Chicago Accommodation, Short Term Vacation Rentals & Holiday Homes

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3 - Private Room on Ashland (Queen Size Bed)

1 bedroom Apartment West Town, Chicago

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4 - Bunkbed Futon in Cozy Room

1 bedroom Apartment West Town, Chicago

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All-Inclusive Modern Furnished Apts

Studio Apartment Downtown Loop, Chicago

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Best of2014
Last booked more than 3 days ago

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Studio Apt SouthLoop W/ Parking Spot

Studio Apartment Near South Side, Chicago

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Best of2014

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1BR Boutique Hotel Chicago

1 bedroom Hotel Near North Side, Chicago

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All - Inclusive Modern JR 1BR

1 bedroom Apartment Downtown Loop, Chicago

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Cozy LakeView JR 1-BR Vintage Apt

1 bedroom Apartment Near North Side, Chicago

New

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3 Bedroom House in North Shore

3 bedrooms House North Shore, Chicago

New

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Artsy Neighborhood----Near It All

Room Near North Side, Chicago

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2 BR Boutique Chicago Hotel

2 bedrooms Hotel Near North Side, Chicago

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Modern West Loop Studio With Views!

Studio Apartment Downtown Loop, Chicago

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Art-filled Loft can sleep 3-Location!

2 bedrooms Apartment West Town, Chicago

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Best of2014
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Top Picks

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Luxury & Value in Chicago

2 bedrooms Apartment Near South Side, Chicago

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Huge Winter Discounts and Hot Tub

3 bedrooms Apartment Near South Side, Chicago

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Gold Coast "Overly" Affordable Gem

Studio Apartment Gold Coast, Chicago

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Best of2014
Last booked more than 3 days ago

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Chicago

As the seasons change, The Windy City transforms from a summer playground to a cultural scene of creative cuisine, performances and music. Enjoy the high life in Chicago with short-term vacation rentals - spacious, downtown penthouses offer panoramic views of the city and convenient access to sights and daily amenities.

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