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Vacation Rentals in Chicago, Illinois (1,197)

  • 1 - 50 of 1,197
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 4
    Apartment #856957vb
      • 1 BR
      • 1 BA
      • Sleeps 4
      Condo #4037980
        • 1 BR
        • 1 BA
        • Sleeps 3
        Apartment #836462vb
          • 3 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 6
          Condo #4276593
            • 1 BR
            • Sleeps 4
            Apartment #870614vb
              • 3 BR
              • 2 BA
              • Sleeps 8
              Condo #939473
                • 1 BR
                • 1 BA
                • Sleeps 2
                Condo #767984vb
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  Apartment #836457vb
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    Apartment #627209vb
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Apartment #690239vb
                        • 1 BR
                        • 1 BA
                        • Sleeps 5
                        Apartment #870916vb
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #376151vb
                            • 4 BR
                            • 3 BA
                            • Sleeps 11
                            Apartment #889984vb
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Townhome #3917584
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #4263500
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 5
                                  Apartment #600158vb
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Apartment #852515vb
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      House #4280611
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 7
                                        Apartment #819226vb
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Apartment #852513vb
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Apartment #3751630
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              Condo #708413vb
                                                • 6 BR
                                                • 3 BA
                                                • Sleeps 18
                                                Condo #682966vb
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  Apartment #179389vb
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    Apartment #819227vb
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      Apartment #855043vb
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        Apartment #3768288
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Studio #916837vb
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Studio #4276033
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Apartment #784869vb
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                Condo #296798
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  Apartment #422128vb
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Apartment #865945vb
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      Condo #400905vb
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Apartment #470476vb
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Apartment #588228vb
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Apartment #408313vb
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 7
                                                                              Apartment #4288310
                                                                                • Studio
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                Apartment #742485vb
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Studio #4304772
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    Apartment #819209vb
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 3
                                                                                      Apartment #883506vb
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        Barn #916963vb
                                                                                        • 1 - 50 of 1,197