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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
    (69 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Apartment #690239vb
    69
    Viewed 141 times in the last 48 hours
      Excellent! 4.7/5
      (52 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      Apartment #445608vb
      52
      Viewed 70 times in the last 48 hours
        Wonderful! 4.9/5
        (35 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 6
        Townhome #3917584
        35
        Viewed 53 times in the last 48 hours
          Wonderful! 4.9/5
          (74 reviews)
          avg/night
          • 4 BR
          • 4 BA
          • Sleeps 12
          Condo #679790vb
          74
          Viewed 104 times in the last 48 hours
            Excellent! 4.7/5
            (18 reviews)
            avg/night
            • Studio
            • 1 BA
            • Sleeps 2
            Multiple rentals Apartment #4261388
            18
            Viewed 87 times in the last 48 hours
              Wonderful! 4.8/5
              (104 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 8
              Apartment #578762vb
              104
              Viewed 68 times in the last 48 hours
                Wonderful! 4.8/5
                (58 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • Sleeps 10
                Apartment #3768288
                58
                Viewed 36 times in the last 48 hours
                  Wonderful! 4.9/5
                  (40 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Apartment #3790035
                  40
                  Viewed 81 times in the last 48 hours
                    Excellent! 4.7/5
                    (108 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    Condo #222038
                    108
                    Viewed 76 times in the last 48 hours
                      Wonderful! 4.8/5
                      (54 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Condo #290256vb
                      54
                      Viewed 111 times in the last 48 hours
                        Wonderful! 4.8/5
                        (51 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        Condo #265424vb
                        51
                        Viewed 214 times in the last 48 hours
                          Wonderful! 4.8/5
                          (33 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #735859vb
                          33
                          Viewed 86 times in the last 48 hours
                            Wonderful! 4.8/5
                            (27 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Apartment #3795191
                            27
                            Viewed 106 times in the last 48 hours
                              Wonderful! 4.9/5
                              (52 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Apartment #358013
                              52
                              Viewed 43 times in the last 48 hours
                                Excellent! 4.7/5
                                (42 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #3751630
                                42
                                Viewed 57 times in the last 48 hours
                                  Exceptional! 5/5
                                  (7 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Condo #3645759
                                  7
                                  Viewed 21 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (9 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Apartment #4172462
                                    9
                                    Viewed 13 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (59 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Condo #296798
                                      59
                                      Viewed 36 times in the last 48 hours
                                        Excellent! 4.5/5
                                        (33 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        Condo #622632vb
                                        33
                                        Viewed 80 times in the last 48 hours
                                          Excellent! 4.4/5
                                          (16 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 3
                                          Apartment #836457vb
                                          16
                                          Viewed 28 times in the last 48 hours
                                            Exceptional! 5/5
                                            (35 reviews)
                                            avg/night
                                            • 1 BR
                                            • 2 BA
                                            • Sleeps 2
                                            Apartment #864022vb
                                            35
                                            Viewed 23 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (27 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Apartment #894129vb
                                              27
                                              Viewed 124 times in the last 48 hours
                                                Excellent! 4.5/5
                                                (83 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 10
                                                Condo #400905vb
                                                83
                                                Viewed 35 times in the last 48 hours
                                                  Excellent! 4.6/5
                                                  (26 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  Apartment #4146480
                                                  26
                                                  Viewed 17 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (72 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Apartment #358005
                                                    72
                                                    Viewed 56 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (66 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Condo #3720918
                                                      66
                                                      Viewed 65 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (45 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        Apartment #3833362
                                                        45
                                                        Viewed 39 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (66 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          Apartment #627209vb
                                                          66
                                                          Viewed 37 times in the last 48 hours
                                                            Excellent! 4.6/5
                                                            (12 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #4172463
                                                            12
                                                            Viewed 90 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (51 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              Condo #939473
                                                              51
                                                              Viewed 30 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (46 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Separate Toilet
                                                                • Sleeps 8
                                                                Apartment #3645846
                                                                46
                                                                Viewed 73 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (15 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Apartment #780506vb
                                                                  15
                                                                  Viewed 23 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (73 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Apartment #301852vb
                                                                    73
                                                                    Viewed 19 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (28 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Apartment #870495vb
                                                                      28
                                                                      Viewed 69 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (21 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Apartment #695418vb
                                                                        21
                                                                        Viewed 26 times in the last 48 hours
                                                                          Very Good! 4.1/5
                                                                          (15 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          House #4280611
                                                                          15
                                                                          Viewed 22 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (19 reviews)
                                                                            avg/night
                                                                            • Studio
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            Condo #844695vb
                                                                            19
                                                                            Viewed 33 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (66 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #374687
                                                                              66
                                                                              Viewed 48 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (76 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Apartment #358020
                                                                                76
                                                                                Viewed 43 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (82 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 6
                                                                                  Apartment #225815
                                                                                  82
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (46 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 6
                                                                                    Apartment #271945
                                                                                    46
                                                                                    Viewed 16 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 150 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 30
                                                                                        Condo #282940vb
                                                                                        2
                                                                                        Viewed 387 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 340 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 30
                                                                                            Condo #267014
                                                                                            2
                                                                                            Viewed 157 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 144 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (48 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                Apartment #600158vb
                                                                                                48
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (35 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #856957vb
                                                                                                  35
                                                                                                  Viewed 23 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (22 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #3627370
                                                                                                    22
                                                                                                    Viewed 18 times in the last 48 hours
                                                                                                      Very Good! 4.2/5
                                                                                                      (10 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 10
                                                                                                      Apartment #874916vb
                                                                                                      10
                                                                                                      Viewed 52 times in the last 48 hours

                                                                                                      Chicago Holiday Apartments & Rentals (300+)