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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.

    Wonderful! 4.9/5
    (67 reviews)
    avg/night
    • 4 BR
    • 4 BA
    • Sleeps 12
    Condo #679790vb
    67
    Viewed 108 times in the last 48 hours
      Wonderful! 4.8/5
      (93 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Separate Toilet
      • Sleeps 8
      Apartment #578762vb
      93
      Viewed 82 times in the last 48 hours
        Excellent! 4.6/5
        (87 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 8
        Apartment #179389vb
        87
        Viewed 72 times in the last 48 hours
          Wonderful! 4.9/5
          (42 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Apartment #408313vb
          42
          Viewed 16 times in the last 48 hours
            Exceptional! 5/5
            (32 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            Apartment #470476vb
            32
            Viewed 37 times in the last 48 hours
              Wonderful! 4.9/5
              (18 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              Apartment #723132vb
              18
              Viewed 26 times in the last 48 hours
                Wonderful! 4.9/5
                (28 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 6
                Apartment #398923vb
                28
                Viewed 20 times in the last 48 hours
                  Wonderful! 4.8/5
                  (17 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  Condo #376151vb
                  17
                  Viewed 25 times in the last 48 hours
                    Wonderful! 4.9/5
                    (23 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Apartment #653828vb
                    23
                    Viewed 35 times in the last 48 hours
                      Wonderful! 4.9/5
                      (14 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      Apartment #653830vb
                      14
                      Viewed 15 times in the last 48 hours
                        Wonderful! 4.8/5
                        (12 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        Apartment #865945vb
                        12
                        Viewed 42 times in the last 48 hours
                          Wonderful! 4.9/5
                          (34 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #376149vb
                          34
                          Viewed 46 times in the last 48 hours
                            Excellent! 4.7/5
                            (67 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Condo #177026vb
                            67
                            Viewed 44 times in the last 48 hours
                              Exceptional! 5/5
                              (66 reviews)
                              avg/night
                              • 2 BR
                              • 3 BA
                              • Sleeps 8
                              Condo #275170vb
                              66
                              Viewed 43 times in the last 48 hours
                                Wonderful! 4.9/5
                                (76 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Apartment #358020
                                76
                                Viewed 45 times in the last 48 hours
                                  Excellent! 4.5/5
                                  (77 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 10
                                  Condo #400905vb
                                  77
                                  Viewed 57 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (52 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Condo #296798
                                    52
                                    Viewed 19 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (97 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Condo #222038
                                      97
                                      Viewed 87 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (23 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Apartment #856957vb
                                        23
                                        Viewed 24 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (141 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          Condo #7757vb
                                          141
                                          Viewed 53 times in the last 48 hours
                                            Exceptional! 5/5
                                            (21 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Apartment #870614vb
                                            21
                                            Viewed 36 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (71 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Apartment #179390vb
                                              71
                                              Viewed 60 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (20 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 12
                                                Condo #697314vb
                                                20
                                                Viewed 37 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (14 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  Apartment #724537vb
                                                  14
                                                  Viewed 22 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (25 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 2 BA
                                                    • Sleeps 2
                                                    Apartment #864022vb
                                                    25
                                                    Viewed 49 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (20 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      Apartment #870495vb
                                                      20
                                                      Viewed 27 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (235 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Condo #65673vb
                                                        235
                                                        Viewed 27 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (8 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Apartment #871091vb
                                                          8
                                                          Viewed 23 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (43 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Condo #939473
                                                            43
                                                            Viewed 25 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (25 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Apartment #3795191
                                                              25
                                                              Viewed 28 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (17 reviews)
                                                                avg/night
                                                                • Studio
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Apartment #742485vb
                                                                17
                                                                Viewed 44 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (9 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • Sleeps 16
                                                                  Condo #871060vb
                                                                  9
                                                                  Viewed 55 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (32 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    Condo #237914
                                                                    32
                                                                    Viewed 60 times in the last 48 hours
                                                                      Excellent! 4.6/5
                                                                      (32 reviews)
                                                                      avg/night
                                                                      • 6 BR
                                                                      • 5 BA
                                                                      • Sleeps 11
                                                                      Estate #289158vb
                                                                      32
                                                                      Viewed 89 times in the last 48 hours
                                                                        Excellent! 4.5/5
                                                                        (61 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Apartment #690239vb
                                                                        61
                                                                        Viewed 96 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (9 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Apartment #4172462
                                                                          9
                                                                          Viewed 41 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (9 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            Apartment #836457vb
                                                                            9
                                                                            Viewed 41 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (81 reviews)
                                                                              avg/night
                                                                              • 6 BR
                                                                              • 4 BA
                                                                              • Sleeps 18
                                                                              Condo #411142vb
                                                                              81
                                                                              Viewed 52 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (58 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Condo #3720918
                                                                                58
                                                                                Viewed 44 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (52 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7
                                                                                  Condo #429106vb
                                                                                  52
                                                                                  Viewed 21 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (69 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    Condo #109064vb
                                                                                    69
                                                                                    Viewed 30 times in the last 48 hours
                                                                                      Excellent! 4.6/5
                                                                                      (14 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      Apartment #871119vb
                                                                                      14
                                                                                      Viewed 24 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Condo #626053vb
                                                                                        11
                                                                                        Viewed 20 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (9 reviews)
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          Apartment #852144vb
                                                                                          9
                                                                                          Viewed 41 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (62 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 10
                                                                                            Apartment #627209vb
                                                                                            62
                                                                                            Viewed 37 times in the last 48 hours
                                                                                              Excellent! 4.5/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #727549vb
                                                                                              13
                                                                                              Viewed 33 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (42 reviews)
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • Sleeps 14
                                                                                                House #571144vb
                                                                                                42
                                                                                                Viewed 31 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (5 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 5
                                                                                                  Apartment #976517vb
                                                                                                  5
                                                                                                  Viewed 72 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (48 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Condo #411255vb
                                                                                                    48
                                                                                                    Viewed 34 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (12 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Condo #3645756
                                                                                                      12
                                                                                                      Viewed 25 times in the last 48 hours
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                                                                                                      Chicago Holiday Apartments & Rentals (300+)