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Vacation Rentals in Chicago

See all Vacation Rentals in Chicago
Comfort Suites Michigan Avenue Loop

Comfort Suites Michigan Avenue Loop

320 N. Michigan Avenue, Chicago
    3.0 out of 5.0
     
     
    4.2 out of 5 (1,606 reviews)

    Located in The Loop, this aparthotel is within a 5-minute walk of Downtown Chicago and Wrigley Building. Millennium Park and Tribune Tower are also within 10 ...

    Comfort Suites Michigan Avenue Loop$129

    Comfort Suites Michigan Avenue Loop$129
    Ginosi 747 Apartel

    Ginosi 747 Apartel

    747 N May St., Chicago
      2.5 out of 5.0
       
       
      4.7 out of 5 (18 reviews)

      Located in West Town, this apartment building is within 2 mi (3 km) of Downtown Chicago, John Hancock Center, and Merchandise Mart. United Center and Chicago ...

      Ginosi 747 Apartel$80

      Ginosi 747 Apartel$80
      Oakwood 200 Squared

      Oakwood 200 Squared

      210 North Wells Street, Chicago
        4.0 out of 5.0
         
         
        4.5 out of 5 (70 reviews)

        Located in The Loop, this apartment building is within a 5-minute walk of Downtown Chicago and Merchandise Mart. Ford Center for the Performing Arts Oriental ...

        Oakwood 200 SquaredGet Rates

        Oakwood 200 SquaredGet Rates
        Apartments in the Loop

        Apartments in the Loop

        215 W Washington St, Chicago
           
           

          Located in The Loop, this apartment building is within a 10-minute walk of Downtown Chicago, Willis Tower, and Skydeck Ledge. Ford Center for the Performing ...

          Apartments in the Loop$204

          Apartments in the Loop$204
          Residence Inn Marriott Chicago Midway

          Residence Inn Marriott Chicago Midway

          6638 S Cicero Ave, Chicago
            3.0 out of 5.0
             
             
            4.5 out of 5 (222 reviews)

            Situated near the airport, this aparthotel is within 9 mi (15 km) of Toyota Park, Brookfield Zoo, and State Street. Douglas Park and University of Chicago Medicine ...

            Residence Inn Marriott Chicago Midway$165

            Residence Inn Marriott Chicago Midway$165
            Magnolia Coach House

            Magnolia Coach House

            5705 N Magnolia Ave, Chicago
              3.5 out of 5.0
               
               
              4.8 out of 5 (12 reviews)

              Located in Edgewater, this apartment building is 1.1 mi (1.7 km) from Loyola University Chicago and 2.8 mi (4.5 km) from Wrigley Field. Swedish Covenant Hospital ...

              Magnolia Coach House$137

              Magnolia Coach House$137
              River North Luxe Condos

              River North Luxe Condos

              77 W Huron St, Chicago
                 
                 

                Located in River North, this apartment building is within a 10-minute walk of Downtown Chicago and Chicago Water Tower. John Hancock Center and Tribune Tower ...

                River North Luxe Condos$217

                River North Luxe Condos$217
                River North Waterside Condos

                River North Waterside Condos

                161 W Kinzie St, Chicago
                   
                   
                  4.0 out of 5 (1 reviews)

                  Located in River North, this apartment building is steps from Downtown Chicago and Merchandise Mart. Wrigley Building and Ford Center for the Performing Arts ...

                  River North Waterside Condos$238

                  River North Waterside Condos$238
                  Mag Mile Lakeview Condos

                  Mag Mile Lakeview Condos

                  227 E Walton St, Chicago
                     
                     
                    1.0 out of 5 (1 reviews)

                    Located in Near North Side, this apartment building is within a 5-minute walk of Downtown Chicago and John Hancock Center. Chicago Water Tower and Tribune Tower ...

                    Mag Mile Lakeview Condos$369

                    Mag Mile Lakeview Condos$369
                    Chicago Downtown Condo - Michigan Ave Suite ID #14-15

                    Chicago Downtown Condo - Michigan Ave Suite ID #14-15

                    1255 S. Michigan Avenue, Chicago
                      2.5 out of 5.0
                       
                       
                      3.2 out of 5 (5 reviews)

                      Located in South Loop, this condo building is within a 15-minute walk of Downtown Chicago and Grant Park. Art Institute of Chicago and Millennium Park are also ...

                      Chicago Downtown Condo - Michigan Ave Suite ID #14-15Get Rates

                      Chicago Downtown Condo - Michigan Ave Suite ID #14-15Get Rates
                      Furnished Suites in South Loop Chicago

                      Furnished Suites in South Loop Chicago

                      1333 S Wabash Ave, Chicago
                        3.5 out of 5.0
                         
                         
                        3.9 out of 5 (20 reviews)

                        Located in South Loop, this apartment building is within 1 mi (2 km) of Downtown Chicago, Art Institute of Chicago, and Grant Park. Field Museum of Natural History ...

                        Furnished Suites in South Loop Chicago$349

                        Furnished Suites in South Loop Chicago$349
                        Magnificent Mile Majesty

                        Magnificent Mile Majesty

                        540 N State St., Chicago
                          3.5 out of 5.0
                           
                           

                          Located in River North, this apartment building is within a 10-minute walk of Downtown Chicago, Tribune Tower, and Wrigley Building. John Hancock Center and ...

                          Magnificent Mile Majesty$193

                          Magnificent Mile Majesty$193
                          Apartment in River North with Balcony

                          Apartment in River North with Balcony

                          750 North Hudson Avenue, Chicago
                            3.5 out of 5.0
                             
                             
                            4.3 out of 5 (3 reviews)

                            Located in River North, this apartment building is within 1 mi (2 km) of Downtown Chicago, John Hancock Center, and Merchandise Mart. Willis Tower and Skydeck ...

                            Apartment in River North with BalconyGet Rates

                            Apartment in River North with BalconyGet Rates
                            Stay Alfred Apartments on Illinois St.

                            Stay Alfred Apartments on Illinois St.

                            220 W Illinois St, Chicago
                              4.5 out of 5.0
                               
                               
                              4.6 out of 5 (5 reviews)

                              Located in River North, this luxury apartment building is within a 10-minute walk of Downtown Chicago and Merchandise Mart. Wrigley Building and Tribune Tower ...

                              Stay Alfred Apartments on Illinois St.Get Rates

                              Stay Alfred Apartments on Illinois St.Get Rates
                              Stunning 3BR in Lake View by Sonder

                              Stunning 3BR in Lake View by Sonder

                              West Barry Avenue and N Lakewood Ave, Chicago
                                4.0 out of 5.0
                                 
                                 
                                5.0 out of 5 (3 reviews)

                                Located in Lakeview, this apartment building is within 1 mi (2 km) of Vic Theatre and Wrigley Field. Lincoln Park and Lincoln Park Zoo are also within 3 mi (5 ...

                                Stunning 3BR in Lake View by SonderGet Rates

                                Stunning 3BR in Lake View by SonderGet Rates
                                State and Grand by BridgeStreet

                                State and Grand by BridgeStreet

                                505 N State Street, Chicago
                                  4.0 out of 5.0
                                   
                                   
                                  4.5 out of 5 (128 reviews)

                                  Located in River North, this aparthotel is within a 10-minute walk of Downtown Chicago, Wrigley Building, and Tribune Tower. John Hancock Center and Chicago ...

                                  State and Grand by BridgeStreetGet Rates

                                  State and Grand by BridgeStreetGet Rates
                                  Beautifulspalike Suite-northside-freewifi-grill-bikes-close to Wrigley&lakefront

                                  Beautifulspalike Suite-northside-freewifi-grill-bikes-close to Wrigley&lakefront

                                  , Chicago
                                     
                                     
                                    4.8 out of 5 (42 reviews)

                                    Located in North Center, this apartment building is within 3 mi (5 km) of Swedish Covenant Hospital, Wrigley Field, and Lincoln Park. Vic Theatre and Concord ...

                                    Beautifulspalike Suite-northside-freewifi-grill-bikes-close to Wrigley&lakefrontGet Rates

                                    Beautifulspalike Suite-northside-freewifi-grill-bikes-close to Wrigley&lakefrontGet Rates
                                    Quaint & Cozy Southside Guest Rm; Near Transit, U. Chicago, Historic Bronzeville

                                    Quaint & Cozy Southside Guest Rm; Near Transit, U. Chicago, Historic Bronzeville

                                    , Chicago
                                       
                                       
                                      4.0 out of 5 (1 reviews)

                                      Located in Washington Park, this historic apartment building is 0.6 mi (1 km) from State Street and within 3 mi (5 km) of University of Chicago and Chicago Museum ...

                                      Quaint & Cozy Southside Guest Rm; Near Transit, U. Chicago, Historic BronzevilleGet Rates

                                      Quaint & Cozy Southside Guest Rm; Near Transit, U. Chicago, Historic BronzevilleGet Rates
                                      Vibrant 2BR in Wrigleyville by Sonder

                                      Vibrant 2BR in Wrigleyville by Sonder

                                      North Southport Avenue and W Waveland Av, Chicago
                                        4.0 out of 5.0
                                         
                                         

                                        Located in Wrigleyville, this apartment building is within 1 mi (2 km) of Vic Theatre and Wrigley Field. Lincoln Park and Lincoln Park Zoo are also within 3 ...

                                        Vibrant 2BR in Wrigleyville by SonderGet Rates

                                        Vibrant 2BR in Wrigleyville by SonderGet Rates
                                        Mid-Century 2BR in Lincoln Park by Sonder

                                        Mid-Century 2BR in Lincoln Park by Sonder

                                        N Halsted St., Chicago
                                          4.0 out of 5.0
                                           
                                           
                                          4.5 out of 5 (4 reviews)

                                          Located in Lincoln Park, this apartment building is within 2 mi (3 km) of Kingston Mines, Wrigley Field, and Lincoln Park Zoo. John Hancock Center and Lincoln ...

                                          Mid-Century 2BR in Lincoln Park by SonderGet Rates

                                          Mid-Century 2BR in Lincoln Park by SonderGet Rates
                                          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

                                          Congress Plaza Hotel

                                          Congress Plaza Hotel

                                          520 South Michigan Avenue, Chicago
                                            3.0 out of 5.0
                                             
                                             

                                            Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

                                            Congress Plaza Hotel$97

                                            Congress Plaza Hotel$97
                                            Warwick Allerton - Chicago

                                            Warwick Allerton - Chicago

                                            701 North Michigan Avenue, Chicago
                                              4.0 out of 5.0
                                               
                                               

                                              Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is surrounded by fashionable shops, 1 mile from ...

                                              Warwick Allerton - Chicago$100

                                              Warwick Allerton - Chicago$100
                                              River Hotel

                                              River Hotel

                                              75 East Wacker Drive, Chicago
                                                4.0 out of 5.0
                                                 
                                                 

                                                Located in The Loop, this hotel is within a 5-minute walk of Downtown Chicago and Chicago Theatre. Wrigley Building and Tribune Tower are also within 10 minutes. ...

                                                River Hotel$106

                                                River Hotel$106
                                                Club Quarters Hotel, Central Loop

                                                Club Quarters Hotel, Central Loop

                                                111 West Adams Street, Chicago
                                                  4.0 out of 5.0
                                                   
                                                   

                                                  Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board ...

                                                  Club Quarters Hotel, Central Loop$112

                                                  Club Quarters Hotel, Central Loop$112