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Holidaymakers searching for holiday rentals in Chicago also enquired about apartments in Midtown Manhattan, apartments in Upper East Side and apartments in Central Park North

Make a holiday rental, home, or cottage in Chicago, USA your home away from home

Holidaymakers looking for a fantastic city break might like to try Chicago in the mid-west of the United States. Located in the state of Illinois this amazing city offers many exciting things for visitors to see and do. Here visitors will find numerous different places to stay including self catering accommodation, apartments and condos.

Things to do on holiday to Chicago, USA

This is a cycling friendly city with over 100 miles of bike lanes and 50 miles of bike paths. There are many scenic areas for visitors to explore either on two wheels or by foot and there are also horse riding opportunities available here. There are beaches located along Lake Michigan for holidaymakers to relax on in the sunshine. Swimming, canoeing and kayaking can also be enjoyed on the lake. The city offers many other sporting activities including tennis and softball and there are many golf courses located in and around the city. Chicago has numerous restaurants, bars and cafes offering an excellent selection of cuisine from around the world. Self catering holidaymakers will be able to buy food and drink from stores and markets as well as gifts and souvenirs. Chicago has some upscale shopping areas such as the Magnificent Mile and State Street.

Places to visit on holiday to Chicago, USA

Chicago has many wonderful places for holidaymakers to visit including historic buildings and attractions. Tourists can visit various museums and galleries in the city such as the Adler Planetarium and Astronomy Museum, the Field Museum of Natural History and the Shedd Aquarium. As well as the museums visitors can go to the Chicago Cultural Center, which houses the city’s visitor information center, galleries and exhibit halls. Some fantastic sculptures are well worth visiting including the Glass Fountain and the Cloud Gate. Chicago has lots of parks and gardens too with Lincoln Park the second most visited city park in the U.S. Other popular attractions here include Chicago Botanic Garden and Brookfield Zoo. Holidaymakers with a head for heights can get a great view of the city from Skydeck Chicago’s The Ledge, which is 1,350 feet from the ground.

Weather in Chicago, USA

The warmest time of the year in Chicago is July with average high temperatures of almost 29 degrees centigrade. The coldest month is January when average highs are -1 degrees centigrade and average lows are almost -11 degrees. January also see the highest amount of snowfall with an average of 10.7 inches, while august is the wettest month with an average of 4.2 inches of rainfall.

Travel to Chicago, USA

Chicago O’Hare International Airport has flights from many international airports including Amsterdam (AMS), Beijing-Capital (PEK), Brussels (BRU), Dublin (DUB), Frankfurt (FRA), London-Heathrow (LHW), Madrid (MAD), Manchester (MAN), Paris-Charles de Gaulle (CDG), Rome-Fiumicino (FCO), Tokyo-Narita (NRT), Toronto-Pearson (YYZ) and Zurich (ZRH) amongst others. There are taxi and limousine services available at the airport as well as several car rental firms.

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    Excellent! 4.5/5
    (57 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Apartment #690239vb
    57
    Viewed 77 times in the last 48 hours
      Excellent! 4.6/5
      (86 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 8
      Apartment #179389vb
      86
      Viewed 86 times in the last 48 hours
        Wonderful! 4.9/5
        (35 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 4
        Apartment #3790035
        35
        Viewed 62 times in the last 48 hours
          Excellent! 4.7/5
          (44 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          Apartment #445608vb
          44
          Viewed 54 times in the last 48 hours
            Excellent! 4.7/5
            (94 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Condo #222038
            94
            Viewed 93 times in the last 48 hours
              Wonderful! 4.8/5
              (46 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              Condo #290256vb
              46
              Viewed 186 times in the last 48 hours
                Wonderful! 4.9/5
                (90 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 8
                Apartment #578762vb
                90
                Viewed 99 times in the last 48 hours
                  Wonderful! 4.8/5
                  (60 reviews)
                  avg/night
                  • 4 BR
                  • 4 BA
                  • Sleeps 12
                  Condo #679790vb
                  60
                  Viewed 134 times in the last 48 hours
                    Excellent! 4.6/5
                    (17 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    Apartment #4146480
                    17
                    Viewed 52 times in the last 48 hours
                      Wonderful! 4.9/5
                      (51 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Condo #296798
                      51
                      Viewed 42 times in the last 48 hours
                        Wonderful! 4.9/5
                        (19 reviews)
                        avg/night
                        • 1 BR
                        • 2 BA
                        • Sleeps 2
                        Apartment #864022vb
                        19
                        Viewed 106 times in the last 48 hours
                          Wonderful! 4.9/5
                          (14 reviews)
                          avg/night
                          • Studio
                          • 1 BA
                          • Sleeps 2
                          Apartment #742485vb
                          14
                          Viewed 77 times in the last 48 hours
                            Wonderful! 4.8/5
                            (42 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 10
                            Apartment #3768288
                            42
                            Viewed 89 times in the last 48 hours
                              Excellent! 4.7/5
                              (16 reviews)
                              avg/night
                              • Studio
                              • 1 BA
                              • Sleeps 2
                              Multiple rentals Apartment #4261388
                              16
                              Viewed 97 times in the last 48 hours
                                Very Good! 4.2/5
                                (17 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 3
                                Apartment #836462vb
                                17
                                Viewed 39 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (41 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 5
                                  Apartment #3833362
                                  41
                                  Viewed 57 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (21 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Condo #735859vb
                                    21
                                    Viewed 56 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (67 reviews)
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Condo #177026vb
                                      67
                                      Viewed 25 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (40 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        Condo #939473
                                        40
                                        Viewed 40 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (23 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Apartment #3795191
                                          23
                                          Viewed 77 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (44 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Condo #265424vb
                                            44
                                            Viewed 82 times in the last 48 hours
                                              Exceptional! 5/5
                                              (22 reviews)
                                              avg/night
                                              • 5 BR
                                              • 1 BA
                                              • Separate Toilet
                                              • Sleeps 10
                                              Condo #776608vb
                                              22
                                              Viewed 153 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (54 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #3720918
                                                54
                                                Viewed 55 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (51 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Apartment #415005vb
                                                  51
                                                  Viewed 28 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (18 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    Apartment #784869vb
                                                    18
                                                    Viewed 69 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Apartment #4172462
                                                      6
                                                      Viewed 95 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (75 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Apartment #358020
                                                        75
                                                        Viewed 63 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (8 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          Apartment #836457vb
                                                          8
                                                          Viewed 35 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (59 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            Apartment #627209vb
                                                            59
                                                            Viewed 55 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (16 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Apartment #870614vb
                                                              16
                                                              Viewed 127 times in the last 48 hours
                                                                Excellent! 4.5/5
                                                                (76 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 10
                                                                Condo #400905vb
                                                                76
                                                                Viewed 65 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (39 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  Apartment #600158vb
                                                                  39
                                                                  Viewed 46 times in the last 48 hours
                                                                    Excellent! 4.5/5
                                                                    (24 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    Condo #622632vb
                                                                    24
                                                                    Viewed 135 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (14 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Apartment #723132vb
                                                                      14
                                                                      Viewed 48 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (36 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Apartment #3751630
                                                                        36
                                                                        Viewed 57 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (60 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 11
                                                                          House #595328vb
                                                                          60
                                                                          Viewed 114 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (37 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Apartment #408313vb
                                                                            37
                                                                            Viewed 28 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (6 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              Apartment #871091vb
                                                                              6
                                                                              Viewed 73 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (26 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Townhome #3917584
                                                                                26
                                                                                Viewed 42 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (22 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #588228vb
                                                                                  22
                                                                                  Viewed 48 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (14 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Condo #4037980
                                                                                    14
                                                                                    Viewed 373 times in the last 48 hours
                                                                                      Excellent! 4.6/5
                                                                                      (8 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Apartment #4172463
                                                                                      8
                                                                                      Viewed 57 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (63 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Apartment #301852vb
                                                                                        63
                                                                                        Viewed 27 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (21 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Apartment #653828vb
                                                                                          21
                                                                                          Viewed 27 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #780506vb
                                                                                            13
                                                                                            Viewed 20 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (20 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 10
                                                                                              House #840552vb
                                                                                              20
                                                                                              Viewed 47 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (29 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Apartment #470476vb
                                                                                                29
                                                                                                Viewed 21 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (50 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Apartment #358013
                                                                                                  50
                                                                                                  Viewed 88 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (23 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 8
                                                                                                    Apartment #4016534
                                                                                                    23
                                                                                                    Viewed 70 times in the last 48 hours
                                                                                                      Excellent! 4.6/5
                                                                                                      (71 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Apartment #179390vb
                                                                                                      71
                                                                                                      Viewed 26 times in the last 48 hours
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                                                                                                      Chicago Holiday Apartments & Rentals (300+)