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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 13 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1930 sq ft
Wonderful! 4.9/5
(67 reviews)
avg/night
Premier Partner
67
Viewed 9 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 2250 sq ft
Wonderful! 4.9/5
(164 reviews)
avg/night
Premier Partner
164
Viewed 13 times in the last 48 hours
  • 4 BR Condo
  • 4 BA
  • 4600 sq ft
Wonderful! 4.8/5
(96 reviews)
avg/night
Premier Partner
96
Viewed 8 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 1050 sq ft
Exceptional! 5/5
(267 reviews)
avg/night
Premier Partner
267
Viewed 23 times in the last 48 hours
  • 3 BR Apartment
  • 3 BA
  • 1400 sq ft
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 10 times in the last 48 hours
  • 3 BR Apartment
  • 2 BA
  • Separate Toilet
  • 1550 sq ft
Exceptional! 5/5
(20 reviews)
avg/night
20
Viewed 13 times in the last 48 hours
  • 3 BR Apartment
  • 2 BA
  • Separate Toilet
  • 2400 sq ft
Wonderful! 4.9/5
(127 reviews)
avg/night
Premier Partner
127
Viewed 17 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1040 sq ft
avg/night
Premier Partner
1
Viewed 11 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 1500 sq ft
Wonderful! 4.8/5
(58 reviews)
avg/night
Premier Partner
58
Viewed 17 times in the last 48 hours
  • 3 BR Condo
  • 3 BA
  • 2500 sq ft
Wonderful! 4.9/5
(79 reviews)
avg/night
Premier Partner
79
Viewed 10 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1040 sq ft
avg/night
Premier Partner
1
Viewed 29 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
Excellent! 4.7/5
(17 reviews)
avg/night
17
Viewed 18 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 2300 sq ft
Exceptional! 5/5
(46 reviews)
avg/night
Premier Partner
46
Viewed 6 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 850 sq ft
Exceptional! 5/5
(36 reviews)
avg/night
Premier Partner
36
Viewed 13 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 600 sq ft
Wonderful! 4.9/5
(35 reviews)
avg/night
Premier Partner
35
  • 9 BR House
  • 3 BA
  • Separate Toilet
  • 4200 sq ft
Exceptional! 5/5
(20 reviews)
avg/night
Premier Partner
20
Viewed 28 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 700 sq ft
avg/night
Premier Partner
1
Viewed 24 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • 900 sq ft
Wonderful! 4.9/5
(15 reviews)
avg/night
Premier Partner
15
Viewed 19 times in the last 48 hours
  • 3 BR Condo
  • 4 BA
  • 2400 sq ft
avg/night
3
Viewed 5 times in the last 48 hours
  • 4 BR Condo
  • 3 BA
  • 3100 sq ft
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 27 times in the last 48 hours
  • 6 BR House
  • 3 BA
  • Separate Toilets
  • 5500 sq ft
Excellent! 4.4/5
(20 reviews)
avg/night
20
Viewed 32 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 600 sq ft
Excellent! 4.7/5
(53 reviews)
avg/night
Premier Partner
53
Viewed 7 times in the last 48 hours
  • 1 BR House
  • 1 BA
avg/night
Viewed 17 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1320 sq ft
Wonderful! 4.9/5
(42 reviews)
avg/night
Premier Partner
42
Viewed 9 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1500 sq ft
Wonderful! 4.9/5
(73 reviews)
avg/night
73
Viewed 5 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1200 sq ft
Excellent! 4.6/5
(22 reviews)
avg/night
Premier Partner
22
Viewed 9 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
Good! 3.8/5
(8 reviews)
avg/night
Premier Partner
8
Viewed 25 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
Wonderful! 4.8/5
(34 reviews)
avg/night
Premier Partner
34
Viewed 9 times in the last 48 hours
  • 5 BR Condo
  • 2 BA
  • 4000 sq ft
Wonderful! 4.9/5
(22 reviews)
avg/night
22
Viewed 8 times in the last 48 hours
  • 4 BR Condo
  • 2 BA
  • Separate Toilet
  • 2400 sq ft
avg/night
1
Viewed 6 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 2200 sq ft
Wonderful! 4.9/5
(7 reviews)
avg/night
7
Viewed 12 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1320 sq ft
Exceptional! 5/5
(40 reviews)
avg/night
Premier Partner
40
  • 2 BR Apartment
  • 2 BA
  • 1200 sq ft
Good! 3.8/5
(24 reviews)
avg/night
24
Viewed 11 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 1050 sq ft
Wonderful! 4.9/5
(71 reviews)
avg/night
Premier Partner
71
Viewed 8 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • Separate Toilet
  • 4200 sq ft
Exceptional! 5/5
(93 reviews)
avg/night
93
Viewed 6 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1290 sq ft
Good! 3.8/5
(8 reviews)
avg/night
Premier Partner
8
Viewed 22 times in the last 48 hours
  • 1 BR Guest House
  • 1 BA
  • 700 sq ft
Exceptional! 5/5
(7 reviews)
avg/night
7
Viewed 6 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1320 sq ft
Wonderful! 4.8/5
(44 reviews)
avg/night
Premier Partner
44
  • 2 BR Condo
  • 2 BA
  • 1240 sq ft
Exceptional! 5/5
(133 reviews)
avg/night
Premier Partner
133
Viewed 36 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
avg/night
2
Viewed 6 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1320 sq ft
Wonderful! 4.8/5
(67 reviews)
avg/night
Premier Partner
67
Viewed 8 times in the last 48 hours
  • 7 BR House
  • 7 BA
  • 7000 sq ft
Excellent! 4.6/5
(5 reviews)
avg/night
5
Viewed 13 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1200 sq ft
Very Good! 4/5
(6 reviews)
avg/night
Premier Partner
6
Viewed 20 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 650 sq ft
Exceptional! 5/5
(7 reviews)
avg/night
Premier Partner
7
Viewed 11 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1320 sq ft
Excellent! 4.5/5
(8 reviews)
avg/night
Premier Partner
8
Viewed 7 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1325 sq ft
Wonderful! 4.8/5
(32 reviews)
avg/night
Premier Partner
32
  • 3 BR Condo
  • 2 BA
  • 1500 sq ft
Wonderful! 4.9/5
(67 reviews)
avg/night
67
Viewed 23 times in the last 48 hours
  • 2 BR Condo
  • 2 BA
  • 1210 sq ft
Wonderful! 4.9/5
(66 reviews)
avg/night
Premier Partner
66
Viewed 6 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 1210 sq ft
Exceptional! 5/5
(10 reviews)
avg/night
Premier Partner
10
Viewed 20 times in the last 48 hours
  • 5 BR House
  • 5 BA
avg/night
1

Chicago Holiday Apartments & Rentals (300+)