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Featured Condos in Chicago

River North Condo w/ Pool, Sauna, Fitness Center, Lake Views! Family Friendly! Get Rates
River North Condo w/ Pool, Sauna, Fitness Center, Lake Views! Family Friendly!

River North Condo w/ Pool, Sauna, Fitness Center, Lake Views! Family Friendly!

Chicago
     
    0.0 out of 5.0

    Located in River North, this property is steps from Chinese Consulate and State Street. Chicago Theatre and Chicago Riverwalk are also within 6 mi (10 km).

    Sleek, Lakeview Suite W/shared Pool & Sauna in the Heart of the City! Get Rates
    Sleek, Lakeview Suite W/shared Pool & Sauna in the Heart of the City!

    Sleek, Lakeview Suite W/shared Pool & Sauna in the Heart of the City!

    Chicago
       
      0.0 out of 5.0

      Located in River North, this property is steps from Chinese Consulate and State Street. Chicago Theatre and Chicago Riverwalk are also within 6 mi (10 km).

      Stay Alfred at Park Michigan $80
      Stay Alfred at Park Michigan

      Stay Alfred at Park Michigan

      1212 S Michigan Avenue, Chicago
         
        3.5 out of 5.0

        This condo building is located in Chicago (South Loop), close to Field Museum of Natural History, Grant Park, and John G. Shedd Aquarium. Also nearby are Soldier Field and Columbia College Chicago.

        Downtown Chicago Penthouseprivate Roof Toppet Friendly Get Rates
        Downtown Chicago Penthouseprivate Roof Toppet Friendly

        Downtown Chicago Penthouseprivate Roof Toppet Friendly

        Chicago
           
          0.0 out of 5.0

          Located in Near North Side, this property is within 6 mi (10 km) of Second City, John Hancock Center, and Water Tower Place. Chicago Riverwalk and Chicago Theatre are also within 6 mi (10 km).

          Unique Historic Place With Breakfast, Jacuzzi and Sushi 101 Class $85
          Unique Historic Place With Breakfast, Jacuzzi and Sushi 101 Class

          Unique Historic Place With Breakfast, Jacuzzi and Sushi 101 Class

          Chicago
             
            0.0 out of 5.0

            This family-friendly property is located in Chicago (Woodlawn), close to Jackson Park, Chicago Museum of Science and Industry, and University of Chicago. Also nearby are Midway Plaisance and Robie House.

            Enjoy City & Lake Views From This Suite w/ Shared Pool, Gym, Sauna, & Basketball Get Rates
            Enjoy City & Lake Views From This Suite w/ Shared Pool, Gym, Sauna, & Basketball

            Enjoy City & Lake Views From This Suite w/ Shared Pool, Gym, Sauna, & Basketball

            Chicago
               
              0.0 out of 5.0
              Lincoln Park Getaway Chicago Subwaythemed Unit 2 $189
              Lincoln Park Getaway Chicago Subwaythemed Unit 2

              Lincoln Park Getaway Chicago Subwaythemed Unit 2

              Chicago
                 
                0.0 out of 5.0

                This condo building is located in Chicago (Lincoln Park), close to DePaul University-Lincoln Park, Wrigley Field, and Lincoln Park Zoo. Also nearby are Lincoln Hall and Vic Theatre.

                Newly Renovated 4br/2ba Condo in Historic Greystone Building in Hyde Park Get Rates
                Newly Renovated 4br/2ba Condo in Historic Greystone Building in Hyde Park

                Newly Renovated 4br/2ba Condo in Historic Greystone Building in Hyde Park

                Chicago
                   
                  0.0 out of 5.0

                  This property is located in Chicago (Hyde Park), close to University of Chicago, Chicago Museum of Science and Industry, and University of Chicago Medicine. Also nearby are Robie House and Midway Plaisance.

                  50th Floor Magmile - Views,, Balcony, Pool, Wifi, Fitness Center Get Rates
                  50th Floor Magmile - Views,, Balcony, Pool, Wifi, Fitness Center

                  50th Floor Magmile - Views,, Balcony, Pool, Wifi, Fitness Center

                  Chicago
                     
                    0.0 out of 5.0

                    Located in River North, this romantic property is within 6 mi (10 km) of State Street, Chicago Theatre, and Water Tower Place. Chicago Riverwalk and John Hancock Center are also within 6 mi (10 km).

                    Superb Downtown Grand Plaza Suite w/ Shared Pool & Game Room, Private Balcony! Get Rates
                    Superb Downtown Grand Plaza Suite w/ Shared Pool & Game Room, Private Balcony!

                    Superb Downtown Grand Plaza Suite w/ Shared Pool & Game Room, Private Balcony!

                    Chicago
                       
                      0.0 out of 5.0

                      Located in River North, this property is steps from Chinese Consulate and State Street. Chicago Theatre and Chicago Riverwalk are also within 6 mi (10 km).

                      City/lake View Suite w/ Balcony Perfect for Couples! Pool & Gym! Dogs OK! Get Rates
                      City/lake View Suite w/ Balcony Perfect for Couples! Pool & Gym! Dogs OK!

                      City/lake View Suite w/ Balcony Perfect for Couples! Pool & Gym! Dogs OK!

                      Chicago
                         
                        0.0 out of 5.0
                        Gorgeous Vintage and Modernized 4 Bedroom in Heart of Gallery District! 4600 SF Get Rates
                        Gorgeous Vintage and Modernized 4 Bedroom in Heart of Gallery District! 4600 SF

                        Gorgeous Vintage and Modernized 4 Bedroom in Heart of Gallery District! 4600 SF

                        Chicago
                           
                          0.0 out of 5.0

                          Located in River North, this historic property is within 6 mi (10 km) of State Street, Chicago Riverwalk, and Water Tower Place. John Hancock Center and Chicago Theatre are also within 6 mi (10 km).

                          Map

                          Vacation Condos in Chicago

                          Wandering around in search of the best restaurants, snapping pictures of iconic landmarks, and hiking through local landscapes are just a few of the things you love about taking a vacation. But you sometimes miss the comforts of home during your getaways. Next time, bring home with you! Book a condominium through Travelocity, and you can have all your travel needs met. You’ll still be able to experience Chicago, but you won’t have to give up the things you love—like a full kitchen to cook your favorite breakfast, a nice quiet spot to catch up on reading, and easy access to the top sites in the city.

                          There are tons of vacation condo rentals to suit your travel style. Do you want to stay in downtown condos that will put you in the heart of Chicago? Or do you prefer a luxury condo in an upscale neighborhood, conveniently located near the best attractions?

                          Place yourself in any part of the city and spend your days exploring the new world around you. When you tire of seeing the sights and testing coffee in the local cafes, return to your safe haven—your condo rental. You’ll appreciate that you can sleep in late without worrying about hotel staff knocking on your door, and you can head out onto the city street without being pegged as a tourist.

                          You don’t have to pay prices that resemble a mortgage when you book a condo through Travelocity. Our variety of vacation rentals will let you—and your wallet—feel like you’ve made the right decision. Browse properties today and start deciding what outfits you’ll pack for the trip.


                          Top Trending Hotels in Chicago

                          See all 1,472 Properties in Chicago
                          Palmer House a Hilton Hotel $86
                          Palmer House a Hilton Hotel

                          Palmer House a Hilton Hotel

                          17 E Monroe St, Chicago
                             
                            4.3
                            of 5, from 370 reviews
                            4.0 out of 5.0

                            This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent Mile shopping, and Wrigley Tower.

                            Hyatt Regency Chicago $119
                            Hyatt Regency Chicago

                            Hyatt Regency Chicago

                            151 East Wacker Dr, Chicago
                               
                              4.1
                              of 5, from 277 reviews
                              4.0 out of 5.0

                              This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are less than a mile away.

                              Embassy Suites Chicago Downtown Magnificent Mile $102
                              Embassy Suites Chicago Downtown Magnificent Mile

                              Embassy Suites Chicago Downtown Magnificent Mile

                              511 North Columbus Drive, Chicago
                                 
                                4.3
                                of 5, from 188 reviews
                                4.0 out of 5.0

                                The Embassy Suites Chicago Downtown Magnificent Mile offers a newly renovated fresh look and is located two blocks from Navy Pier, Magnificent Mile shopping, and within walking distance to Millennium Park.

                                Freehand Chicago $69
                                Freehand Chicago

                                Freehand Chicago

                                19 East Ohio Street, Chicago
                                   
                                  4.3
                                  of 5, from 23 reviews
                                  3.5 out of 5.0

                                  Located in River North, this hotel is within 6 mi (10 km) of Chinese Consulate, Holy Name Cathedral, and Museum of Contemporary Art. Water Tower Place and Ann and Robert H. Lurie Children's Hospital are also within 6 mi (10 km).