Chicago Rentals: 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 book one of our a Chicago condo rentals and homes, you’ll be able to explore this amazing city at your leisure. Chicago condos for rent 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 Vacation Rental Apartments


Some of the best museums and cultural institutions are located just outside our Chicago rentals, which is why any vacation is made perfect by staying right in the center of the city. Downtown Chicago condos are especially great if you're here for the culture. 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.

Vacation Rentals in Chicago: Amazing Architecture


Just take a look out the window of one of our Chicago luxury condos 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 condo 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! And don’t forget your appetite; the pizza is packed with dough, cheese, meats, and vegetables! Search for your Chi Town rental today!

Chicago Short Term Rentals

Whether you're booking an extended stay, a nightly getaway, or something in between, HomeAway has you covered. Chicago short term rentals can be booked for a week or more at a time, making travel to the city affordable. So whether you're looking for luxury homes, villas, or Chicago condo rentals, downtown Chicago and the surrounding area has what you're looking for - and probably a lot more, too.

You have sent
a request for
information to
this owner.
Advertisement

Chicago Vacation Rentals: Condos for Rent, Short Term Rentals, & More(112)

USA >
CHICAGO
Sort Properties By: 
Compare Selected
  • Viewed
2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $395 - $450 night
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
  • , Sleeps 30

    $315 night
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 4

    $250 - $275 night
    $1,850 week
    $4,400 month
    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $209 - $229 night
    $1,699 week
    $3,899 month
    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 3

    No rental rates available - please contact the owner
    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 3

    $149 - $155 night
    $1,100 week
    $2,999 month
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , 1 Half Bath
  • , Sleeps 6

    No rental rates available - please contact the owner
    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    No rental rates available - please contact the owner
    • Viewed
    Studio,
  • 1 Bathroom
  • , Sleeps 4

    $199 - $500 night
    $1,500 - $2,500 week
    $5,000 - $7,000 month
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 4

    $380 night
    $2,200 week
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 4

    $300 - $400 night
    $1,500 week
    $4,000 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 10

    $375 night
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    No rental rates available - please contact the owner
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , 1 Half Bath
  • , Sleeps 6

    $240 night
    $1,550 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $395 - $420 night
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 1 Bathroom
  • , 1 Half Bath
  • , Sleeps 6

    $275 night
    $1,700 week
    $4,500 month
    • Viewed
    3 Bedrooms,
  • 1 Bathroom
  • , Sleeps 6

    $195 - $250 night
    $1,250 - $1,350 week
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    No rental rates available - please contact the owner
    • Viewed
    4 Bedrooms,
  • 3 Bathrooms
  • , 1 Half Bath
  • , Sleeps 14

    $450 - $600 night
    $3,500 week
    $8,000 month
    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $120 - $229 night
    $840 - $1,400 week
    $2,900 - $3,250 month
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $229 - $259 night
    $1,200 - $1,395 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 4

    $110 - $145 night
    $780 - $840 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 1 Bathroom
  • , 1 Half Bath
  • , Sleeps 6

    $240 night
    $1,550 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $139 - $169 night
    $795 - $995 week
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    4 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $499 night
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    1 Bedrooms,
  • 1 Bathroom
  • , Sleeps 4

    $150 - $170 night
    $1,000 week
    $3,200 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    2 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $250 night
    $1,600 week
    $3,800 month
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 6

    $379 night
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    • Viewed
    3 Bedrooms,
  • 2 Bathrooms
  • , Sleeps 8

    $449 night
     
    Accepts HomeAway Payments℠
    HomeAway Payments℠ automatically protects you up to $10,000 against online identity theft.
    Sort Properties By: 
    Compare Selected