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.

$1500 studio in Chicago

$1500 studio in Chicago

Chicago, IL
$1,500
Vacation Rentals, Apartments  NEW!
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  NEW!
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

$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

$6180 One bedroom in Chicago

$6180 One bedroom in Chicago

Chicago, IL
$6,180
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

$1750 studio in Chicago

$1750 studio in Chicago

Chicago, IL
$1,750
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

$2375 One bedroom in Chicago

$2375 One bedroom in Chicago

Chicago, IL
$2,375
Vacation Rentals, Apartments
Sublet.com Listing ID 3710969. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3710969. Contact a

$2000 Two bedroom in Chicago

$2000 Two bedroom in Chicago

Chicago, IL
$2,000
Vacation Rentals, Apartments
Sublet.com Listing ID 3382731. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3382731. Contact a

$2000 One bedroom in Chicago

$2000 One bedroom in Chicago

Chicago, IL
$2,000
Vacation Rentals, Apartments
Sublet.com Listing ID 3738891. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3738891. 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

$1700 studio in Chicago

$1700 studio in Chicago

Chicago, IL
$1,700
Vacation Rentals, Apartments
Sublet.com Listing ID 3736286. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3736286. 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

$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

$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

$1695 One bedroom in Chicago

$1695 One bedroom in Chicago

Chicago, IL
$1,695
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

$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

$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

$495 One bedroom in Chicago

$495 One bedroom in Chicago

Chicago, IL
$495
Vacation Rentals, Other
Sublet.com Listing ID 3663496. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3663496. Contact a

$5280 One bedroom in Chicago

$5280 One bedroom in Chicago

Chicago, IL
$5,280
Vacation Rentals, Apartments
Sublet.com Listing ID 3662164. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3662164. Contact a

$1600 Two bedroom in Chicago

$1600 Two bedroom in Chicago

Chicago, IL
$1,600
Vacation Rentals, Apartments
Sublet.com Listing ID 3730150. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3730150. 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

$950 studio in Chicago

$950 studio in Chicago

Chicago, IL
$950
Vacation Rentals, Apartments
Sublet.com Listing ID 3334172. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3334172. Contact a

$4000 Two bedroom in Chicago

$4000 Two bedroom in Chicago

Chicago, IL
$4,000
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 3623288. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3623288. Contact a

$6000 Three bedroom in Chicago

$6000 Three bedroom in Chicago

Chicago, IL
$6,000
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 2422173. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2422173. Contact a

$2900 Two bedroom in Chicago

$2900 Two bedroom in Chicago

Chicago, IL
$2,900
Vacation Rentals, Condo/Townhouse
Sublet.com Listing ID 3657514. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 3657514. Contact a

$3000 Two bedroom in Chicago

$3000 Two bedroom in Chicago

Chicago, IL
$3,000
Vacation Rentals, Apartments
Sublet.com Listing ID 2485106. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2485106. Contact a

$5000 Two bedroom in Chicago

$5000 Two bedroom in Chicago

Chicago, IL
$5,000
Vacation Rentals, Apartments
Sublet.com Listing ID 2543001. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2543001. Contact a

$1200 Two bedroom in Chicago

$1200 Two bedroom in Chicago

Chicago, IL
$1,200
Vacation Rentals, Apartments
Sublet.com Listing ID 2547523. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2547523. Contact a

$3800 Two bedroom in Chicago

$3800 Two bedroom in Chicago

Chicago, IL
$3,800
Vacation Rentals, Apartments
Sublet.com Listing ID 2600740. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 2600740. Contact a

$4800 Two bedroom in Chicago

$4800 Two bedroom in Chicago

Chicago, IL
$4,800
Vacation Rentals, Apartments
Sublet.com Listing ID 1855479. For more information and pictures visithttps://www.sublet.com/rent.asp and enter listing ID 1855479. Contact a

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Chicago, IL

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