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.

$1000 studio in Chicago

$1000 studio in Chicago

Chicago, IL
$1,000
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 3543286. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3543286. Contact a

$4100 Four bedroom in Chicago

$4100 Four bedroom in Chicago

Chicago, IL
$4,100
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 2775346. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2775346. Contact a

$4500 Two bedroom in Chicago

$4500 Two bedroom in Chicago

Chicago, IL
$4,500
Vacation Rentals, Apartments  NEW!
Sublet.com Listing ID 3379266. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3379266. Contact a

$1500 studio in Chicago

$1500 studio in Chicago

Chicago, IL
$1,500
Vacation Rentals, Apartments
Sublet.com Listing ID 2552683. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2552683. Contact a

$1650 One bedroom in Chicago

$1650 One bedroom in Chicago

Chicago, IL
$1,650
Vacation Rentals, Apartments
Sublet.com Listing ID 2848475. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2848475. Contact a

$5572 One bedroom in Chicago

$5572 One bedroom in Chicago

Chicago, IL
$5,572
Vacation Rentals, Apartments
Sublet.com Listing ID 2713301. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2713301. Contact a

$6972 Two bedroom in Chicago

$6972 Two bedroom in Chicago

Chicago, IL
$6,972
Vacation Rentals, Apartments
Sublet.com Listing ID 2713308. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2713308. Contact a

$1100 Three bedroom in Chicago

$1100 Three bedroom in Chicago

Chicago, IL
$1,100
Vacation Rentals, Apartments
Sublet.com Listing ID 3374984. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3374984. Contact a

$3400 Three bedroom in Chicago

$3400 Three bedroom in Chicago

Chicago, IL
$3,400
Vacation Rentals, Apartments
Sublet.com Listing ID 2803319. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2803319. Contact a

$3600 Two bedroom in Chicago

$3600 Two bedroom in Chicago

Chicago, IL
$3,600
Vacation Rentals, Apartments
Sublet.com Listing ID 2803320. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2803320. Contact a

$6750 Two bedroom in Chicago

$6750 Two bedroom in Chicago

Chicago, IL
$6,750
Vacation Rentals, Apartments
Sublet.com Listing ID 2803532. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2803532. Contact a

$2850 One bedroom in Chicago

$2850 One bedroom in Chicago

Chicago, IL
$2,850
Vacation Rentals, Apartments
Sublet.com Listing ID 3644081. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3644081. Contact a

$5500 Three bedroom in Chicago

$5500 Three bedroom in Chicago

Chicago, IL
$5,500
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 2615838. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2615838. Contact a

$5580 One bedroom in Chicago

$5580 One bedroom in Chicago

Chicago, IL
$5,580
Vacation Rentals, Apartments
Sublet.com Listing ID 3369428. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3369428. Contact a

$2500 Three bedroom in Chicago

$2500 Three bedroom in Chicago

Chicago, IL
$2,500
Vacation Rentals, Apartments
Sublet.com Listing ID 3500519. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3500519. Contact a

$1470 One bedroom in Chicago

$1470 One bedroom in Chicago

Chicago, IL
$1,470
Vacation Rentals, Apartments
Sublet.com Listing ID 3571525. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3571525. Contact a

$6000 Two bedroom in Chicago

$6000 Two bedroom in Chicago

Chicago, IL
$6,000
Vacation Rentals, Apartments
Sublet.com Listing ID 3366840. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3366840. Contact a

$5500 Two bedroom in Chicago

$5500 Two bedroom in Chicago

Chicago, IL
$5,500
Vacation Rentals, Apartments
Sublet.com Listing ID 3366839. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3366839. Contact a

$3200 Three bedroom in Chicago

$3200 Three bedroom in Chicago

Chicago, IL
$3,200
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 3365512. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3365512. Contact a

$1500 studio in Chicago

$1500 studio in Chicago

Chicago, IL
$1,500
Vacation Rentals, Apartments
Sublet.com Listing ID 3455988. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3455988. Contact a

$6960 Two bedroom in Chicago

$6960 Two bedroom in Chicago

Chicago, IL
$6,960
Vacation Rentals, Apartments
Sublet.com Listing ID 3602441. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3602441. Contact a

$1500 studio in Chicago

$1500 studio in Chicago

Chicago, IL
$1,500
Vacation Rentals, Apartments
Sublet.com Listing ID 2855780. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2855780. Contact a

$2500 Two bedroom in Chicago

$2500 Two bedroom in Chicago

Chicago, IL
$2,500
Vacation Rentals, Apartments
Sublet.com Listing ID 2961670. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2961670. Contact a

$3600 Two bedroom in Chicago

$3600 Two bedroom in Chicago

Chicago, IL
$3,600
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 3636049. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3636049. Contact a

$5970 One bedroom in Chicago

$5970 One bedroom in Chicago

Chicago, IL
$5,970
Vacation Rentals, Apartments
Sublet.com Listing ID 2701727. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2701727. Contact a

$2900 Three bedroom in Chicago

$2900 Three bedroom in Chicago

Chicago, IL
$2,900
Vacation Rentals, Apartments
Sublet.com Listing ID 3406440. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3406440. Contact a

$1700 Two bedroom in Chicago

$1700 Two bedroom in Chicago

Chicago, IL
$1,700
Vacation Rentals, Apartments
Sublet.com Listing ID 3449297. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3449297. Contact a

$4999 Five bedroom in Chicago

$4999 Five bedroom in Chicago

Chicago, IL
$4,999
Vacation Rentals, Apartments
Sublet.com Listing ID 2917722. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2917722. Contact a

$1700 One bedroom in Chicago

$1700 One bedroom in Chicago

Chicago, IL
$1,700
Vacation Rentals, Homes for Rent
Sublet.com Listing ID 3598798. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3598798. Contact a

$2750 Two bedroom in Chicago

$2750 Two bedroom in Chicago

Chicago, IL
$2,750
Vacation Rentals, Apartments
Sublet.com Listing ID 3560179. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3560179. Contact a

$1590 studio in Chicago

$1590 studio in Chicago

Chicago, IL
$1,590
Vacation Rentals, Apartments
Sublet.com Listing ID 3597410. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3597410. Contact a

$1800 One bedroom in Chicago

$1800 One bedroom in Chicago

Chicago, IL
$1,800
Vacation Rentals, Apartments
Sublet.com Listing ID 3630240. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3630240. Contact a

$3600 Two bedroom in Chicago

$3600 Two bedroom in Chicago

Chicago, IL
$3,600
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 3631656. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3631656. Contact a

$4100 Four bedroom in Chicago

$4100 Four bedroom in Chicago

Chicago, IL
$4,100
Vacation Rentals, Apartments
Sublet.com Listing ID 2762175. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2762175. Contact a

$3000 Two bedroom in Chicago

$3000 Two bedroom in Chicago

Chicago, IL
$3,000
Vacation Rentals, Apartments
Sublet.com Listing ID 2874111. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2874111. Contact a

$2200 One bedroom in Chicago

$2200 One bedroom in Chicago

Chicago, IL
$2,200
Vacation Rentals, Apartments
Sublet.com Listing ID 3443597. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3443597. Contact a

$9000 Two bedroom in Chicago

$9000 Two bedroom in Chicago

Chicago, IL
$9,000
Vacation Rentals, Apartments
Sublet.com Listing ID 2803325. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2803325. Contact a

$4200 Two bedroom in Chicago

$4200 Two bedroom in Chicago

Chicago, IL
$4,200
Vacation Rentals, Apartments
Sublet.com Listing ID 2817967. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2817967. Contact a

$2000 Three bedroom in Chicago

$2000 Three bedroom in Chicago

Chicago, IL
$2,000
Vacation Rentals, Apartments
Sublet.com Listing ID 3520550. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3520550. Contact a

$3300 Three bedroom in Chicago

$3300 Three bedroom in Chicago

Chicago, IL
$3,300
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 3519457. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3519457. Contact a

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Chicago, IL

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