Search for vacation rentals in Chicago. Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Chicago area to find the perfect spot for your vacay.

$5850 One bedroom in Chicago

$5850 One bedroom in Chicago

Chicago, IL
$5,850
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4121957. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4121957. Contact a

$1210 One bedroom in Chicago

$1210 One bedroom in Chicago

Chicago, IL
$1,210
Vacation Rentals, Apartments
Sublet.com Listing ID 4113163. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4113163. Contact a

$2400 Two bedroom in Old Town

$2400 Two bedroom in Old Town

Chicago, IL
$2,400
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 4095125. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4095125. Contact a

$2800 Two bedroom in Chicago

$2800 Two bedroom in Chicago

Chicago, IL
$2,800
Vacation Rentals, Loft
Sublet.com Listing ID 2812009. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2812009. Contact a

$3100 studio in Chicago

$3100 studio in Chicago

Chicago, IL
$3,100
Vacation Rentals, Loft
Sublet.com Listing ID 2774907. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774907. Contact a

$2600 studio in Chicago

$2600 studio in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2774900. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774900. Contact a

$3800 One bedroom in Chicago

$3800 One bedroom in Chicago

Chicago, IL
$3,800
Vacation Rentals, Loft
Sublet.com Listing ID 2774899. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774899. Contact a

$3900 One bedroom in Chicago

$3900 One bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Loft
Sublet.com Listing ID 2774908. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774908. Contact a

$2600 One bedroom in Chicago

$2600 One bedroom in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2774901. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774901. Contact a

$2600 One bedroom in Chicago

$2600 One bedroom in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2774902. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774902. Contact a

$3900 Two bedroom in Chicago

$3900 Two bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Apartments
Sublet.com Listing ID 2774897. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774897. Contact a

$2400 studio in Chicago

$2400 studio in Chicago

Chicago, IL
$2,400
Vacation Rentals, Apartments
Sublet.com Listing ID 2774898. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774898. Contact a

$4800 Three bedroom in Chicago

$4800 Three bedroom in Chicago

Chicago, IL
$4,800
Vacation Rentals, Apartments
Sublet.com Listing ID 2774903. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774903. Contact a

$3300 One bedroom in Chicago

$3300 One bedroom in Chicago

Chicago, IL
$3,300
Vacation Rentals, Loft
Sublet.com Listing ID 2774904. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774904. Contact a

$2600 studio in Chicago

$2600 studio in Chicago

Chicago, IL
$2,600
Vacation Rentals, Loft
Sublet.com Listing ID 2774905. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774905. Contact a

$3400 One bedroom in Chicago

$3400 One bedroom in Chicago

Chicago, IL
$3,400
Vacation Rentals, Loft
Sublet.com Listing ID 2774906. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774906. Contact a

$3000 studio in Chicago

$3000 studio in Chicago

Chicago, IL
$3,000
Vacation Rentals, Loft
Sublet.com Listing ID 2774909. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774909. Contact a

$3900 Three bedroom in Chicago

$3900 Three bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Apartments
Sublet.com Listing ID 2774910. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2774910. Contact a

$2600 studio in Chicago

$2600 studio in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2557087. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557087. Contact a

$2600 One bedroom in Chicago

$2600 One bedroom in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2557088. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557088. Contact a

$2600 One bedroom in Chicago

$2600 One bedroom in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2557091. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557091. Contact a

$4800 Three bedroom in Chicago

$4800 Three bedroom in Chicago

Chicago, IL
$4,800
Vacation Rentals, Apartments
Sublet.com Listing ID 2557093. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557093. Contact a

$3300 One bedroom in Chicago

$3300 One bedroom in Chicago

Chicago, IL
$3,300
Vacation Rentals, Loft
Sublet.com Listing ID 2557094. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557094. Contact a

$2600 studio in Chicago

$2600 studio in Chicago

Chicago, IL
$2,600
Vacation Rentals, Loft
Sublet.com Listing ID 2557095. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557095. Contact a

$3400 One bedroom in Chicago

$3400 One bedroom in Chicago

Chicago, IL
$3,400
Vacation Rentals, Loft
Sublet.com Listing ID 2557096. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557096. Contact a

$2600 One bedroom in Chicago

$2600 One bedroom in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2556888. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2556888. Contact a

$3900 Two bedroom in Chicago

$3900 Two bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Apartments
Sublet.com Listing ID 2556893. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2556893. Contact a

$4800 Three bedroom in Chicago

$4800 Three bedroom in Chicago

Chicago, IL
$4,800
Vacation Rentals, Apartments
Sublet.com Listing ID 2556881. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2556881. Contact a

$3100 studio in Chicago

$3100 studio in Chicago

Chicago, IL
$3,100
Vacation Rentals, Loft
Sublet.com Listing ID 2738063. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2738063. Contact a

$3900 One bedroom in Chicago

$3900 One bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Loft
Sublet.com Listing ID 2738064. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2738064. Contact a

$3000 studio in Chicago

$3000 studio in Chicago

Chicago, IL
$3,000
Vacation Rentals, Loft
Sublet.com Listing ID 2738065. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2738065. Contact a

$3900 Three bedroom in Chicago

$3900 Three bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Apartments
Sublet.com Listing ID 2738066. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2738066. Contact a

$2600 One bedroom in Chicago

$2600 One bedroom in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2556883. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2556883. Contact a

$2600 studio in Chicago

$2600 studio in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2556890. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2556890. Contact a

$2400 Two bedroom in Chicago

$2400 Two bedroom in Chicago

Chicago, IL
$2,400
Vacation Rentals, Apartments
Sublet.com Listing ID 2557089. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557089. Contact a

$5400 Four bedroom in Chicago

$5400 Four bedroom in Chicago

Chicago, IL
$5,400
Vacation Rentals, Apartments
Sublet.com Listing ID 2557090. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557090. Contact a

$3600 One bedroom in Chicago

$3600 One bedroom in Chicago

Chicago, IL
$3,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2557092. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2557092. Contact a

$4900 Four bedroom in Chicago

$4900 Four bedroom in Chicago

Chicago, IL
$4,900
Vacation Rentals, Apartments
Sublet.com Listing ID 2149638. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2149638. Contact a

$2600 studio in Chicago

$2600 studio in Chicago

Chicago, IL
$2,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2813805. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2813805. Contact a

$3900 Three bedroom in Chicago

$3900 Three bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Apartments
Sublet.com Listing ID 2813815. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2813815. Contact a

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Chicago, IL

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