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.

$1875 One bedroom in Chicago

$1875 One bedroom in Chicago

Chicago, IL
$1,875
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4665537. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665537. Contact a

$3000 One bedroom in Chicago

$3000 One bedroom in Chicago

Chicago, IL
$3,000
Vacation Rentals, Apartments
Sublet.com Listing ID 4665335. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665335. Contact a

$2180 studio in Old Town

$2180 studio in Old Town

Chicago, IL
$2,180
Vacation Rentals, Apartments
Sublet.com Listing ID 4665336. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665336. Contact a

$2100 studio in Chicago

$2100 studio in Chicago

Chicago, IL
$2,100
Vacation Rentals, Apartments
Sublet.com Listing ID 4665334. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665334. Contact a

$3240 Two bedroom in Chicago

$3240 Two bedroom in Chicago

Chicago, IL
$3,240
Vacation Rentals, Apartments
Sublet.com Listing ID 4665124. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665124. Contact a

$3210 Two bedroom in Chicago

$3210 Two bedroom in Chicago

Chicago, IL
$3,210
Vacation Rentals, Apartments
Sublet.com Listing ID 4665123. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665123. Contact a

$3190 Two bedroom in Chicago

$3190 Two bedroom in Chicago

Chicago, IL
$3,190
Vacation Rentals, Apartments
Sublet.com Listing ID 4665122. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665122. Contact a

$2930 One bedroom in Chicago

$2930 One bedroom in Chicago

Chicago, IL
$2,930
Vacation Rentals, Apartments
Sublet.com Listing ID 4665119. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665119. Contact a

$3200 One bedroom in Chicago

$3200 One bedroom in Chicago

Chicago, IL
$3,200
Vacation Rentals, Apartments
Sublet.com Listing ID 4665120. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665120. Contact a

$2050 studio in Old Town

$2050 studio in Old Town

Chicago, IL
$2,050
Vacation Rentals, Apartments
Sublet.com Listing ID 4665125. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665125. Contact a

$2960 One bedroom in Chicago

$2960 One bedroom in Chicago

Chicago, IL
$2,960
Vacation Rentals, Apartments
Sublet.com Listing ID 4665121. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665121. Contact a

$3200 Two bedroom in Old Town

$3200 Two bedroom in Old Town

Chicago, IL
$3,200
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4665002. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665002. Contact a

$2940 studio in Chicago

$2940 studio in Chicago

Chicago, IL
$2,940
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4665001. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665001. Contact a

$2290 studio in Uptown

$2290 studio in Uptown

Chicago, IL
$2,290
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4665003. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665003. Contact a

$2070 One bedroom in Chicago

$2070 One bedroom in Chicago

Chicago, IL
$2,070
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4664999. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4664999. Contact a

$2730 One bedroom in Chicago

$2730 One bedroom in Chicago

Chicago, IL
$2,730
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4665000. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4665000. Contact a

$2640 One bedroom in Hyde Park

$2640 One bedroom in Hyde Park

Chicago, IL
$2,640
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 4663212. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4663212. Contact a

$2790 One bedroom in Chicago

$2790 One bedroom in Chicago

Chicago, IL
$2,790
Vacation Rentals, Apartments
Sublet.com Listing ID 4663126. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4663126. Contact a

$3380 One bedroom in Chicago

$3380 One bedroom in Chicago

Chicago, IL
$3,380
Vacation Rentals, Apartments
Sublet.com Listing ID 4662944. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662944. Contact a

$3150 One bedroom in Hyde Park

$3150 One bedroom in Hyde Park

Chicago, IL
$3,150
Vacation Rentals, Apartments
Sublet.com Listing ID 4662946. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662946. Contact a

$3170 One bedroom in Hyde Park

$3170 One bedroom in Hyde Park

Chicago, IL
$3,170
Vacation Rentals, Apartments
Sublet.com Listing ID 4662947. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662947. Contact a

$3070 One bedroom in Chicago

$3070 One bedroom in Chicago

Chicago, IL
$3,070
Vacation Rentals, Apartments
Sublet.com Listing ID 4662945. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662945. Contact a

$2390 studio in Old Town

$2390 studio in Old Town

Chicago, IL
$2,390
Vacation Rentals, Apartments
Sublet.com Listing ID 4662392. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662392. Contact a

$1970 studio in Chicago

$1970 studio in Chicago

Chicago, IL
$1,970
Vacation Rentals, Apartments
Sublet.com Listing ID 4662391. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662391. Contact a

$2700 One bedroom in Hyde Park

$2700 One bedroom in Hyde Park

Chicago, IL
$2,700
Vacation Rentals, Apartments
Sublet.com Listing ID 4662269. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662269. Contact a

$2710 One bedroom in Hyde Park

$2710 One bedroom in Hyde Park

Chicago, IL
$2,710
Vacation Rentals, Apartments
Sublet.com Listing ID 4662270. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662270. Contact a

$2670 One bedroom in Chicago

$2670 One bedroom in Chicago

Chicago, IL
$2,670
Vacation Rentals, Apartments
Sublet.com Listing ID 4662267. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662267. Contact a

$2730 One bedroom in Chicago

$2730 One bedroom in Chicago

Chicago, IL
$2,730
Vacation Rentals, Apartments
Sublet.com Listing ID 4662268. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662268. Contact a

$2700 One bedroom in Chicago

$2700 One bedroom in Chicago

Chicago, IL
$2,700
Vacation Rentals, Apartments
Sublet.com Listing ID 4662266. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662266. Contact a

$2470 One bedroom in Chicago

$2470 One bedroom in Chicago

Chicago, IL
$2,470
Vacation Rentals, Apartments
Sublet.com Listing ID 4662265. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4662265. Contact a

$2230 studio in Chicago

$2230 studio in Chicago

Chicago, IL
$2,230
Vacation Rentals, Apartments
Sublet.com Listing ID 4661754. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661754. Contact a

$2780 One bedroom in Chicago

$2780 One bedroom in Chicago

Chicago, IL
$2,780
Vacation Rentals, Apartments
Sublet.com Listing ID 4661755. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661755. Contact a

$2060 studio in Chicago

$2060 studio in Chicago

Chicago, IL
$2,060
Vacation Rentals, Apartments
Sublet.com Listing ID 4661753. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661753. Contact a

$2280 studio in Chicago

$2280 studio in Chicago

Chicago, IL
$2,280
Vacation Rentals, Apartments
Sublet.com Listing ID 4661668. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661668. Contact a

$2910 One bedroom in Chicago

$2910 One bedroom in Chicago

Chicago, IL
$2,910
Vacation Rentals, Apartments
Sublet.com Listing ID 4661592. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661592. Contact a

$3720 Two bedroom in Chicago

$3720 Two bedroom in Chicago

Chicago, IL
$3,720
Vacation Rentals, Apartments
Sublet.com Listing ID 4661593. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661593. Contact a

$2760 studio in Chicago

$2760 studio in Chicago

Chicago, IL
$2,760
Vacation Rentals, Apartments
Sublet.com Listing ID 4661345. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661345. Contact a

$2420 One bedroom in Chicago

$2420 One bedroom in Chicago

Chicago, IL
$2,420
Vacation Rentals, Apartments
Sublet.com Listing ID 4661248. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661248. Contact a

$3420 Two bedroom in Chicago

$3420 Two bedroom in Chicago

Chicago, IL
$3,420
Vacation Rentals, Apartments
Sublet.com Listing ID 4661249. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661249. Contact a

$3600 Two bedroom in Chicago

$3600 Two bedroom in Chicago

Chicago, IL
$3,600
Vacation Rentals, Apartments
Sublet.com Listing ID 4661250. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4661250. Contact a

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Chicago, IL

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