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  • Showing 1-50 of 300+
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    Excellent! 4.6/5
    (86 reviews)
    avg/night
    Apartment #179389vb
    • 2 BR
    • 2 BA
    • Sleeps 8
    86
    Viewed 86 times in the last 48 hours

    Confirmation within 24 hours

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      Excellent! 4.5/5
      (57 reviews)
      avg/night
      Apartment #690239vb
      • 1 BR
      • 1 BA
      • Sleeps 4
      57
      Viewed 77 times in the last 48 hours

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Wonderful! 4.9/5
        (35 reviews)
        avg/night
        Apartment #3790035
        • 1 BR
        • 1 BA
        • Sleeps 4
        35
        Viewed 62 times in the last 48 hours

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          Excellent! 4.7/5
          (44 reviews)
          avg/night
          Apartment #445608vb
          • 2 BR
          • 1 BA
          • Sleeps 4
          44
          Viewed 54 times in the last 48 hours

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            Excellent! 4.7/5
            (94 reviews)
            avg/night
            Condo #222038
            • 2 BR
            • 2 BA
            • Sleeps 4
            94
            Viewed 93 times in the last 48 hours

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Wonderful! 4.9/5
              (90 reviews)
              avg/night
              Apartment #578762vb
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
              90
              Viewed 99 times in the last 48 hours

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                Wonderful! 4.8/5
                (46 reviews)
                avg/night
                Condo #290256vb
                • 3 BR
                • 2 BA
                • Sleeps 8
                46
                Viewed 186 times in the last 48 hours

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  Excellent! 4.6/5
                  (17 reviews)
                  avg/night
                  Apartment #4146480
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  17
                  Viewed 52 times in the last 48 hours

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    Wonderful! 4.8/5
                    (60 reviews)
                    avg/night
                    Condo #679790vb
                    • 4 BR
                    • 4 BA
                    • Sleeps 12
                    60
                    Viewed 134 times in the last 48 hours

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Wonderful! 4.9/5
                      (19 reviews)
                      avg/night
                      Apartment #864022vb
                      • 1 BR
                      • 2 BA
                      • Sleeps 2
                      19
                      Viewed 106 times in the last 48 hours

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        Wonderful! 4.9/5
                        (14 reviews)
                        avg/night
                        Apartment #742485vb
                        • Studio
                        • 1 BA
                        • Sleeps 2
                        14
                        Viewed 77 times in the last 48 hours

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Excellent! 4.7/5
                          (16 reviews)
                          avg/night
                          Multiple rentals Apartment #4261388
                          • Studio
                          • 1 BA
                          • Sleeps 2
                          16
                          Viewed 97 times in the last 48 hours

                          Instant confirmation

                          Your booking request will be confirmed immediately.

                            Very Good! 4.2/5
                            (17 reviews)
                            avg/night
                            Apartment #836462vb
                            • 1 BR
                            • 1 BA
                            • Sleeps 3
                            17
                            Viewed 39 times in the last 48 hours

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Wonderful! 4.9/5
                              (21 reviews)
                              avg/night
                              Condo #735859vb
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              21
                              Viewed 56 times in the last 48 hours

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                Wonderful! 4.8/5
                                (23 reviews)
                                avg/night
                                Apartment #3795191
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                23
                                Viewed 77 times in the last 48 hours

                                Instant confirmation

                                Your booking request will be confirmed immediately.

                                  Excellent! 4.7/5
                                  (67 reviews)
                                  avg/night
                                  Condo #177026vb
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  67
                                  Viewed 25 times in the last 48 hours

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.

                                    Wonderful! 4.8/5
                                    (44 reviews)
                                    avg/night
                                    Condo #265424vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    44
                                    Viewed 82 times in the last 48 hours

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      Wonderful! 4.9/5
                                      (54 reviews)
                                      avg/night
                                      Condo #3720918
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      54
                                      Viewed 55 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        Wonderful! 4.9/5
                                        (75 reviews)
                                        avg/night
                                        Apartment #358020
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        75
                                        Viewed 63 times in the last 48 hours

                                        Instant confirmation

                                        Your booking request will be confirmed immediately.

                                          Exceptional! 5/5
                                          (6 reviews)
                                          avg/night
                                          Apartment #4172462
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          6
                                          Viewed 95 times in the last 48 hours

                                          Instant confirmation

                                          Your booking request will be confirmed immediately.

                                            Exceptional! 5/5
                                            (22 reviews)
                                            avg/night
                                            Condo #776608vb
                                            • 5 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 10
                                            22
                                            Viewed 153 times in the last 48 hours

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              Exceptional! 5/5
                                              (59 reviews)
                                              avg/night
                                              Apartment #627209vb
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              59
                                              Viewed 55 times in the last 48 hours

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                Wonderful! 4.9/5
                                                (18 reviews)
                                                avg/night
                                                Apartment #784869vb
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 5
                                                18
                                                Viewed 69 times in the last 48 hours

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  Excellent! 4.5/5
                                                  (8 reviews)
                                                  avg/night
                                                  Apartment #836457vb
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  8
                                                  Viewed 35 times in the last 48 hours

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Excellent! 4.7/5
                                                    (39 reviews)
                                                    avg/night
                                                    Apartment #600158vb
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    39
                                                    Viewed 46 times in the last 48 hours

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      Excellent! 4.5/5
                                                      (76 reviews)
                                                      avg/night
                                                      Condo #400905vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      76
                                                      Viewed 65 times in the last 48 hours

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Wonderful! 4.9/5
                                                        (16 reviews)
                                                        avg/night
                                                        Apartment #870614vb
                                                        • 1 BR
                                                        • Sleeps 4
                                                        16
                                                        Viewed 127 times in the last 48 hours

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Exceptional! 5/5
                                                          (14 reviews)
                                                          avg/night
                                                          Apartment #723132vb
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          14
                                                          Viewed 48 times in the last 48 hours

                                                          Instant confirmation

                                                          Your booking request will be confirmed immediately.

                                                            Excellent! 4.6/5
                                                            (36 reviews)
                                                            $86
                                                            avg/night
                                                            Apartment #3751630
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            36
                                                            Viewed 57 times in the last 48 hours

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Exceptional! 5/5
                                                              (60 reviews)
                                                              avg/night
                                                              House #595328vb
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 11
                                                              60
                                                              Viewed 114 times in the last 48 hours

                                                              Instant confirmation

                                                              Your booking request will be confirmed immediately.

                                                                Excellent! 4.5/5
                                                                (24 reviews)
                                                                avg/night
                                                                Condo #622632vb
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                24
                                                                Viewed 135 times in the last 48 hours

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Wonderful! 4.9/5
                                                                  (37 reviews)
                                                                  avg/night
                                                                  Apartment #408313vb
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  37
                                                                  Viewed 28 times in the last 48 hours

                                                                  Instant confirmation

                                                                  Your booking request will be confirmed immediately.

                                                                    Exceptional! 5/5
                                                                    (6 reviews)
                                                                    avg/night
                                                                    Apartment #871091vb
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    6
                                                                    Viewed 73 times in the last 48 hours

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      Exceptional! 5/5
                                                                      (26 reviews)
                                                                      avg/night
                                                                      Townhome #3917584
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      26
                                                                      Viewed 42 times in the last 48 hours

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        Excellent! 4.7/5
                                                                        (22 reviews)
                                                                        avg/night
                                                                        Apartment #588228vb
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        22
                                                                        Viewed 48 times in the last 48 hours

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Wonderful! 4.9/5
                                                                          (14 reviews)
                                                                          avg/night
                                                                          Condo #4037980
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          14
                                                                          Viewed 373 times in the last 48 hours

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            Excellent! 4.6/5
                                                                            (8 reviews)
                                                                            avg/night
                                                                            Apartment #4172463
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            8
                                                                            Viewed 57 times in the last 48 hours

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              Wonderful! 4.9/5
                                                                              (21 reviews)
                                                                              avg/night
                                                                              Apartment #653828vb
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              21
                                                                              Viewed 27 times in the last 48 hours

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                Wonderful! 4.9/5
                                                                                (13 reviews)
                                                                                avg/night
                                                                                Apartment #780506vb
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                13
                                                                                Viewed 20 times in the last 48 hours

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  Wonderful! 4.9/5
                                                                                  (20 reviews)
                                                                                  avg/night
                                                                                  House #840552vb
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  20
                                                                                  Viewed 47 times in the last 48 hours

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    Excellent! 4.6/5
                                                                                    (71 reviews)
                                                                                    avg/night
                                                                                    Apartment #179390vb
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    71
                                                                                    Viewed 26 times in the last 48 hours

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      Wonderful! 4.9/5
                                                                                      (50 reviews)
                                                                                      avg/night
                                                                                      Apartment #358013
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      50
                                                                                      Viewed 88 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Wonderful! 4.9/5
                                                                                        (78 reviews)
                                                                                        avg/night
                                                                                        Condo #411142vb
                                                                                        • 6 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 18
                                                                                        78
                                                                                        Viewed 103 times in the last 48 hours

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          Exceptional! 5/5
                                                                                          (29 reviews)
                                                                                          avg/night
                                                                                          Apartment #470476vb
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          29
                                                                                          Viewed 21 times in the last 48 hours

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

                                                                                            Exceptional! 5/5
                                                                                            (127 reviews)
                                                                                            avg/night
                                                                                            Apartment #422128vb
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            127
                                                                                            Viewed 27 times in the last 48 hours

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              Wonderful! 4.8/5
                                                                                              (49 reviews)
                                                                                              avg/night
                                                                                              Condo #682966vb
                                                                                              • 6 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 18
                                                                                              49
                                                                                              Viewed 45 times in the last 48 hours

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                Wonderful! 4.9/5
                                                                                                (31 reviews)
                                                                                                avg/night
                                                                                                Condo #376149vb
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                31
                                                                                                Viewed 36 times in the last 48 hours

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.

                                                                                                  Wonderful! 4.8/5
                                                                                                  (43 reviews)
                                                                                                  avg/night
                                                                                                  Apartment #271945
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  43
                                                                                                  Viewed 63 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Wonderful! 4.9/5
                                                                                                    (15 reviews)
                                                                                                    $95
                                                                                                    avg/night
                                                                                                    Condo #767984vb
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    15
                                                                                                    Viewed 15 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Excellent! 4.4/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      Apartment #871119vb
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      10
                                                                                                      Viewed 62 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Chicago Vacation Rentals (300+)