Chicago Vacation Rentals in Illinois
Our Chicago vacation rentals section includes the apartment, guesthouse, home and condo rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Chicago, Illinois.
Our inventory of Chicago condo rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Lemont (22 miles), Plainfield (33 miles), Michigan City (41 miles), Union Pier (50 miles), and Sandwich (53 miles) for additional vacation rental options.
Results 26 - 35 of 35
Location! Location! Location! Navy
**location **location **location! ***can't Beat It! Set At The Main Entrance Of Navy Pier And In The Heart Of Downtown...
**location **location **location! ***can't Beat It! Set At The Main Entrance Of Navy Pier And In The Heart Of Downtown...
Condo
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Nice Apartment in Great Neighborhood
Nice 1st floor apartment on a safe, quiet street. We are located in the Ukrainian Village Landmark district and nearby are...
Nice 1st floor apartment on a safe, quiet street. We are located in the Ukrainian Village Landmark district and nearby are...
Apartment
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6
Hip & Happening Ontario Spot
This condo has it all. Nice balcony with gas barbeque, hardwood floors, designer bathroom with jacuzzi, large flat screen...
This condo has it all. Nice balcony with gas barbeque, hardwood floors, designer bathroom with jacuzzi, large flat screen...
Condo
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1
4
$214/nt
$1,250/wk
$3,500/mth
$1,250/wk
$3,500/mth
Magnificent Mile 1 BR - near Oprah's
This magnificent one bedroom, one bathroom is located less than two blocks from Chicago's famed Magnificent Mile on the Gold...
This magnificent one bedroom, one bathroom is located less than two blocks from Chicago's famed Magnificent Mile on the Gold...
Condo
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1
4
$225/nt
$1,575/wk
$2,600/mth
$1,575/wk
$2,600/mth
Goldcoast Loft
The Gold Coast Loft is a bright spacious loft that is modernly furnished with style. You 'll feel right at home in this...
The Gold Coast Loft is a bright spacious loft that is modernly furnished with style. You 'll feel right at home in this...
Condo
2
1
4
$232/nt
$1,600/wk
$3,500/mth
$1,600/wk
$3,500/mth
Lakeshore Drive Loft
Beautiful Spacious Loft located in River East just steps away from Lake Michigan, Navy Pier, Michigan Ave, Grant Park and...
Beautiful Spacious Loft located in River East just steps away from Lake Michigan, Navy Pier, Michigan Ave, Grant Park and...
Condo
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Spectacular View of Lake Michigan!
Fresco ceilings, marble floors, elegantly french- paneled lobby. The height of style in Chicago circa 1920 with all today's...
Fresco ceilings, marble floors, elegantly french- paneled lobby. The height of style in Chicago circa 1920 with all today's...
Condo
2
2
5
$325/nt
$1,800/wk
$3,800/mth
$1,800/wk
$3,800/mth
Spectaculer Navy Pier And Lake View
PRESTIGIOUS APARTMENT BY THE LAKE Spectacular wide open lake and navy pier views on every windows. 2 Bedroom 2 Bathroom...
PRESTIGIOUS APARTMENT BY THE LAKE Spectacular wide open lake and navy pier views on every windows. 2 Bedroom 2 Bathroom...
Apartment
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2
4
$184/nt
$3,000/mth
$3,000/mth
Hot Condo Downtown, near Magnificent
Condo living space approximately 1507 square feet. Contemporary two bedroom, 2 bath features stainless steel appliances,...
Condo living space approximately 1507 square feet. Contemporary two bedroom, 2 bath features stainless steel appliances,...
Condo
2
2
5
$296/nt
$1,800/wk
$3,200/mth
$1,800/wk
$3,200/mth
Chicago's Best Rental Condo
This 600 sq. ft. large studio apartment boasts comfort, convenience, and sleeps up to 4 with a spacious living area with...
This 600 sq. ft. large studio apartment boasts comfort, convenience, and sleeps up to 4 with a spacious living area with...
Condo
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