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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
    (63 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Apartment #690239vb
    63
    Viewed 80 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 69 times in the last 48 hours
        Excellent! 4.7/5
        (46 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Apartment #445608vb
        46
        Viewed 51 times in the last 48 hours
          Wonderful! 4.9/5
          (70 reviews)
          avg/night
          • 4 BR
          • 4 BA
          • Sleeps 12
          Condo #679790vb
          70
          Viewed 80 times in the last 48 hours
            Excellent! 4.7/5
            (100 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Condo #222038
            100
            Viewed 67 times in the last 48 hours
              Excellent! 4.7/5
              (51 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              Condo #290256vb
              51
              Viewed 80 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 64 times in the last 48 hours
                  Exceptional! 5/5
                  (31 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  Townhome #3917584
                  31
                  Viewed 37 times in the last 48 hours
                    Wonderful! 4.9/5
                    (35 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Apartment #3790035
                    35
                    Viewed 54 times in the last 48 hours
                      Wonderful! 4.9/5
                      (53 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Condo #296798
                      53
                      Viewed 14 times in the last 48 hours
                        Exceptional! 5/5
                        (28 reviews)
                        avg/night
                        • 1 BR
                        • 2 BA
                        • Sleeps 2
                        Apartment #864022vb
                        28
                        Viewed 33 times in the last 48 hours
                          Wonderful! 4.8/5
                          (46 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #265424vb
                          46
                          Viewed 117 times in the last 48 hours
                            Wonderful! 4.9/5
                            (27 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Condo #735859vb
                            27
                            Viewed 53 times in the last 48 hours
                              Wonderful! 4.8/5
                              (50 reviews)
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              Apartment #3768288
                              50
                              Viewed 37 times in the last 48 hours
                                Exceptional! 5/5
                                (24 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #870614vb
                                24
                                Viewed 23 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! 4.8/5
                                    (25 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Apartment #3795191
                                    25
                                    Viewed 33 times in the last 48 hours
                                      Excellent! 4.4/5
                                      (12 reviews)
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 3
                                      Apartment #836457vb
                                      12
                                      Viewed 34 times in the last 48 hours
                                        Exceptional! 5/5
                                        (13 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Apartment #871091vb
                                        13
                                        Viewed 13 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
                                            Excellent! 4.7/5
                                            (21 reviews)
                                            avg/night
                                            • Studio
                                            • 1 BA
                                            • Sleeps 2
                                            Apartment #742485vb
                                            21
                                            Viewed 26 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (39 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Apartment #3751630
                                              39
                                              Viewed 34 times in the last 48 hours
                                                Excellent! 4.7/5
                                                (43 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 5
                                                Apartment #3833362
                                                43
                                                Viewed 21 times in the last 48 hours
                                                  Excellent! 4.4/5
                                                  (29 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  Condo #622632vb
                                                  29
                                                  Viewed 57 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (60 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Condo #3720918
                                                    60
                                                    Viewed 27 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (23 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      Apartment #870495vb
                                                      23
                                                      Viewed 28 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (63 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        Apartment #627209vb
                                                        63
                                                        Viewed 20 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (26 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Apartment #856957vb
                                                          26
                                                          Viewed 24 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (44 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Condo #939473
                                                            44
                                                            Viewed 32 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (76 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Apartment #358020
                                                              76
                                                              Viewed 21 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (40 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                Apartment #600158vb
                                                                40
                                                                Viewed 13 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Condo #4037980
                                                                  16
                                                                  Viewed 180 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (68 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Apartment #301852vb
                                                                    68
                                                                    Viewed 23 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (15 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Apartment #871119vb
                                                                      15
                                                                      Viewed 5 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (72 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Apartment #358005
                                                                        72
                                                                        Viewed 39 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (7 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Condo #3645759
                                                                          7
                                                                          Viewed 10 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 30 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 16 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 9 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Apartment #890369vb
                                                                                  2
                                                                                    Very Good! 4.1/5
                                                                                    (7 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    Condo #159001vb
                                                                                    7
                                                                                    Viewed 256 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 30
                                                                                      Condo #282940vb
                                                                                      2
                                                                                      Viewed 436 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 451 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 30
                                                                                          Condo #267014
                                                                                          2
                                                                                          Viewed 232 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 188 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 6
                                                                                              Condo #887767vb
                                                                                              4
                                                                                              Viewed 128 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (20 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #894129vb
                                                                                                20
                                                                                                Viewed 81 times in the last 48 hours
                                                                                                  Excellent! 4.7/5
                                                                                                  (44 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 8
                                                                                                  Apartment #3645846
                                                                                                  44
                                                                                                  Viewed 49 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (16 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Apartment #695418vb
                                                                                                    16
                                                                                                    Viewed 20 times in the last 48 hours
                                                                                                      Excellent! 4.6/5
                                                                                                      (11 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Apartment #4172463
                                                                                                      11
                                                                                                      Viewed 15 times in the last 48 hours
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                                                                                                      Chicago Holiday Apartments & Rentals (300+)