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    Excellent! 4.7/5
    (95 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 4
    Condo #222038
    95
    Viewed 142 times in the last 48 hours
      Excellent! 4.6/5
      (86 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 8
      Apartment #179389vb
      86
      Viewed 100 times in the last 48 hours
        Excellent! 4.5/5
        (58 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 4
        Apartment #690239vb
        58
        Viewed 90 times in the last 48 hours
          Wonderful! 4.9/5
          (35 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 4
          Apartment #3790035
          35
          Viewed 53 times in the last 48 hours
            Wonderful! 4.8/5
            (47 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 8
            Condo #290256vb
            47
            Viewed 180 times in the last 48 hours
              Wonderful! 4.9/5
              (91 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
              Apartment #578762vb
              91
              Viewed 92 times in the last 48 hours
                Excellent! 4.6/5
                (17 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 3
                Apartment #4146480
                17
                Viewed 65 times in the last 48 hours
                  Excellent! 4.7/5
                  (45 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Apartment #445608vb
                  45
                  Viewed 58 times in the last 48 hours
                    Wonderful! 4.8/5
                    (62 reviews)
                    avg/night
                    • 4 BR
                    • 4 BA
                    • Sleeps 12
                    Condo #679790vb
                    62
                    Viewed 105 times in the last 48 hours
                      Wonderful! 4.8/5
                      (45 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      Apartment #3768288
                      45
                      Viewed 20 times in the last 48 hours
                        Exceptional! 5/5
                        (22 reviews)
                        avg/night
                        • 1 BR
                        • 2 BA
                        • Sleeps 2
                        Apartment #864022vb
                        22
                        Viewed 48 times in the last 48 hours
                          Wonderful! 4.9/5
                          (23 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #735859vb
                          23
                          Viewed 67 times in the last 48 hours
                            Excellent! 4.7/5
                            (16 reviews)
                            avg/night
                            • Studio
                            • 1 BA
                            • Sleeps 2
                            Multiple rentals Apartment #4261388
                            16
                            Viewed 137 times in the last 48 hours
                              Wonderful! 4.9/5
                              (52 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              Condo #296798
                              52
                              Viewed 34 times in the last 48 hours
                                Exceptional! 5/5
                                (23 reviews)
                                avg/night
                                • 5 BR
                                • 2 BA
                                • Sleeps 15
                                Condo #776608vb
                                23
                                Viewed 176 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (19 reviews)
                                  avg/night
                                  • 1 BR
                                  • Sleeps 4
                                  Apartment #870614vb
                                  19
                                  Viewed 71 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (44 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Condo #265424vb
                                    44
                                    Viewed 114 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (16 reviews)
                                      avg/night
                                      • Studio
                                      • 1 BA
                                      • Sleeps 2
                                      Apartment #742485vb
                                      16
                                      Viewed 34 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (19 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 5
                                        Apartment #784869vb
                                        19
                                        Viewed 40 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (8 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Apartment #4172462
                                          8
                                          Viewed 125 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (67 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Condo #177026vb
                                            67
                                            Viewed 31 times in the last 48 hours
                                              Exceptional! 5/5
                                              (27 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Townhome #3917584
                                              27
                                              Viewed 55 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (75 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Apartment #358020
                                                75
                                                Viewed 51 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 2
                                                  Apartment #871091vb
                                                  6
                                                  Viewed 26 times in the last 48 hours
                                                    Excellent! 4.5/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    Apartment #836457vb
                                                    8
                                                    Viewed 39 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (24 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Apartment #3795191
                                                      24
                                                      Viewed 45 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (42 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        Condo #939473
                                                        42
                                                        Viewed 30 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (76 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          Condo #400905vb
                                                          76
                                                          Viewed 76 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (39 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            Apartment #600158vb
                                                            39
                                                            Viewed 39 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (10 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Apartment #4172463
                                                              10
                                                              Viewed 31 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (56 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Condo #3720918
                                                                56
                                                                Viewed 14 times in the last 48 hours
                                                                  Excellent! 4.6/5
                                                                  (42 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  Apartment #3833362
                                                                  42
                                                                  Viewed 18 times in the last 48 hours
                                                                    Excellent! 4.6/5
                                                                    (36 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Apartment #3751630
                                                                    36
                                                                    Viewed 62 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (65 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      Apartment #301852vb
                                                                      65
                                                                      Viewed 46 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (50 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Apartment #358013
                                                                        50
                                                                        Viewed 54 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (13 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Apartment #695418vb
                                                                          13
                                                                          Viewed 66 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (51 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #415005vb
                                                                            51
                                                                            Viewed 36 times in the last 48 hours
                                                                              Excellent! 4.5/5
                                                                              (25 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              Condo #622632vb
                                                                              25
                                                                              Viewed 85 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (13 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #780506vb
                                                                                13
                                                                                Viewed 26 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (15 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #4037980
                                                                                  15
                                                                                  Viewed 503 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (22 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 10
                                                                                    House #840552vb
                                                                                    22
                                                                                    Viewed 50 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (62 reviews)
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      Apartment #627209vb
                                                                                      62
                                                                                      Viewed 55 times in the last 48 hours
                                                                                        Excellent! 4.7/5
                                                                                        (42 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        Apartment #3645846
                                                                                        42
                                                                                        Viewed 74 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (18 reviews)
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Apartment #870495vb
                                                                                          18
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            Excellent! 4.5/5
                                                                                            (11 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Apartment #871119vb
                                                                                            11
                                                                                            Viewed 25 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (22 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #588228vb
                                                                                              22
                                                                                              Viewed 54 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (70 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Apartment #358005
                                                                                                70
                                                                                                Viewed 36 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (39 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Apartment #408313vb
                                                                                                  39
                                                                                                  Viewed 35 times in the last 48 hours
                                                                                                    Excellent! 4.6/5
                                                                                                    (71 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Apartment #179390vb
                                                                                                    71
                                                                                                    Viewed 54 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (21 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Apartment #653828vb
                                                                                                      21
                                                                                                      Viewed 21 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Vacation Rentals in Chicago, Illinois (300+)