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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.

    Excellent! 4.5/5
    (61 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Apartment #690239vb
    61
    Viewed 96 times in the last 48 hours
      Excellent! 4.6/5
      (87 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 8
      Apartment #179389vb
      87
      Viewed 72 times in the last 48 hours
        Excellent! 4.7/5
        (97 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 4
        Condo #222038
        97
        Viewed 87 times in the last 48 hours
          Wonderful! 4.8/5
          (48 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          Condo #290256vb
          48
          Viewed 103 times in the last 48 hours
            Excellent! 4.7/5
            (45 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Apartment #445608vb
            45
            Viewed 54 times in the last 48 hours
              Wonderful! 4.8/5
              (93 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 8
              Apartment #578762vb
              93
              Viewed 82 times in the last 48 hours
                Wonderful! 4.8/5
                (66 reviews)
                avg/night
                • 4 BR
                • 4 BA
                • Sleeps 12
                Condo #679790vb
                66
                Viewed 108 times in the last 48 hours
                  Exceptional! 5/5
                  (29 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  Townhome #3917584
                  29
                  Viewed 38 times in the last 48 hours
                    Wonderful! 4.9/5
                    (24 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Condo #735859vb
                    24
                    Viewed 60 times in the last 48 hours
                      Wonderful! 4.9/5
                      (52 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Condo #296798
                      52
                      Viewed 19 times in the last 48 hours
                        Excellent! 4.7/5
                        (19 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 3
                        Apartment #4146480
                        19
                        Viewed 27 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 113 times in the last 48 hours
                            Wonderful! 4.9/5
                            (35 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Apartment #3790035
                            35
                            Viewed 38 times in the last 48 hours
                              Exceptional! 5/5
                              (25 reviews)
                              avg/night
                              • 1 BR
                              • 2 BA
                              • Sleeps 2
                              Apartment #864022vb
                              25
                              Viewed 49 times in the last 48 hours
                                Excellent! 4.7/5
                                (67 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Condo #177026vb
                                67
                                Viewed 44 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (9 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Apartment #4172462
                                  9
                                  Viewed 41 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (17 reviews)
                                    avg/night
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    Apartment #742485vb
                                    17
                                    Viewed 44 times in the last 48 hours
                                      Exceptional! 5/5
                                      (20 reviews)
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Apartment #870614vb
                                      20
                                      Viewed 36 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (25 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Apartment #3795191
                                        25
                                        Viewed 28 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (44 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Condo #265424vb
                                          44
                                          Viewed 76 times in the last 48 hours
                                            Exceptional! 5/5
                                            (8 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Apartment #871091vb
                                            8
                                            Viewed 23 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (39 reviews)
                                              avg/night
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 5
                                              Apartment #600158vb
                                              39
                                              Viewed 30 times in the last 48 hours
                                                Excellent! 4.6/5
                                                (9 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 3
                                                Apartment #836457vb
                                                9
                                                Viewed 41 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (76 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Apartment #358020
                                                  76
                                                  Viewed 45 times in the last 48 hours
                                                    Excellent! 4.5/5
                                                    (77 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    Condo #400905vb
                                                    77
                                                    Viewed 57 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (58 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Condo #3720918
                                                      58
                                                      Viewed 44 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (20 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 2
                                                        Apartment #870495vb
                                                        20
                                                        Viewed 27 times in the last 48 hours
                                                          Excellent! 4.6/5
                                                          (37 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Apartment #3751630
                                                          37
                                                          Viewed 29 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (20 reviews)
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            Apartment #784869vb
                                                            20
                                                            Viewed 21 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (10 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Apartment #4172463
                                                              10
                                                              Viewed 23 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (43 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                Condo #939473
                                                                43
                                                                Viewed 25 times in the last 48 hours
                                                                  Excellent! 4.5/5
                                                                  (25 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  Condo #622632vb
                                                                  25
                                                                  Viewed 71 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (67 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Apartment #301852vb
                                                                    67
                                                                    Viewed 65 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (62 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      Apartment #627209vb
                                                                      62
                                                                      Viewed 37 times in the last 48 hours
                                                                        Excellent! 4.5/5
                                                                        (12 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Apartment #819229vb
                                                                        12
                                                                        Viewed 36 times in the last 48 hours
                                                                          Excellent! 4.6/5
                                                                          (71 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Apartment #179390vb
                                                                          71
                                                                          Viewed 60 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (14 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #780506vb
                                                                            14
                                                                            Viewed 19 times in the last 48 hours
                                                                              Excellent! 4.7/5
                                                                              (43 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              Apartment #3645846
                                                                              43
                                                                              Viewed 50 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (15 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Condo #4037980
                                                                                15
                                                                                Viewed 446 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (51 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #415005vb
                                                                                  51
                                                                                  Viewed 43 times in the last 48 hours
                                                                                    Excellent! 4.6/5
                                                                                    (14 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Apartment #871119vb
                                                                                    14
                                                                                    Viewed 24 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (71 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Apartment #358005
                                                                                      71
                                                                                      Viewed 28 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (51 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Apartment #358013
                                                                                        51
                                                                                        Viewed 35 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (23 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #856957vb
                                                                                          23
                                                                                          Viewed 24 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (43 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            Apartment #271945
                                                                                            43
                                                                                            Viewed 25 times in the last 48 hours
                                                                                              Exceptional! 5/5
                                                                                              (20 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #3627370
                                                                                              20
                                                                                              Viewed 16 times in the last 48 hours
                                                                                                Very Good! 4.1/5
                                                                                                (15 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                Apartment #870916vb
                                                                                                15
                                                                                                Viewed 19 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (17 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #894129vb
                                                                                                  17
                                                                                                  Viewed 57 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Apartment #4172461
                                                                                                    12
                                                                                                    Viewed 16 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (23 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 10
                                                                                                      House #840552vb
                                                                                                      23
                                                                                                      Viewed 21 times in the last 48 hours
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                                                                                                      Chicago Holiday Apartments & Rentals (300+)