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.

$2000 Two bedroom in Old Town

$2000 Two bedroom in Old Town

Chicago, IL
$2,000
Vacation Rentals, Apartments
Sublet.com Listing ID 2614977. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2614977. Contact a

$1150 studio in Chicago

$1150 studio in Chicago

Chicago, IL
$1,150
Vacation Rentals, Apartments
Sublet.com Listing ID 4683960. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4683960. Contact a

$2650 One bedroom in Chicago

$2650 One bedroom in Chicago

Chicago, IL
$2,650
Vacation Rentals, Apartments
Sublet.com Listing ID 4683821. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4683821. Contact a

$1400 studio in Chicago

$1400 studio in Chicago

Chicago, IL
$1,400
Vacation Rentals, Apartments
Sublet.com Listing ID 4683746. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4683746. Contact a

$3900 Four bedroom in Chicago

$3900 Four bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Apartments
Sublet.com Listing ID 4683566. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4683566. Contact a

$2400 Two bedroom in Uptown

$2400 Two bedroom in Uptown

Chicago, IL
$2,400
Vacation Rentals, Apartments
Sublet.com Listing ID 4683255. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4683255. Contact a

$2000 One bedroom in Chicago

$2000 One bedroom in Chicago

Chicago, IL
$2,000
Vacation Rentals, Apartments
Sublet.com Listing ID 4683037. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4683037. Contact a

$3000 Two bedroom in Chicago

$3000 Two bedroom in Chicago

Chicago, IL
$3,000
Vacation Rentals, Apartments
Sublet.com Listing ID 4683039. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4683039. Contact a

$1800 Two bedroom in Chicago

$1800 Two bedroom in Chicago

Chicago, IL
$1,800
Vacation Rentals, Apartments
Sublet.com Listing ID 4682950. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4682950. Contact a

$3900 Four bedroom in Chicago

$3900 Four bedroom in Chicago

Chicago, IL
$3,900
Vacation Rentals, Apartments
Sublet.com Listing ID 4682429. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4682429. Contact a

$3200 One bedroom in Chicago

$3200 One bedroom in Chicago

Chicago, IL
$3,200
Vacation Rentals, Apartments
Sublet.com Listing ID 4682134. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4682134. Contact a

$4750 Two bedroom in Chicago

$4750 Two bedroom in Chicago

Chicago, IL
$4,750
Vacation Rentals, Apartments
Sublet.com Listing ID 4681889. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4681889. Contact a

$10000 Three bedroom in Chicago

$10000 Three bedroom in Chicago

Chicago, IL
$10,000
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 4680683. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4680683. Contact a

$2100 One bedroom in Chicago

$2100 One bedroom in Chicago

Chicago, IL
$2,100
Vacation Rentals, Apartments
Sublet.com Listing ID 4680176. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4680176. Contact a

$1000 One bedroom in Old Town

$1000 One bedroom in Old Town

Chicago, IL
$1,000
Vacation Rentals, Apartments
Sublet.com Listing ID 4677249. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4677249. Contact a

$1000 One bedroom in West Loop

$1000 One bedroom in West Loop

Chicago, IL
$1,000
Vacation Rentals, Apartments
Sublet.com Listing ID 4674925. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4674925. Contact a

$2330 studio in Old Town

$2330 studio in Old Town

Chicago, IL
$2,330
Vacation Rentals, Apartments
Sublet.com Listing ID 4673853. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673853. Contact a

$5670 Two bedroom in Chicago

$5670 Two bedroom in Chicago

Chicago, IL
$5,670
Vacation Rentals, Apartments
Sublet.com Listing ID 4673768. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673768. Contact a

$3950 Two bedroom in Chicago

$3950 Two bedroom in Chicago

Chicago, IL
$3,950
Vacation Rentals, Apartments
Sublet.com Listing ID 4673767. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673767. Contact a

$2680 One bedroom in Chicago

$2680 One bedroom in Chicago

Chicago, IL
$2,680
Vacation Rentals, Apartments
Sublet.com Listing ID 4673766. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673766. Contact a

$2650 One bedroom in Chicago

$2650 One bedroom in Chicago

Chicago, IL
$2,650
Vacation Rentals, Apartments
Sublet.com Listing ID 4673765. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673765. Contact a

$2690 One bedroom in Chicago

$2690 One bedroom in Chicago

Chicago, IL
$2,690
Vacation Rentals, Apartments
Sublet.com Listing ID 4673769. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673769. Contact a

$2540 studio in Chicago

$2540 studio in Chicago

Chicago, IL
$2,540
Vacation Rentals, Apartments
Sublet.com Listing ID 4673676. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673676. Contact a

$2160 studio in Chicago

$2160 studio in Chicago

Chicago, IL
$2,160
Vacation Rentals, Apartments
Sublet.com Listing ID 4673675. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673675. Contact a

$2440 studio in Uptown

$2440 studio in Uptown

Chicago, IL
$2,440
Vacation Rentals, Apartments
Sublet.com Listing ID 4673540. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673540. Contact a

$3040 One bedroom in Chicago

$3040 One bedroom in Chicago

Chicago, IL
$3,040
Vacation Rentals, Apartments
Sublet.com Listing ID 4673539. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673539. Contact a

$5220 Three bedroom in Chicago

$5220 Three bedroom in Chicago

Chicago, IL
$5,220
Vacation Rentals, Apartments
Sublet.com Listing ID 4673419. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673419. Contact a

$3960 Two bedroom in Chicago

$3960 Two bedroom in Chicago

Chicago, IL
$3,960
Vacation Rentals, Apartments
Sublet.com Listing ID 4673418. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673418. Contact a

$3410 One bedroom in Chicago

$3410 One bedroom in Chicago

Chicago, IL
$3,410
Vacation Rentals, Apartments
Sublet.com Listing ID 4673417. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673417. Contact a

$6290 Three bedroom in Chicago

$6290 Three bedroom in Chicago

Chicago, IL
$6,290
Vacation Rentals, Apartments
Sublet.com Listing ID 4673420. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673420. Contact a

$2080 studio in Chicago

$2080 studio in Chicago

Chicago, IL
$2,080
Vacation Rentals, Apartments
Sublet.com Listing ID 4673411. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673411. Contact a

$2070 studio in Chicago

$2070 studio in Chicago

Chicago, IL
$2,070
Vacation Rentals, Apartments
Sublet.com Listing ID 4673410. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673410. Contact a

$3240 One bedroom in Chicago

$3240 One bedroom in Chicago

Chicago, IL
$3,240
Vacation Rentals, Apartments
Sublet.com Listing ID 4673416. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673416. Contact a

$2530 studio in Chicago

$2530 studio in Chicago

Chicago, IL
$2,530
Vacation Rentals, Apartments
Sublet.com Listing ID 4673412. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673412. Contact a

$3000 One bedroom in Chicago

$3000 One bedroom in Chicago

Chicago, IL
$3,000
Vacation Rentals, Apartments
Sublet.com Listing ID 4673415. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673415. Contact a

$2540 studio in Chicago

$2540 studio in Chicago

Chicago, IL
$2,540
Vacation Rentals, Apartments
Sublet.com Listing ID 4673413. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673413. Contact a

$2920 One bedroom in Chicago

$2920 One bedroom in Chicago

Chicago, IL
$2,920
Vacation Rentals, Apartments
Sublet.com Listing ID 4673421. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673421. Contact a

$2680 One bedroom in Chicago

$2680 One bedroom in Chicago

Chicago, IL
$2,680
Vacation Rentals, Apartments
Sublet.com Listing ID 4673414. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673414. Contact a

$2850 One bedroom in Uptown

$2850 One bedroom in Uptown

Chicago, IL
$2,850
Vacation Rentals, Apartments
Sublet.com Listing ID 4673423. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673423. Contact a

$8310 Three bedroom in Chicago

$8310 Three bedroom in Chicago

Chicago, IL
$8,310
Vacation Rentals, Apartments
Sublet.com Listing ID 4673422. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 4673422. Contact a

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Chicago, IL

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