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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.

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Viewed 99 times in the last 48 hours
  • 1 BR
  • 1 BA
Wonderful! 4.9/5
(16 reviews)
avg/night
Apartment #4728194
16
Viewed 199 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1001 sq. ft.
avg/night
Apartment #4754176
4
Viewed 160 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1325 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
Condo #1221446vb
14
Viewed 144 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1210 sq. ft.
Wonderful! 4.9/5
(38 reviews)
avg/night
Condo #1221442vb
38
Viewed 60 times in the last 48 hours
  • 9 BR
  • 3 BA
  • Separate Toilet
  • 4000 sq. ft.
Exceptional! 5/5
(9 reviews)
avg/night
House #1139787vb
9
Viewed 185 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1320 sq. ft.
Wonderful! 4.9/5
(26 reviews)
avg/night
Condo #1221448vb
26
Viewed 168 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Separate Toilet
avg/night
House #1240667vb
Viewed 13 times in the last 48 hours
  • 2 BR
  • 2 BA
avg/night
Condo #4528366
1
Viewed 193 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1000 sq. ft.
avg/night
Apartment #4778650
1
Viewed 166 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1325 sq. ft.
Wonderful! 4.9/5
(16 reviews)
avg/night
Condo #1221454vb
16
Viewed 46 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Separate Toilet
Exceptional! 5/5
(14 reviews)
avg/night
House #1072774vb
14
Viewed 152 times in the last 48 hours
  • 5 BR
  • 2 BA
  • 4000 sq. ft.
Wonderful! 4.9/5
(17 reviews)
avg/night
Condo #1077162vb
17
Viewed 17 times in the last 48 hours
  • 3 BR
  • 1 BA
  • Separate Toilet
  • 1300 sq. ft.
Wonderful! 4.9/5
(92 reviews)
avg/night
Apartment #225815
92
Viewed 14 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Separate Toilet
  • 1300 sq. ft.
Wonderful! 4.9/5
(57 reviews)
avg/night
Apartment #271945
57
Viewed 169 times in the last 48 hours
  • 2 BR
  • 2 BA
Excellent! 4.3/5
(8 reviews)
avg/night
Condo #159001vb
8
Viewed 92 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1320 sq. ft.
Wonderful! 4.9/5
(54 reviews)
avg/night
Condo #1221441vb
54
Viewed 126 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1100 sq. ft.
Good! 3.9/5
(7 reviews)
avg/night
Apartment #4714264
7
Viewed 35 times in the last 48 hours
Premier Partner
  • 2 BR
  • 1 BA
  • 1400 sq. ft.
Exceptional! 5/5
(27 reviews)
avg/night
Apartment #993632vb
27
Viewed 66 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 2200 sq. ft.
avg/night
Condo #4757316
Viewed 126 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 1000 sq. ft.
Wonderful! 4.8/5
(37 reviews)
avg/night
Apartment #888378vb
37
Viewed 55 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1300 sq. ft.
Excellent! 4.3/5
(8 reviews)
avg/night
Apartment #890984vb
8
Viewed 53 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 3200 sq. ft.
Exceptional! 5/5
(79 reviews)
avg/night
Apartment #627209vb
79
Viewed 76 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 1800 sq. ft.
Wonderful! 4.8/5
(72 reviews)
avg/night
Apartment #3768288
72
Viewed 65 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1550 sq. ft.
Wonderful! 4.8/5
(65 reviews)
avg/night
Condo #296798
65
Viewed 24 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 850 sq. ft.
Exceptional! 5/5
(31 reviews)
avg/night
Condo #626053vb
31
Viewed 54 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1210 sq. ft.
Wonderful! 4.9/5
(54 reviews)
avg/night
Condo #1221443vb
54
Viewed 37 times in the last 48 hours
  • 3 BR
  • 1 BA
  • 1600 sq. ft.
Wonderful! 4.8/5
(41 reviews)
avg/night
Apartment #4016534
41
Viewed 64 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
Wonderful! 4.8/5
(8 reviews)
avg/night
Apartment #4311562
8
Viewed 35 times in the last 48 hours
Premier Partner
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2700 sq. ft.
Exceptional! 5/5
(31 reviews)
avg/night
House #704920vb
31
Viewed 17 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 2200 sq. ft.
avg/night
Condo #1201908vb
1
Viewed 82 times in the last 48 hours
  • 4 BR
  • 4 BA
  • 4600 sq. ft.
Wonderful! 4.9/5
(86 reviews)
avg/night
Condo #679790vb
86
Viewed 73 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1500 sq. ft.
Exceptional! 5/5
(30 reviews)
avg/night
Apartment #963119vb
30
Viewed 40 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Excellent! 4.7/5
(47 reviews)
avg/night
Apartment #870495vb
47
Viewed 57 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
avg/night
Apartment #4642664
2
Viewed 11 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1500 sq. ft.
Exceptional! 5/5
(24 reviews)
avg/night
Condo #3627370
24
Viewed 82 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1325 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
Condo #1221449vb
14
Viewed 160 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • 2300 sq. ft.
avg/night
House #4705994
3
Viewed 104 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1100 sq. ft.
Exceptional! 5/5
(16 reviews)
avg/night
Apartment #1093980vb
16
Viewed 66 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 800 sq. ft.
Wonderful! 4.8/5
(47 reviews)
avg/night
Apartment #3790035
47
Viewed 15 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1500 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
Condo #849791vb
15
Viewed 149 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
Excellent! 4.4/5
(7 reviews)
avg/night
Apartment #4671800
7
Viewed 19 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 550 sq. ft.
Good! 3.8/5
(12 reviews)
avg/night
Apartment #855041vb
12
Viewed 75 times in the last 48 hours
  • 3 BR
  • 2 BA
Wonderful! 4.8/5
(140 reviews)
avg/night
Condo #147152vb
140
Viewed 95 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
avg/night
Apartment #4642663
3
Viewed 91 times in the last 48 hours
  • 2 BR
  • 2 BA
avg/night
Apartment #1158565vb
3
  • 2 BR
  • 1 BA
  • Separate Toilet
  • 1200 sq. ft.
Excellent! 4.7/5
(48 reviews)
avg/night
Apartment #3645846
48
Viewed 26 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 750 sq. ft.
Excellent! 4.6/5
(30 reviews)
avg/night
Apartment #4146480
30
Viewed 197 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
avg/night
Apartment #4671802
1
Viewed 116 times in the last 48 hours
Premier Partner
  • 4 BR
  • 2 BA
  • 1600 sq. ft.
Wonderful! 4.9/5
(90 reviews)
avg/night
House #595328vb
90
Viewed 21 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1800 sq. ft.
Exceptional! 5/5
(56 reviews)
avg/night
Condo #501599vb
56

Chicago Holiday Apartments & Rentals (300+)