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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.

Additional service fee may apply.
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    Excellent! 4.6/5
    (86 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 8
    Apartment #179389vb
    86
    Viewed 94 times in the last 48 hours
      Wonderful! 4.9/5
      (35 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 4
      Apartment #3790035
      35
      Viewed 45 times in the last 48 hours
        Excellent! 4.7/5
        (44 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Apartment #445608vb
        44
        Viewed 80 times in the last 48 hours
          Excellent! 4.5/5
          (57 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 4
          Apartment #690239vb
          57
          Viewed 95 times in the last 48 hours
            Excellent! 4.7/5
            (93 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Condo #222038
            93
            Viewed 90 times in the last 48 hours
              Wonderful! 4.9/5
              (89 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 8
              Apartment #578762vb
              89
              Viewed 130 times in the last 48 hours
                Wonderful! 4.8/5
                (46 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 8
                Condo #290256vb
                46
                Viewed 194 times in the last 48 hours
                  Wonderful! 4.8/5
                  (59 reviews)
                  avg/night
                  • 4 BR
                  • 4 BA
                  • Sleeps 12
                  Condo #679790vb
                  59
                  Viewed 155 times in the last 48 hours
                    Excellent! 4.6/5
                    (17 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 3
                    Apartment #4146480
                    17
                    Viewed 41 times in the last 48 hours
                      Wonderful! 4.9/5
                      (51 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Condo #296798
                      51
                      Viewed 68 times in the last 48 hours
                        Wonderful! 4.9/5
                        (18 reviews)
                        avg/night
                        • 1 BR
                        • 2 BA
                        • Sleeps 2
                        Apartment #864022vb
                        18
                        Viewed 76 times in the last 48 hours
                          Very Good! 4.2/5
                          (17 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Apartment #836462vb
                          17
                          Viewed 81 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 161 times in the last 48 hours
                              Wonderful! 4.9/5
                              (14 reviews)
                              avg/night
                              • Studio
                              • 1 BA
                              • Sleeps 2
                              Apartment #742485vb
                              14
                              Viewed 88 times in the last 48 hours
                                Excellent! 4.4/5
                                (14 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 5
                                Apartment #4047746
                                14
                                Viewed 210 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (40 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  Condo #939473
                                  40
                                  Viewed 35 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (23 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Apartment #3795191
                                    23
                                    Viewed 102 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (21 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Condo #735859vb
                                      21
                                      Viewed 52 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (42 reviews)
                                        avg/night
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 10
                                        Apartment #3768288
                                        42
                                        Viewed 126 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (59 reviews)
                                          avg/night
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 10
                                          Apartment #627209vb
                                          59
                                          Viewed 65 times in the last 48 hours
                                            Excellent! 4.6/5
                                            (41 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 5
                                            Apartment #3833362
                                            41
                                            Viewed 67 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (44 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Condo #265424vb
                                              44
                                              Viewed 103 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (74 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Apartment #358020
                                                74
                                                Viewed 103 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (67 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Condo #177026vb
                                                  67
                                                  Viewed 51 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (51 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Apartment #415005vb
                                                    51
                                                    Viewed 29 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (54 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Condo #3720918
                                                      54
                                                      Viewed 69 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (18 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        Apartment #784869vb
                                                        18
                                                        Viewed 53 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (76 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          Condo #400905vb
                                                          76
                                                          Viewed 75 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (37 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #408313vb
                                                            37
                                                            Viewed 61 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (22 reviews)
                                                              avg/night
                                                              • 5 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 10
                                                              Condo #776608vb
                                                              22
                                                              Viewed 225 times in the last 48 hours
                                                                Excellent! 4.5/5
                                                                (24 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                Condo #622632vb
                                                                24
                                                                Viewed 106 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 61 times in the last 48 hours
                                                                    Excellent! 4.3/5
                                                                    (14 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Apartment #593610vb
                                                                    14
                                                                    Viewed 49 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (76 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      Apartment #225815
                                                                      76
                                                                      Viewed 24 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (41 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 5 BA
                                                                        • Sleeps 14
                                                                        House #571144vb
                                                                        41
                                                                        Viewed 74 times in the last 48 hours
                                                                          Excellent! 4.3/5
                                                                          (28 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          House #3733046
                                                                          28
                                                                          Viewed 26 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (32 reviews)
                                                                            avg/night
                                                                            • 6 BR
                                                                            • 5 BA
                                                                            • Sleeps 11
                                                                            Estate #289158vb
                                                                            32
                                                                            Viewed 109 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Apartment #890369vb
                                                                              1
                                                                              Viewed 20 times in the last 48 hours
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 6
                                                                                Condo #887767vb
                                                                                2
                                                                                Viewed 199 times in the last 48 hours
                                                                                  Very Good! 4.0/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  Condo #159001vb
                                                                                  6
                                                                                  Viewed 181 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 30
                                                                                    Condo #282940vb
                                                                                    2
                                                                                    Viewed 496 times in the last 48 hours
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 30
                                                                                      Condo #267014
                                                                                      2
                                                                                      Viewed 321 times in the last 48 hours
                                                                                        Very Good! 4.0/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 6
                                                                                        Condo #267015
                                                                                        5
                                                                                        Viewed 462 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 140 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (13 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #780506vb
                                                                                            13
                                                                                            Viewed 21 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (60 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 11
                                                                                              House #595328vb
                                                                                              60
                                                                                              Viewed 78 times in the last 48 hours
                                                                                                Excellent! 4.6/5
                                                                                                (36 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #3751630
                                                                                                36
                                                                                                Viewed 48 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (22 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  Condo #708413vb
                                                                                                  22
                                                                                                  Viewed 42 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 4
                                                                                                    Condo #735045vb
                                                                                                    3
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                      Excellent! 4.5/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 3
                                                                                                      Apartment #836457vb
                                                                                                      8
                                                                                                      Viewed 83 times in the last 48 hours
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                                                                                                      Chicago Holiday Apartments & Rentals (300+)