Let a Chicago Rental Show You Real City Life

Chicago, Illinois is one of the most glamorous cities in the United States. Chic, stylish, exciting, and huge, there is never any shortage of anything to do there! When you get a Chicago rental, you’ll be able to explore this amazing city at your leisure. Chicago vacation rentals allow for you to get a taste of the exciting nightlife, the culture, the food, and the experience you can only get in Chi town!

The Most Museums near Chicago Apartment Rentals


Some of the best museums and cultural institutions are located just outside Chicago apartment rentals, which is why any vacation is made perfect by staying right in the center of the city. Just within blocks of each other are three of the city’s most amazing museums; the area is known as Museum Campus near the lake. In this area, just steps away from Chicago vacation rentals, you will find Adler Planetarium, Field Museum of Natural History, and the Shedd Aquarium. And don’t forget to walk over to Hyde Park from your Chicago rental to take in a day at the Museum of Science and Industry.

Chicago Vacation Rentals Boast Amazing Architecture


Just take a look out the window of your Chicago apartment rentals to see the amazing skyline of the city. From that fleeting glimpse, you will understand that architecture is an integral part of any Chicago experience. Chicago features it all, from the classical and space-age to the modern and Gothic. Many buildings, perhaps even the location of your Chicago rental, were designed by the great Frank Lloyd Wright.

Order in Deep-dish Pizza to Your Chicago Rental


You can’t stay in Chicago vacation rentals without grabbing a slice of Chicago pizza. Deep-dish pizza is an absolute must so don’t delay in stepping out to the nearest pizza parlor or ordering in to your Chicago apartment rentals. And don’t forget your appetite; the pizza is packed with dough, cheese, meats, and vegetables! Search for your Chi Town rental today!

Looking to buy a Chicago home or condo for rent or as your primary residence? Search Chicago New Homes for sale at NewHomeSource.com. Or if you're still planning your trip, visit our partner, Perfect Escapes, for 5-star hotels in Chicago and travel with class!

Vacation Rental Homes, Apartments & Condos for Rent in Chicago, Illinois

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Chicago condo rental - Chicago Skyline Sunsets: Your Living Room View!
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, river, accept credit card
Rates - per property (USD)
$249 - $299/night
$1,594/week
Calendar Updated Jul 3 2009

Property Review

We stayed here for 5 nights in February 2009 and had a wonderful time. Four of us (two couples) were thrilled with the amount of space, and the amenities and view here. The location, too, was...
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Downtown Luxury Condo

— Property 200371
Chicago condo rental - Building Exterior
1 Bedroom, Sleeps 3,
Condo, 1 Bathroom, downtown, accept credit card
Rates - per property (USD)
$165 - $189/night
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Cozy home away from home located 25 minutes from downtown Chicago

— Property 247191
Chicago house rental
2 Bedrooms, Sleeps 6,
House, 1 Bathroom, village, accept credit card
Rates - per property (USD)
$115/night
$500/week
$1,650/month
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Chicago apartment rental
2 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, toaster, children welcome
Rates - per apartment (USD)
$165/night
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*Nancy's! 1 BR - Loop Timber Loft

— Property 7011849h
Chicago condo rental
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, toaster, children welcome
Rates - per condo (USD)
$175/night
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*Nancy's! 4 BR - Gorgeous Contemporary Sleek Home

— Property 7011860h
Chicago house rental
4 Bedrooms, Sleeps 12,
House, 3 Bathrooms, toaster, children welcome
Rates - per house (USD)
$549/night
$2,999/week
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Chicago condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, toaster, children welcome
Rates - per condo (USD)
$250/night
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Chicago condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, children welcome, suitable for elderly or infirm
Rates - per condo (USD)
$225/night
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*Nancy's! 3 BR - Amazing Penthouse Only 2 Blocks from Wrigley Field!

— Property 7011815h
Chicago condo rental
3 Bedrooms, Sleeps 8,
Condo, 1 Half Bath, toaster, children welcome
Rates - per condo (USD)
$330/night
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Nancy's! 2 BR - Amazing Penthouse Only 2 Blocks from Wrigley Field!

— Property 7011816h
Chicago condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, toaster, children welcome
Rates - per condo (USD)
$260/night
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Chicago apartment rental
6 Bedrooms, Sleeps 12,
Apartment, 5 Bathrooms, coffee maker, toaster
Rates - per apartment (USD)
$749/night
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Chicago house rental
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, coffee maker, toaster
Rates - per house (USD)
$549/night
$3,199/week
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Chicago condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, village, accept credit card
Rates - per property (USD)
$225/night
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Luxurious SF House in Heart of Wrigleyville, Fall Special

— Property 222256
Chicago house rental - Eating Area by the Open Kitchen
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, downtown, lake, air-conditioning
Rates - per property (USD)
$450 - $645/night
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Chicago condo rental - View from Living Room
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, downtown, lake, accept credit card
Rates - per property (USD)
$115/night
$750/week
$2,100/month
Calendar Updated Jul 2 2009

Property Review

This is a great condo for the price. It is roomy & very clean! The views of the city at night are amazing! We would turn the lights off & just enjoy the lights. The "EL" station is an easy 2...
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*Nancy's! 4BR - Charming Brand New Home near Wrigelyville

— Property 7011615h
Chicago house rental
4 Bedrooms, Sleeps 12,
House, 4 Bathrooms, children welcome, suitable for elderly or infirm
Rates - per house (USD)
$579/night
$3,199/week
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Chicago condo rental
6 Bedrooms, Sleeps 16,
Condo, 5 Bathrooms, coffee maker, toaster
Rates - per condo (USD)
$689/night
$3,799/week
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4BRM - CONTEMPRARY HOME with Luxurious Finishes & Great Location

— Property 7006985h
Chicago house rental
4 Bedrooms, Sleeps 14,
House, 4 Bathrooms, coffee maker, toaster
Rates - per house (USD)
$549/night
$3,199/week
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Chicago house rental - Pool Table
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, 1 Half Bath, coffee maker, toaster
Rates - per house (USD)
$499/night
$2,499/week
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* Nancy's! 4BR 3 Level Brick Home. NEW!

— Property 93680h
Chicago house rental - Living Room
4 Bedrooms, Sleeps 12,
House, 3 Bathrooms, 1 Half Bath, coffee maker, toaster
Rates - per house (USD)
$549/night
$2,999/week
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Chicago house rental - Family Room
4 Bedrooms, Sleeps 10,
House, 3 Bathrooms, 1 Half Bath, coffee maker, toaster
Rates - per house (USD)
$519/night
$2,899/week
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Chicago house rental
11 Bedrooms, Sleeps 21,
House, 6 Bathrooms, coffee maker, toaster
Rates - per house (USD)
$1,699/night
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*Nancy's! 4BR - Beautiful New Home near Wrigleyville!

— Property 7011796h
Chicago house rental
4 Bedrooms, Sleeps 10,
House, 6 Bathrooms, coffee maker, toaster
Rates - per house (USD)
$599/night
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*Nancy's! 4 BR - Brand New Condo Only 2 Blocks from Wrigley Field!

— Property 7011811h
Chicago condo rental
4 Bedrooms, Sleeps 10,
Condo, 1 Half Bath, toaster, children welcome
Rates - per condo (USD)
$449/night
$2,499/week
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Chicago condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, children welcome, suitable for elderly or infirm
Rates - per condo (USD)
$195/night
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*Nancy's! 1 BR - Walking Distance to Museums, Near McCormick

— Property 7011827h
Chicago condo rental
1 Bedroom, Sleeps 3,
Condo, 1 Bathroom, toaster, children welcome
Rates - per condo (USD)
$175/night
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Breathtaking New Construction Two Bedroom Condo in Chicago

— Property 239343
Chicago condo rental - Living Room
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, downtown, lake, swimming pool
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Chicago apartment rental - Relax in our stylish living area with sony t.v.
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, downtown, lake, air-conditioning
Rates - per property (USD)
$145 - $195/night
$1,000 - $1,200/week
SPECIAL OFFER! Stay 4 nights and the 5th night is Free! (May 1 - December 30)
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Luxurious Chicago Southport Suite

— Property 203741
Special Offer
Chicago condo rental - Front Doors
2 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, town, accept credit card
Rates - per property (USD)
$249/night
Calendar Updated Jun 30 2009

Property Review

We spent close to a week in Chicago recently and were absolutely smitten with our home base - Chicago Southport Suite. Years ago, before I was married, I lived in Chicago. My husband and I...
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Chicago condo rental - 30 E Huron
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, beach, downtown, accept credit card
Rates - per property (USD)
$235 - $245/night
$1,600/week
Calendar Updated Jul 2 2009

Property Review

My family recently stayed in this property while in Chicago. There is no better location in all of downtown. The property was spacious as well as attractive and the owner couldn't have been more...