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Vacation Rentals in Chicago

Estimated price for 1 night/2 adults

LEVEL Chicago – Old Town
LEVEL Chicago – Old Town
4.0 out of 5.0 1140 North Wells Street, Chicago, IL
$269
4.3/5 (27 reviews)

I Wanted To Live There. It Was Very Homey. I’ll Be Back Soon.

Reviewed on Mar 8, 2020
This family-friendly Chicago aparthotel is located near the beach, within a 10-minute walk of Newberry Library and State Street. Second City and Michigan Avenue ...
Candlewood Suites Chicago/Naperville
Candlewood Suites Chicago/Naperville
3.0 out of 5.0 27 W 300 Warrenville Rd, Warrenville, IL
$63
4.3/5 (319 reviews)

Better than Extended Stay with the same luxuries and then some.

Reviewed on Apr 22, 2020
Situated in Warrenville, this apartment building is within 3 mi (5 km) of Blackwell Forest Preserve, Arrowhead Golf Club, and DuPage Children's Museum. Centennial ...
WoodSpring Suites Chicago Addison
WoodSpring Suites Chicago Addison
3.0 out of 5.0 991 E. Lake Street, Addison, IL
$59
3.2/5 (52 reviews)

I liked the kitchen and the bedroom space. Could of used more towels

Reviewed on Feb 16, 2020
Located in the heart of Addison, this aparthotel is 3.1 mi (5 km) from Bloomingdale Golf Club and within 6 mi (10 km) of Odeum Sports and Expo Center and Lilacia ...
Residence Inn Marriott Chicago Midway
Residence Inn Marriott Chicago Midway
4.5 out of 5.0 6638 S Cicero Ave, Chicago, IL
$127
4.5/5 (292 reviews)

We were unexpectedly delayed at MDW and had to get lodging for the night. Everyone at the hotel was accommodating and helpful, making our stay a mini-vacation despite the complicated social difficulties of the COVID-19 crisis. We had not considered going to Chicago as a vacation spot, but we now ...

Reviewed on Mar 24, 2020
Situated near the airport, this luxury aparthotel is within 9 mi (15 km) of SeatGeek Stadium, University of Chicago, and State Street. Douglas Park and University ...
Sonder - Coeval
Sonder - Coeval
3.5 out of 5.0 1419 South Wabash Avenue, Chicago, IL
4.3/5 (19 reviews)

Nice neighborhood easy access & a great place for kids

Reviewed on May 4, 2020
Located in South Loop, this aparthotel is within a 10-minute walk of State Street and Grant Park. McCormick Place and Art Institute of Chicago are also within ...
Residence Inn by Marriott Chicago Naperville/Warrenville
Residence Inn by Marriott Chicago Naperville/Warrenville
3.0 out of 5.0 28500 Bella Vista Parkway, Warrenville, IL
$93
4.2/5 (204 reviews)

Great place to stay. It was quiet and we enjoyed our stay there. The kitchen had everything we needed and breakfast was served too. Very kind people too.

Reviewed on Mar 18, 2020
Situated in the business district, this aparthotel is within 9 mi (15 km) of Centennial Beach, Morton Arboretum, and College of Dupage. Wheaton College and Chicago ...
Pittsfield Apartments + Suites
Pittsfield Apartments + Suites
2.5 out of 5.0 55 E Washington St., Chicago, IL
$100
3.1/5 (1257 reviews)

I liked that it was quiet and there was a kitchenette. I didn't like that the parking was down the block, and you had to pay cash. I ended up parking in the Grant Park garages.

Reviewed on Mar 11, 2020
Located in The Loop, this aparthotel is steps from Chicago Cultural Center, Grant Park, and Millennium Park. Chicago Theatre and Michigan Avenue are also within ...
Cozy Rooms in Lincolnwood Chicago Home
Cozy Rooms in Lincolnwood Chicago Home
3.0 out of 5.0 6736 N Karlov Ave, Lincolnwood, IL
$49
Situated in Lincolnwood, this residence is 6 mi (9.7 km) from Northwestern University and 6.3 mi (10.1 km) from Wrigley Field. Chicago Riverwalk and Chicago ...
Sonder - The Plymouth
Sonder - The Plymouth
3.5 out of 5.0 South Dearborn Street, Van Buren, Chicago, IL
4.3/5 (13 reviews)

Very cosy, modern and spacious apartment in central downtown. The team addressed our concerns in a very professional manner. The building has a bicycle dock right in the front and parking lot is across the street. However, the parking lot rates are expensive.

Reviewed on Sep 8, 2019
Located in The Loop, this aparthotel is within a 10-minute walk of State Street, Grant Park, and Art Institute of Chicago. Columbia College Chicago and Buckingham ...
Map

Choosing the perfect Chicago (and vicinity) rental

You've likely stayed at countless hotels. Maybe it's time to try a vacation rental to experience the area like a local. Stay in Chicago (and vicinity) at one of 26 vacation rentals now bookable on Expedia.com.

  • 22 apartments
  • 4 condos

Shoppers, art connoisseurs, and foodies are in for a treat, while all visitors will find something at this urban lakeside destination to delight in. Families won't want to miss the nearby concerts and theaters.

Dining in Chicago (and vicinity)

Ada Street, University Club of Chicago, and Maria's Packaged Goods and Community Bar are a few favorite spots to grab some food. Most vacation rentals come with full-size kitchens, so eating in is always an option, too.

Sightseeing around Chicago (and vicinity)

Some of the top sights in Chicago (and vicinity) include Millennium Park, Willis Tower, and Skydeck Ledge. If you're bringing the kiddos along, save a few hours for Six Flags Great America, Navy Pier, and John G. Shedd Aquarium. Culture aficionados will have plenty to take in at Chicago Cultural Center, Ford Center for the Performing Arts Oriental Theatre, and Chicago Theater. If your vacation agenda includes shopping, consider a trip to Chicago Premium Outlets and Shops at Northbridge. Outdoor enthusiasts will appreciate a jaunt through Grant Park and Lincoln Park.

Exploring the Chicago (and vicinity) area

For those arriving without a car, nearby metro stations like Monroe Station, Monroe Station, or Adams-Wabash Station provide a convenient transportation option. To travel outside the immediate area, consider taking a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.

Packing for your Chicago (and vicinity) trip

Wondering what the weather will be like on your trip? Here are the seasonal average temperatures.

  • January–March: 31°F
  • April–June: 61°F
  • July–September: 72°F
  • October–December: 42°F

Booking your rental on Expedia

Expedia makes it easy and safe to book vacation rentals in Chicago (and vicinity). We can even help you contact the property owner to make special arrangements. You're sure to have a memorable trip with the convenience of a short-term rental.

Other types of properties in Chicago you may be interested in

Estimated price for 1 night/2 adults

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

127 West Huron, at LaSalle, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

The Godfrey Hotel Chicago$90

Jul 1 - Jul 2

The Godfrey Hotel Chicago$90
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive, Chicago, IL
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 

LondonHouse Chicago, Curio Collection by Hilton$99

Jul 1 - Jul 2

LondonHouse Chicago, Curio Collection by Hilton$99