Authentic deep-dish, Chicago-style pizza, natural landscapes, incredible museums and a booming arts/culture scene await you so if you're questioning whether or not a trip to Illionois is in the cards, look no further. Choose from the extensive collection of RedAwning vacation properties before you can say T-Rex three times fast!
  1. CONDOMINIUM
    1703 N Sheffield Ave Condo Unit 3

    1703 N Sheffield Ave Condo Unit 3

    Chicago, IL

    Just a 5-minute walk from the North/Clybourn Red Line station, this beautifully decorated 2BR/2BA Lincoln Park condo is the perfect home base for an exciting Windy City vacation. The three-level property boasts two comfy living areas, a rooftop...

    FREE CANCELLATION

    $122 to $237/night

  2. TOWNHOUSE
    1206 W Fletcher Street Townhouse

    1206 W Fletcher Street Townhouse

    Chicago, IL

    Property Overview  This 2BR/2.5BA townhouse affords a great Lakeview location with quick access to public transportation and a plethora of attractions -- including Wrigley Field and Montrose Beach! One coveted garage space adds ease to your...

    Pets OK
    FREE CANCELLATION

    $124 to $352/night