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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Apartment #690239vb
    • 1 BR
    • 1 BA
    • Sleeps 4
    57

    Confirmation within 24 hours

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

      Apartment #179389vb
      • 2 BR
      • 2 BA
      • Sleeps 8
      86

      Confirmation within 24 hours

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

        Apartment #4047746
        • 2 BR
        • 2 BA
        • Sleeps 5
        12

        Confirmation within 24 hours

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

          Multiple rentals Apartment #4261388
          • Studio
          • 1 BA
          • Sleeps 2
          15

          Instant confirmation

          Your booking request will be confirmed immediately.

            Apartment #578762vb
            • 3 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 8
            87

            Confirmation within 24 hours

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

              Condo #222038
              • 2 BR
              • 2 BA
              • Sleeps 4
              93

              Confirmation within 24 hours

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

                Apartment #445608vb
                • 2 BR
                • 1 BA
                • Sleeps 4
                44

                Confirmation within 24 hours

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

                  Condo #679790vb
                  • 4 BR
                  • 4 BA
                  • Sleeps 12
                  59

                  Confirmation within 24 hours

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

                    Apartment #4146480
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    16

                    Confirmation within 24 hours

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

                      Apartment #3751630
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      36

                      Confirmation within 24 hours

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

                        Apartment #3833362
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        40

                        Confirmation within 24 hours

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

                          Apartment #836462vb
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          17

                          Confirmation within 24 hours

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

                            Condo #3720918
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            53

                            Confirmation within 24 hours

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

                              Apartment #3790035
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              35

                              Confirmation within 24 hours

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

                                Apartment #408313vb
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                37

                                Instant confirmation

                                Your booking request will be confirmed immediately.

                                  Apartment #627209vb
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  59

                                  Confirmation within 24 hours

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

                                    Apartment #358020
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    74

                                    Instant confirmation

                                    Your booking request will be confirmed immediately.

                                      Condo #290256vb
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      46

                                      Confirmation within 24 hours

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

                                        House #595328vb
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 11
                                        58

                                        Instant confirmation

                                        Your booking request will be confirmed immediately.

                                          Apartment #742485vb
                                          • Studio
                                          • 1 BA
                                          • Sleeps 2
                                          14

                                          Confirmation within 24 hours

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

                                            Apartment #723132vb
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            13

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              Apartment #422128vb
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              127

                                              Confirmation within 24 hours

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

                                                Apartment #4146120
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 3
                                                12

                                                Confirmation within 24 hours

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

                                                  Apartment #588228vb
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  22

                                                  Confirmation within 24 hours

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

                                                    Townhome #3917584
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    25

                                                    Confirmation within 24 hours

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

                                                      Apartment #3795191
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      23

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        Condo #735859vb
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        19

                                                        Confirmation within 24 hours

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

                                                          Apartment #653828vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          21

                                                          Instant confirmation

                                                          Your booking request will be confirmed immediately.

                                                            Condo #776608vb
                                                            • 5 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            22

                                                            Confirmation within 24 hours

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

                                                              Apartment #864022vb
                                                              • 1 BR
                                                              • 2 BA
                                                              • Sleeps 2
                                                              16

                                                              Confirmation within 24 hours

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

                                                                Apartment #470476vb
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                28

                                                                Instant confirmation

                                                                Your booking request will be confirmed immediately.

                                                                  Apartment #784869vb
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  18

                                                                  Confirmation within 24 hours

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

                                                                    Condo #400905vb
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 10
                                                                    76

                                                                    Confirmation within 24 hours

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

                                                                      Condo #682966vb
                                                                      • 6 BR
                                                                      • 3 BA
                                                                      • Sleeps 18
                                                                      49

                                                                      Confirmation within 24 hours

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

                                                                        Apartment #271945
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        43

                                                                        Confirmation within 24 hours

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

                                                                          Condo #177026vb
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          66

                                                                          Confirmation within 24 hours

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

                                                                            Apartment #653830vb
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            12

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              Apartment #593610vb
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              14

                                                                              Confirmation within 24 hours

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

                                                                                Apartment #600158vb
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Sleeps 5
                                                                                38

                                                                                Confirmation within 24 hours

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

                                                                                  House #376549vb
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 12
                                                                                  59

                                                                                  Confirmation within 24 hours

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

                                                                                    Condo #4037980
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    13

                                                                                    Confirmation within 24 hours

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

                                                                                      Apartment #792973vb
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 7
                                                                                      19

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Apartment #3645846
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        42

                                                                                        Confirmation within 24 hours

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

                                                                                          Apartment #4172462
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          6

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

                                                                                            Condo #376149vb
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            30

                                                                                            Instant confirmation

                                                                                            Your booking request will be confirmed immediately.

                                                                                              Apartment #4016534
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 8
                                                                                              23

                                                                                              Confirmation within 24 hours

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

                                                                                                Apartment #871091vb
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                5

                                                                                                Confirmation within 24 hours

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

                                                                                                  Condo #622632vb
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  24

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Condo #3861165
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    19

                                                                                                    Instant confirmation

                                                                                                    Your booking request will be confirmed immediately.

                                                                                                      Condo #767984vb
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2
                                                                                                      13

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Chicago Vacation Rentals (300+)