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The largest city in the American state of Illinois, holiday rental accommodation in Chicago is a magnet to anyone with a passion for urban culture, and being renowned for its wealth of history and architecture, acondo or apartment rental in Chicago is not something that would appeal to those seeking a situation of silence and seclusion! In truth, an atmosphere of peace can be easily enjoyed without ever having to leave your holiday accommodation in Chicago, and never being far from one of the city's numerous state parks means you'll easily be able to discover a truly quiet corner in which to relax and take a break away from the hustle and bustle of everyday life on the streets of what must be the most famous city in Illinois. Condo and apartment rentals in Chicago can also satisfy the needs of those who simply can't do without a little natural beauty to soften the hard edges of an urban environment, and being situated on the shores of Lake Michigan can even promise to add a little sun, sea and sand to your vacation experience! But that would only be likely from May to October when temperatures can rise to around 30°C otherwise you might need to pack your thermal underwear, as during the deepest part of winter it's almost guaranteed that you'll see snow settling on the window sills of your holiday accommodation in Chicago.

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Favorite
    Viewed 98 times in the last 48 hours
    Premier Partner
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    avg/night
    Apartment #4671800
    2
    Favorite
      Viewed 43 times in the last 48 hours
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      avg/night
      (3 nights minimum)
      House #4705994
      2
      Favorite
        Viewed 72 times in the last 48 hours
        Premier Partner
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        Apartment #4671802
        1
        Favorite
          Viewed 58 times in the last 48 hours
          Premier Partner
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          Apartment #4642663
          1
          Favorite
            Viewed 72 times in the last 48 hours
            Premier Partner
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            Apartment #4642665
            Favorite
              Viewed 32 times in the last 48 hours
              Premier Partner
              Exceptional! 5/5
              (25 reviews)
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              avg/night
              (4 nights minimum)
              Condo #626053vb
              25
              Favorite
                Viewed 52 times in the last 48 hours
                avg/night
                Condo #4672618
                3
                Favorite
                  Viewed 53 times in the last 48 hours
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                  Apartment #4610683
                  1
                  Favorite
                    Viewed 38 times in the last 48 hours
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                    (2 nights minimum)
                    Apartment #1020016vb
                    Favorite
                      Viewed 39 times in the last 48 hours
                      avg/night
                      Apartment #1161026vb
                      1
                      Favorite
                        Viewed 36 times in the last 48 hours
                        Exceptional! 5/5
                        (6 reviews)
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                        (2 nights minimum)
                        House #1139787vb
                        6
                        Favorite
                          Viewed 40 times in the last 48 hours
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                          (2 nights minimum)
                          Condo #4641136
                          3
                          Favorite
                            Viewed 99 times in the last 48 hours
                            Exceptional! 5/5
                            (15 reviews)
                            avg/night
                            (2 nights minimum)
                            Apartment #1093980vb
                            15
                            Favorite
                              Viewed 29 times in the last 48 hours
                              Premier Partner
                              Excellent! 4.7/5
                              (6 reviews)
                              avg/night
                              (3 nights minimum)
                              Apartment #4311562
                              6
                              Favorite
                                Viewed 9 times in the last 48 hours
                                Premier Partner
                                Wonderful! 4.9/5
                                (61 reviews)
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                                (4 nights minimum)
                                Condo #411255vb
                                61
                                Favorite
                                  Viewed 17 times in the last 48 hours
                                  Exceptional! 5/5
                                  (14 reviews)
                                  avg/night
                                  (3 nights minimum)
                                  House #1072774vb
                                  14
                                  Favorite
                                    Viewed 5 times in the last 48 hours
                                    Exceptional! 5/5
                                    (5 reviews)
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                                    (4 - 7 nights minimum)
                                    Apartment #1079279vb
                                    5
                                    Favorite
                                      Viewed 18 times in the last 48 hours
                                      avg/night
                                      (2 nights minimum)
                                      Condo #1190618vb
                                      1
                                      Favorite
                                        Viewed 34 times in the last 48 hours
                                        Premier Partner
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                                        Apartment #4671803
                                        1
                                        Favorite
                                          Viewed 6 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (17 reviews)
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                                          (3 nights minimum)
                                          Apartment #883506vb
                                          17
                                          Favorite
                                            Viewed 46 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (10 reviews)
                                            avg/night
                                            Apartment #4728194
                                            10
                                            Favorite
                                              Viewed 24 times in the last 48 hours
                                              Premier Partner
                                              Exceptional! 5/5
                                              (252 reviews)
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                                              (4 nights minimum)
                                              Condo #65673vb
                                              252
                                              Favorite
                                                Viewed 5 times in the last 48 hours
                                                Premier Partner
                                                Excellent! 4.5/5
                                                (8 reviews)
                                                avg/night
                                                (3 nights minimum)
                                                Apartment #885140vb
                                                8
                                                Favorite
                                                  Viewed 16 times in the last 48 hours
                                                  Premier Partner
                                                  Wonderful! 4.8/5
                                                  (9 reviews)
                                                  avg/night
                                                  (3 nights minimum)
                                                  Apartment #861605vb
                                                  9
                                                  Favorite
                                                    Viewed 33 times in the last 48 hours
                                                    avg/night
                                                    (2 nights minimum)
                                                    Apartment #4748754
                                                    Favorite
                                                      Viewed 42 times in the last 48 hours
                                                      Premier Partner
                                                      Exceptional! 5/5
                                                      (13 reviews)
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                                                      House #1221446vb
                                                      13
                                                      Favorite
                                                        Viewed 7 times in the last 48 hours
                                                        Good! 3.7/5
                                                        (29 reviews)
                                                        avg/night
                                                        Apartment #855043vb
                                                        29
                                                        Favorite
                                                          Viewed 8 times in the last 48 hours
                                                          Premier Partner
                                                          Excellent! 4.3/5
                                                          (8 reviews)
                                                          avg/night
                                                          (3 nights minimum)
                                                          Apartment #890984vb
                                                          8
                                                          Favorite
                                                            Viewed 97 times in the last 48 hours
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                                                            avg/night
                                                            Condo #4731372
                                                            1
                                                            Favorite
                                                              Viewed 12 times in the last 48 hours
                                                              svg-lightning
                                                              avg/night
                                                              (2 nights minimum)
                                                              Apartment #4714046
                                                              1
                                                              Favorite
                                                                Viewed 21 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (72 reviews)
                                                                avg/night
                                                                (3 nights minimum)
                                                                Apartment #3768288
                                                                72
                                                                Favorite
                                                                  Viewed 26 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (46 reviews)
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                                                                  Apartment #870495vb
                                                                  46
                                                                  Favorite
                                                                    Viewed 54 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (16 reviews)
                                                                    avg/night
                                                                    (2 nights minimum)
                                                                    Condo #1077162vb
                                                                    16
                                                                    Favorite
                                                                      Viewed 11 times in the last 48 hours
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                                                                      (3 nights minimum)
                                                                      Apartment #1164023vb
                                                                      2
                                                                      Favorite
                                                                        Viewed 14 times in the last 48 hours
                                                                        Excellent! 4.3/5
                                                                        (15 reviews)
                                                                        avg/night
                                                                        Apartment #836458vb
                                                                        15
                                                                        Favorite
                                                                          Exceptional! 5/5
                                                                          (16 reviews)
                                                                          avg/night
                                                                          (3 nights minimum)
                                                                          Apartment #849477vb
                                                                          16
                                                                          Favorite
                                                                            Viewed 23 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (25 reviews)
                                                                            avg/night
                                                                            (3 nights minimum)
                                                                            Apartment #4155484
                                                                            25
                                                                            Favorite
                                                                              Viewed 43 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (6 reviews)
                                                                              svg-lightning
                                                                              avg/night
                                                                              (2 nights minimum)
                                                                              Apartment #4428076
                                                                              6
                                                                              Favorite
                                                                                Viewed 30 times in the last 48 hours
                                                                                Premier Partner
                                                                                Exceptional! 5/5
                                                                                (25 reviews)
                                                                                svg-lightning
                                                                                avg/night
                                                                                (2 nights minimum)
                                                                                Apartment #963119vb
                                                                                25
                                                                                Favorite
                                                                                  Viewed 88 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (85 reviews)
                                                                                  svg-lightning
                                                                                  avg/night
                                                                                  (2 nights minimum)
                                                                                  Condo #679790vb
                                                                                  85
                                                                                  Favorite
                                                                                    Viewed 8 times in the last 48 hours
                                                                                    Premier Partner
                                                                                    Excellent! 4.6/5
                                                                                    (18 reviews)
                                                                                    svg-lightning
                                                                                    avg/night
                                                                                    (2 nights minimum)
                                                                                    Condo #887885vb
                                                                                    18
                                                                                    Favorite
                                                                                      Viewed 5 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (35 reviews)
                                                                                      svg-lightning
                                                                                      avg/night
                                                                                      (4 nights minimum)
                                                                                      Apartment #653828vb
                                                                                      35
                                                                                      Favorite
                                                                                        Viewed 38 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (137 reviews)
                                                                                        avg/night
                                                                                        (2 nights minimum)
                                                                                        Condo #147152vb
                                                                                        137
                                                                                        Favorite
                                                                                          Viewed 28 times in the last 48 hours
                                                                                          Premier Partner
                                                                                          Exceptional! 5/5
                                                                                          (31 reviews)
                                                                                          avg/night
                                                                                          (2 nights minimum)
                                                                                          House #704920vb
                                                                                          31
                                                                                          Favorite
                                                                                            Premier Partner
                                                                                            Exceptional! 5/5
                                                                                            (24 reviews)
                                                                                            avg/night
                                                                                            (3 nights minimum)
                                                                                            Condo #3627370
                                                                                            24
                                                                                            Favorite
                                                                                              Viewed 41 times in the last 48 hours
                                                                                              avg/night
                                                                                              (2 nights minimum)
                                                                                              Condo #949708vb
                                                                                              4
                                                                                              Favorite
                                                                                                Viewed 13 times in the last 48 hours
                                                                                                Excellent! 4.7/5
                                                                                                (39 reviews)
                                                                                                avg/night
                                                                                                (3 nights minimum)
                                                                                                Apartment #4016534
                                                                                                39
                                                                                                Favorite
                                                                                                  Viewed 15 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  Condo #1224542vb
                                                                                                  Favorite
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                    Premier Partner
                                                                                                    Excellent! 4.7/5
                                                                                                    (29 reviews)
                                                                                                    avg/night
                                                                                                    (2 nights minimum)
                                                                                                    Apartment #4146480
                                                                                                    29
                                                                                                    Favorite
                                                                                                      Viewed 18 times in the last 48 hours
                                                                                                      Excellent! 4.4/5
                                                                                                      (21 reviews)
                                                                                                      avg/night
                                                                                                      Apartment #836457vb
                                                                                                      21

                                                                                                      Holiday Accommodation Chicago (300+)