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The largest city in the American state of Illinois, holiday rental accommodation in Chicago is a magnet to anyone with a passion for urban culture, and being renowned for its wealth of history and architecture, acondo or apartment rental in Chicago is not something that would appeal to those seeking a situation of silence and seclusion! In truth, an atmosphere of peace can be easily enjoyed without ever having to leave your holiday accommodation in Chicago, and never being far from one of the city's numerous state parks means you'll easily be able to discover a truly quiet corner in which to relax and take a break away from the hustle and bustle of everyday life on the streets of what must be the most famous city in Illinois. Condo and apartment rentals in Chicago can also satisfy the needs of those who simply can't do without a little natural beauty to soften the hard edges of an urban environment, and being situated on the shores of Lake Michigan can even promise to add a little sun, sea and sand to your vacation experience! But that would only be likely from May to October when temperatures can rise to around 30°C otherwise you might need to pack your thermal underwear, as during the deepest part of winter it's almost guaranteed that you'll see snow settling on the window sills of your holiday accommodation in Chicago.

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Premier Partner
avg/night
Apartment #4671800
3
avg/night
House #4705994
2
Premier Partner
avg/night
Apartment #4671802
1
Premier Partner
avg/night
Apartment #4642663
1
avg/night
Apartment #4610683
1
Premier Partner
avg/night
Apartment #4642665
Premier Partner
Exceptional! 5/5
(26 reviews)
avg/night
Condo #626053vb
26
avg/night
Apartment #1020016vb
avg/night
Apartment #1161026vb
1
Exceptional! 5/5
(6 reviews)
avg/night
House #1139787vb
6
avg/night
Condo #4641136
3
Premier Partner
Excellent! 4.7/5
(6 reviews)
avg/night
Apartment #4311562
6
Premier Partner
Wonderful! 4.9/5
(62 reviews)
avg/night
Condo #411255vb
62
avg/night
House #1177164vb
Exceptional! 5/5
(15 reviews)
avg/night
Apartment #1093980vb
15
Exceptional! 5/5
(14 reviews)
avg/night
House #1072774vb
14
Exceptional! 5/5
(5 reviews)
avg/night
Apartment #1079279vb
5
avg/night
Condo #1190618vb
1
Premier Partner
Exceptional! 5/5
(13 reviews)
avg/night
House #1221446vb
13
Wonderful! 4.8/5
(17 reviews)
avg/night
Apartment #883506vb
17
Wonderful! 4.8/5
(10 reviews)
avg/night
Apartment #4728194
10
Premier Partner
Exceptional! 5/5
(253 reviews)
avg/night
Condo #65673vb
253
Premier Partner
Excellent! 4.5/5
(8 reviews)
avg/night
Apartment #885140vb
8
Good! 3.7/5
(29 reviews)
avg/night
Apartment #855043vb
29
Premier Partner
avg/night
Apartment #4671803
1
Premier Partner
Wonderful! 4.8/5
(9 reviews)
avg/night
Apartment #861605vb
9
avg/night
Apartment #4748754
avg/night
Apartment #4714046
1
Premier Partner
Excellent! 4.3/5
(8 reviews)
avg/night
Apartment #890984vb
8
Wonderful! 4.8/5
(72 reviews)
avg/night
Apartment #3768288
72
Wonderful! 4.9/5
(16 reviews)
avg/night
Condo #1077162vb
16
Excellent! 4.7/5
(46 reviews)
avg/night
Apartment #870495vb
46
Wonderful! 4.8/5
(6 reviews)
avg/night
Apartment #4428076
6
avg/night
Condo #4672618
3
avg/night
Apartment #1164023vb
2
Excellent! 4.3/5
(15 reviews)
avg/night
Apartment #836458vb
15
Exceptional! 5/5
(16 reviews)
avg/night
Apartment #849477vb
16
Wonderful! 4.9/5
(25 reviews)
avg/night
Apartment #4155484
25
Premier Partner
Exceptional! 5/5
(26 reviews)
avg/night
Apartment #963119vb
26
Wonderful! 4.9/5
(85 reviews)
avg/night
Condo #679790vb
85
Premier Partner
Excellent! 4.6/5
(18 reviews)
avg/night
Condo #887885vb
18
Wonderful! 4.9/5
(35 reviews)
avg/night
Apartment #653828vb
35
Wonderful! 4.8/5
(137 reviews)
avg/night
Condo #147152vb
137
Premier Partner
Exceptional! 5/5
(31 reviews)
avg/night
House #704920vb
31
Excellent! 4.7/5
(39 reviews)
avg/night
Apartment #4016534
39
Premier Partner
Exceptional! 5/5
(24 reviews)
avg/night
Condo #3627370
24
avg/night
Condo #1224542vb
Premier Partner
Wonderful! 4.9/5
(11 reviews)
avg/night
House #1221449vb
11
Premier Partner
Excellent! 4.6/5
(30 reviews)
avg/night
Apartment #4146480
30
Premier Partner
avg/night
Apartment #4551605
1

Holiday Accommodation Chicago (300+)