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.

$2590 Two bedroom in Chicago

$2590 Two bedroom in Chicago

Chicago, IL
$2,590
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568796. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568796. Contact a

$5690 Three bedroom in Chicago

$5690 Three bedroom in Chicago

Chicago, IL
$5,690
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568797. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568797. Contact a

$2390 One bedroom in Chicago

$2390 One bedroom in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568795. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568795. Contact a

$1990 studio in Chicago

$1990 studio in Chicago

Chicago, IL
$1,990
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568793. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568793. Contact a

$2290 One bedroom in Chicago

$2290 One bedroom in Chicago

Chicago, IL
$2,290
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568794. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568794. Contact a

$2390 One bedroom in Chicago

$2390 One bedroom in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568984. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568984. Contact a

$2690 studio in Chicago

$2690 studio in Chicago

Chicago, IL
$2,690
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568986. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568986. Contact a

$2190 studio in Uptown

$2190 studio in Uptown

Chicago, IL
$2,190
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568988. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568988. Contact a

$2490 One bedroom in Chicago

$2490 One bedroom in Chicago

Chicago, IL
$2,490
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568985. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568985. Contact a

$3490 Two bedroom in Chicago

$3490 Two bedroom in Chicago

Chicago, IL
$3,490
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4568987. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568987. Contact a

$2190 One bedroom in Chicago

$2190 One bedroom in Chicago

Chicago, IL
$2,190
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569112. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569112. Contact a

$2490 One bedroom in Chicago

$2490 One bedroom in Chicago

Chicago, IL
$2,490
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569113. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569113. Contact a

$2390 One bedroom in Chicago

$2390 One bedroom in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569117. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569117. Contact a

$2690 One bedroom in Chicago

$2690 One bedroom in Chicago

Chicago, IL
$2,690
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569114. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569114. Contact a

$4690 Two bedroom in Chicago

$4690 Two bedroom in Chicago

Chicago, IL
$4,690
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569116. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569116. Contact a

$3190 Two bedroom in Chicago

$3190 Two bedroom in Chicago

Chicago, IL
$3,190
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569115. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569115. Contact a

$2390 One bedroom in Chicago

$2390 One bedroom in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569698. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569698. Contact a

$2390 studio in Chicago

$2390 studio in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569697. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569697. Contact a

$2190 One bedroom in Old Town

$2190 One bedroom in Old Town

Chicago, IL
$2,190
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4569699. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4569699. Contact a

$1425 Two bedroom in Chicago

$1425 Two bedroom in Chicago

Chicago, IL
$1,425
Vacation Rentals, Homes for Rent  NEW!
Sublet.com Listing ID 4570248. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4570248. Contact a

$1290 Two bedroom in Chicago

$1290 Two bedroom in Chicago

Chicago, IL
$1,290
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4570255. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4570255. Contact a

$2190 One bedroom in Chicago

$2190 One bedroom in Chicago

Chicago, IL
$2,190
Vacation Rentals, Apartments
Sublet.com Listing ID 4568631. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568631. Contact a

$2190 studio in Chicago

$2190 studio in Chicago

Chicago, IL
$2,190
Vacation Rentals, Apartments
Sublet.com Listing ID 4568630. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568630. Contact a

$2390 One bedroom in Chicago

$2390 One bedroom in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments
Sublet.com Listing ID 4568632. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568632. Contact a

$1690 studio in Chicago

$1690 studio in Chicago

Chicago, IL
$1,690
Vacation Rentals, Apartments
Sublet.com Listing ID 4568629. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568629. Contact a

$2490 One bedroom in Chicago

$2490 One bedroom in Chicago

Chicago, IL
$2,490
Vacation Rentals, Apartments
Sublet.com Listing ID 4568483. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568483. Contact a

$2790 One bedroom in Chicago

$2790 One bedroom in Chicago

Chicago, IL
$2,790
Vacation Rentals, Apartments
Sublet.com Listing ID 4568484. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4568484. Contact a

$2690 One bedroom in Chicago

$2690 One bedroom in Chicago

Chicago, IL
$2,690
Vacation Rentals, Apartments
Sublet.com Listing ID 4563628. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4563628. Contact a

$1790 studio in Old Town

$1790 studio in Old Town

Chicago, IL
$1,790
Vacation Rentals, Apartments
Sublet.com Listing ID 4563629. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4563629. Contact a

$2590 studio in Chicago

$2590 studio in Chicago

Chicago, IL
$2,590
Vacation Rentals, Apartments
Sublet.com Listing ID 4563627. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4563627. Contact a

$1800 Two bedroom in Chicago

$1800 Two bedroom in Chicago

Chicago, IL
$1,800
Vacation Rentals, Apartments
Sublet.com Listing ID 4563733. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4563733. Contact a

$1990 studio in Chicago

$1990 studio in Chicago

Chicago, IL
$1,990
Vacation Rentals, Apartments
Sublet.com Listing ID 4564186. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564186. Contact a

$1890 One bedroom in Chicago

$1890 One bedroom in Chicago

Chicago, IL
$1,890
Vacation Rentals, Apartments
Sublet.com Listing ID 4564187. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564187. Contact a

$2190 studio in Chicago

$2190 studio in Chicago

Chicago, IL
$2,190
Vacation Rentals, Apartments
Sublet.com Listing ID 4564192. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564192. Contact a

$2390 One bedroom in Chicago

$2390 One bedroom in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments
Sublet.com Listing ID 4564188. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564188. Contact a

$2790 One bedroom in Chicago

$2790 One bedroom in Chicago

Chicago, IL
$2,790
Vacation Rentals, Apartments
Sublet.com Listing ID 4564190. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564190. Contact a

$2390 studio in Chicago

$2390 studio in Chicago

Chicago, IL
$2,390
Vacation Rentals, Apartments
Sublet.com Listing ID 4564323. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564323. Contact a

$2590 One bedroom in Chicago

$2590 One bedroom in Chicago

Chicago, IL
$2,590
Vacation Rentals, Apartments
Sublet.com Listing ID 4564325. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564325. Contact a

$2190 studio in Chicago

$2190 studio in Chicago

Chicago, IL
$2,190
Vacation Rentals, Apartments
Sublet.com Listing ID 4564322. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564322. Contact a

$2690 One bedroom in Chicago

$2690 One bedroom in Chicago

Chicago, IL
$2,690
Vacation Rentals, Apartments
Sublet.com Listing ID 4564326. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4564326. Contact a

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Chicago, IL

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