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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 87 times in the last 48 hours

    Confirmation within 24 hours

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      Excellent! 4.7/5
      (44 reviews)
      avg/night
      Apartment #445608vb
      • 2 BR
      • 1 BA
      • Sleeps 4
      44
      Viewed 66 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
        (57 reviews)
        avg/night
        Apartment #690239vb
        • 1 BR
        • 1 BA
        • Sleeps 4
        57
        Viewed 60 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
          (93 reviews)
          avg/night
          Condo #222038
          • 2 BR
          • 2 BA
          • Sleeps 4
          93
          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
            (89 reviews)
            avg/night
            Apartment #578762vb
            • 3 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 8
            89
            Viewed 93 times in the last 48 hours

            Confirmation within 24 hours

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

              Wonderful! 4.8/5
              (46 reviews)
              avg/night
              Condo #290256vb
              • 3 BR
              • 2 BA
              • Sleeps 8
              46
              Viewed 183 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
                (59 reviews)
                avg/night
                Condo #679790vb
                • 4 BR
                • 4 BA
                • Sleeps 12
                59
                Viewed 113 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 43 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 #864022vb
                    • 1 BR
                    • 2 BA
                    • Sleeps 2
                    18
                    Viewed 68 times in the last 48 hours

                    Confirmation within 24 hours

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

                      Very Good! 4.2/5
                      (17 reviews)
                      avg/night
                      Apartment #836462vb
                      • 1 BR
                      • 1 BA
                      • Sleeps 3
                      17
                      Viewed 75 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 48 times in the last 48 hours

                        Instant confirmation

                        Your booking request will be confirmed immediately.

                          Wonderful! 4.9/5
                          (14 reviews)
                          avg/night
                          Apartment #742485vb
                          • Studio
                          • 1 BA
                          • Sleeps 2
                          14
                          Viewed 88 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
                            (14 reviews)
                            avg/night
                            Apartment #4047746
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            14
                            Viewed 144 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 90 times in the last 48 hours

                              Instant confirmation

                              Your booking request will be confirmed immediately.

                                Wonderful! 4.9/5
                                (35 reviews)
                                avg/night
                                Apartment #3790035
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                35
                                Viewed 60 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 65 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
                                    (42 reviews)
                                    avg/night
                                    Apartment #3768288
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 10
                                    42
                                    Viewed 89 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
                                      (74 reviews)
                                      avg/night
                                      Apartment #358020
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      74
                                      Viewed 54 times in the last 48 hours

                                      Instant confirmation

                                      Your booking request will be confirmed immediately.

                                        Excellent! 4.6/5
                                        (41 reviews)
                                        avg/night
                                        Apartment #3833362
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 5
                                        41
                                        Viewed 50 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 116 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 81 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 61 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 37 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
                                                  (67 reviews)
                                                  avg/night
                                                  Condo #177026vb
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  67
                                                  Viewed 36 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
                                                    (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.

                                                      Excellent! 4.5/5
                                                      (76 reviews)
                                                      avg/night
                                                      Condo #400905vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      76
                                                      Viewed 66 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 49 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 173 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
                                                            (13 reviews)
                                                            avg/night
                                                            Apartment #780506vb
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            13
                                                            Viewed 43 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 77 times in the last 48 hours

                                                              Instant confirmation

                                                              Your booking request will be confirmed immediately.

                                                                Excellent! 4.5/5
                                                                (8 reviews)
                                                                avg/night
                                                                Apartment #836457vb
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 3
                                                                8
                                                                Viewed 39 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
                                                                  (24 reviews)
                                                                  avg/night
                                                                  Condo #622632vb
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  24
                                                                  Viewed 121 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 80 times in the last 48 hours

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.

                                                                      Excellent! 4.7/5
                                                                      (39 reviews)
                                                                      avg/night
                                                                      Apartment #600158vb
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      39
                                                                      Viewed 56 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Exceptional! 5/5
                                                                        (127 reviews)
                                                                        avg/night
                                                                        Apartment #422128vb
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        127
                                                                        Viewed 12 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 272 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Exceptional! 5/5
                                                                            (25 reviews)
                                                                            avg/night
                                                                            Townhome #3917584
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            25
                                                                            Viewed 15 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Exceptional! 5/5
                                                                              (6 reviews)
                                                                              avg/night
                                                                              Apartment #4172462
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              6
                                                                              Viewed 53 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 83 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
                                                                                  Apartment #653828vb
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  21
                                                                                  Viewed 11 times in the last 48 hours

                                                                                  Instant confirmation

                                                                                  Your booking request will be confirmed immediately.

                                                                                    Exceptional! 5/5
                                                                                    (29 reviews)
                                                                                    avg/night
                                                                                    Apartment #470476vb
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    29
                                                                                    Viewed 43 times in the last 48 hours

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Excellent! 4.6/5
                                                                                      (8 reviews)
                                                                                      avg/night
                                                                                      Apartment #4172463
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      8
                                                                                      Viewed 19 times in the last 48 hours

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Excellent! 4.7/5
                                                                                        (42 reviews)
                                                                                        avg/night
                                                                                        Apartment #3645846
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        42
                                                                                        Viewed 51 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 61 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 50 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
                                                                                              (59 reviews)
                                                                                              avg/night
                                                                                              House #376549vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 12
                                                                                              59
                                                                                              Viewed 41 times in the last 48 hours

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                Wonderful! 4.8/5
                                                                                                (49 reviews)
                                                                                                avg/night
                                                                                                Condo #682966vb
                                                                                                • 6 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 18
                                                                                                49
                                                                                                Viewed 56 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Wonderful! 4.9/5
                                                                                                  (16 reviews)
                                                                                                  avg/night
                                                                                                  Apartment #870614vb
                                                                                                  • 1 BR
                                                                                                  • Sleeps 4
                                                                                                  16
                                                                                                  Viewed 89 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
                                                                                                    (23 reviews)
                                                                                                    avg/night
                                                                                                    Apartment #4016534
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 8
                                                                                                    23
                                                                                                    Viewed 60 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 29 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+)