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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
    (62 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Apartment #690239vb
    62
    Viewed 67 times in the last 48 hours
      Wonderful! 4.8/5
      (99 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Separate Toilet
      • Sleeps 8
      Apartment #578762vb
      99
      Viewed 50 times in the last 48 hours
        Wonderful! 4.9/5
        (70 reviews)
        avg/night
        • 4 BR
        • 4 BA
        • Sleeps 12
        Condo #679790vb
        70
        Viewed 81 times in the last 48 hours
          Excellent! 4.7/5
          (100 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          Condo #222038
          100
          Viewed 78 times in the last 48 hours
            Excellent! 4.7/5
            (46 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Apartment #445608vb
            46
            Viewed 34 times in the last 48 hours
              Excellent! 4.7/5
              (51 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              Condo #290256vb
              51
              Viewed 48 times in the last 48 hours
                Exceptional! 5/5
                (28 reviews)
                avg/night
                • 1 BR
                • 2 BA
                • Sleeps 2
                Apartment #864022vb
                28
                Viewed 39 times in the last 48 hours
                  Excellent! 4.6/5
                  (17 reviews)
                  avg/night
                  • Studio
                  • 1 BA
                  • Sleeps 2
                  Multiple rentals Apartment #4261388
                  17
                  Viewed 83 times in the last 48 hours
                    Wonderful! 4.8/5
                    (26 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Condo #735859vb
                    26
                    Viewed 49 times in the last 48 hours
                      Wonderful! 4.9/5
                      (35 reviews)
                      avg/night
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      Apartment #3790035
                      35
                      Viewed 42 times in the last 48 hours
                        Exceptional! 5/5
                        (31 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        Townhome #3917584
                        31
                        Viewed 41 times in the last 48 hours
                          Excellent! 4.7/5
                          (20 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Apartment #4146480
                          20
                          Viewed 17 times in the last 48 hours
                            Wonderful! 4.9/5
                            (53 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            Condo #296798
                            53
                            Viewed 26 times in the last 48 hours
                              Exceptional! 5/5
                              (24 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Apartment #870614vb
                              24
                              Viewed 22 times in the last 48 hours
                                Wonderful! 4.8/5
                                (49 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 10
                                Apartment #3768288
                                49
                                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 22 times in the last 48 hours
                                    Excellent! 4.7/5
                                    (21 reviews)
                                    avg/night
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    Apartment #742485vb
                                    21
                                    Viewed 23 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (46 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Condo #265424vb
                                      46
                                      Viewed 75 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (9 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Apartment #4172462
                                        9
                                        Viewed 11 times in the last 48 hours
                                          Exceptional! 5/5
                                          (12 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Apartment #871091vb
                                          12
                                          Viewed 8 times in the last 48 hours
                                            Excellent! 4.5/5
                                            (11 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 3
                                            Apartment #836457vb
                                            11
                                            Viewed 30 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (39 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Apartment #3751630
                                              39
                                              Viewed 25 times in the last 48 hours
                                                Excellent! 4.4/5
                                                (28 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                Condo #622632vb
                                                28
                                                Viewed 37 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (43 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Apartment #3833362
                                                  43
                                                  Viewed 12 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (23 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 2
                                                    Apartment #870495vb
                                                    23
                                                    Viewed 20 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (63 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      Apartment #627209vb
                                                      63
                                                      Viewed 19 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (60 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #3720918
                                                        60
                                                        Viewed 20 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (44 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          Condo #939473
                                                          44
                                                          Viewed 27 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (76 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #358020
                                                            76
                                                            Viewed 16 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (39 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Apartment #600158vb
                                                              39
                                                              Viewed 7 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (68 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                Apartment #301852vb
                                                                68
                                                                Viewed 33 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Condo #4037980
                                                                  16
                                                                  Viewed 200 times in the last 48 hours
                                                                    Excellent! 4.6/5
                                                                    (11 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Apartment #4172463
                                                                    11
                                                                    Viewed 13 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (26 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #856957vb
                                                                      26
                                                                      Viewed 20 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (15 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        Apartment #871119vb
                                                                        15
                                                                        Viewed 9 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (72 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Apartment #358005
                                                                          72
                                                                          Viewed 9 times in the last 48 hours
                                                                            Very Good! 4.2/5
                                                                            (16 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Apartment #593610vb
                                                                            16
                                                                            Viewed 29 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (45 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 6
                                                                              Apartment #271945
                                                                              45
                                                                              Viewed 12 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (79 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 6
                                                                                Apartment #225815
                                                                                79
                                                                                Viewed 14 times in the last 48 hours
                                                                                  Very Good! 4.1/5
                                                                                  (7 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  Condo #159001vb
                                                                                  7
                                                                                  Viewed 299 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 30
                                                                                    Condo #282940vb
                                                                                    2
                                                                                    Viewed 483 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 30
                                                                                      Condo #267014
                                                                                      2
                                                                                      Viewed 269 times in the last 48 hours
                                                                                        Very Good! 4/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 6
                                                                                        Condo #267015
                                                                                        7
                                                                                        Viewed 502 times in the last 48 hours
                                                                                          Very Good! 4.2/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #318483vb
                                                                                          5
                                                                                          Viewed 194 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            Condo #887767vb
                                                                                            4
                                                                                            Viewed 104 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Apartment #890369vb
                                                                                              2
                                                                                                Exceptional! 5/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Condo #3645759
                                                                                                7
                                                                                                Viewed 9 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (19 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #894129vb
                                                                                                  19
                                                                                                  Viewed 87 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (16 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Apartment #695418vb
                                                                                                    16
                                                                                                    Viewed 8 times in the last 48 hours
                                                                                                      Excellent! 4.5/5
                                                                                                      (79 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 10
                                                                                                      Condo #400905vb
                                                                                                      79
                                                                                                      Viewed 38 times in the last 48 hours
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                                                                                                      Chicago Holiday Apartments & Rentals (300+)