in the vicinity. The…

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    From US$ 79
    price for 1 night
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  • Charming & Bright Multilevel Townhome With Parking

    Chicago, United States ( Show map )

    Charming & Bright Multilevel Townhome With Parking Chicago villa offers quick access to such tourist spots as Eva's Cafe, situated just 5 minutes' walk away. Millennium…

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  • New Construction Building In River North

    811 N Sedgwick St, Chicago, United States ( Show map )

    The 10-bedroom New Construction Building In River North Chicago villa is situated nearly a 5-minute walk from Durse Park, featuring such comforts as…

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    From US$ 1119
    price for 1 night
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  • Sleeps 22 • Modern Multi-Unit • Gym • Workspaces

    3114 West Waveland Avenue, Chicago, United States ( Show map )

    Located nearly 25 minutes' walk from Riverview Plaza Shopping Center, Sleeps 22 • Modern Multi-Unit • Gym • Workspaces Chicago villa provides access to various tourist attractions…

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    From US$ 1377
    price for 1 night
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  • Envitae Hotel 4Br Modern Sleek Apartment

    853 West Blackhawk Street, Chicago, United States ( Show map )

    Situated 6 minutes' walk from Apple Store, Envitae Hotel 4Br Modern Sleek Apartment Chicago villa offers easy access to numerous tourist spots in the area.

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  • Modern 4 Bedroom Greystone

    South Calumet Avenue 3626, Chicago, United States ( Show map )

    Situated around a 5-minute walk from South Park Baptist Church, Modern 4 Bedroom Greystone Chicago villa offers easy access to numerous tourist spots in…

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  • 3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

    1426 North North Park Avenue, Chicago, United States ( Show map )

    Situated approximately 5 minutes on foot from Old Town Ale House, the 3-bedroom 3 Bedroom Spacious Home In Ideal Location W Free Parking Back…

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    From US$ 949
    price for 1 night
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  • Wrigley 4Br Home, Sleeps 10

    3623 N Ashland Ave, Chicago, United States ( Show map )

    Wrigley 4Br Home, Sleeps 10 Chicago provides easy access to various city attractions, such as Cuyler Covenant Church, situated 5 minutes' walk away. The 2…

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    From US$ 2047
    price for 1 night
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  • Commuter-Friendly Bungalow In Chicagos South Side

    8817 S Merrill Ave, Chicago, United States ( Show map )

    Located within a 7-km distance of the Sprawling hands-on Museum of Science and Industry, Commuter-Friendly Bungalow In Chicagos South Side provides access…

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  • Immaculate Brand New Penthouse Chicago

    1630 West Warren Boulevard, Chicago, United States ( Show map )

    Staying at Immaculate Brand New Penthouse Chicago Villa, guests can easily reach the Grant Park, located 4.2 km away. This property is only 650 metres…

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    From US$ 799
    price for 1 night
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  • Pet-Friendly With Pool Table Walk To Wrigley Field

    1045 W Dakin St Unit 1, Chicago, United States ( Show map )

    Pet-Friendly With Pool Table Walk To Wrigley Field Villa Chicago offers easy access to such tourist spots as the restored theater "Music Box Theatre"…

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    From US$ 1249
    price for 1 night
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