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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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Viewed 47 times in the last 48 hours
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(2 nights minimum)
Apartment #1148015vb
Viewed 39 times in the last 48 hours
Exceptional! 5/5
(10 reviews)
avg/night
(30 nights minimum)
Apartment #860493vb
10
Viewed 76 times in the last 48 hours
Premier Partner
Wonderful! 4.8/5
(58 reviews)
avg/night
(2 nights minimum)
Condo #290256vb
58
Viewed 48 times in the last 48 hours
Premier Partner
Wonderful! 4.8/5
(57 reviews)
avg/night
(3 nights minimum)
Condo #265424vb
57
Viewed 17 times in the last 48 hours
Wonderful! 4.8/5
(47 reviews)
avg/night
(3 nights minimum)
Apartment #3790035
47
Viewed 72 times in the last 48 hours
Exceptional! 5/5
(8 reviews)
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(27 nights minimum)
Condo #499693vb
8
Viewed 27 times in the last 48 hours
avg/night
(31 nights minimum)
Townhome #836942vb
2
Viewed 35 times in the last 48 hours
Wonderful! 4.8/5
(72 reviews)
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(3 nights minimum)
Apartment #3768288
72
Viewed 24 times in the last 48 hours
Excellent! 4.7/5
(52 reviews)
avg/night
(3 nights minimum)
Apartment #3751630
52
Viewed 35 times in the last 48 hours
Premier Partner
Excellent! 4.6/5
(47 reviews)
avg/night
(2 nights minimum)
Condo #622632vb
47
Viewed 32 times in the last 48 hours
Wonderful! 4.8/5
(65 reviews)
avg/night
(3 nights minimum)
Condo #296798
65
Viewed 50 times in the last 48 hours
Excellent! 4.4/5
(21 reviews)
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Apartment #836457vb
21
Viewed 21 times in the last 48 hours
Premier Partner
Excellent! 4.5/5
(12 reviews)
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(3 nights minimum)
Apartment #845524vb
12
Viewed 31 times in the last 48 hours
Wonderful! 4.9/5
(24 reviews)
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(2 nights minimum)
Apartment #903748vb
24
Viewed 11 times in the last 48 hours
Wonderful! 4.9/5
(62 reviews)
avg/night
(3 nights minimum)
Condo #939473
62
Viewed 34 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(24 reviews)
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(3 nights minimum)
Condo #3627370
24
Viewed 98 times in the last 48 hours
Wonderful! 4.9/5
(85 reviews)
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(2 nights minimum)
Condo #679790vb
85
Viewed 19 times in the last 48 hours
Excellent! 4.7/5
(52 reviews)
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(3 nights minimum)
Apartment #3833362
52
Viewed 39 times in the last 48 hours
Wonderful! 4.8/5
(137 reviews)
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(2 nights minimum)
Condo #147152vb
137
Viewed 101 times in the last 48 hours
Exceptional! 5/5
(15 reviews)
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(2 nights minimum)
Apartment #1093980vb
15
Viewed 21 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(28 reviews)
avg/night
(3 nights minimum)
Condo #844695vb
28
Viewed 31 times in the last 48 hours
Exceptional! 5/5
(76 reviews)
avg/night
(2 nights minimum)
Apartment #627209vb
76
Viewed 14 times in the last 48 hours
Good! 3.7/5
(23 reviews)
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Apartment #852509vb
23
Viewed 41 times in the last 48 hours
Exceptional! 5/5
(23 reviews)
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Condo #4131192
23
Viewed 42 times in the last 48 hours
Excellent! 4.4/5
(17 reviews)
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Apartment #874916vb
17
Viewed 11 times in the last 48 hours
Wonderful! 4.8/5
(21 reviews)
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(2 nights minimum)
Apartment #821841vb
21
Wonderful! 4.8/5
(11 reviews)
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(3 nights minimum)
Apartment #875365vb
11
Viewed 21 times in the last 48 hours
Exceptional! 5/5
(55 reviews)
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(3 nights minimum)
Condo #501599vb
55
Wonderful! 4.9/5
(79 reviews)
View details for price
(3 nights minimum)
Condo #3720918
79
Viewed 12 times in the last 48 hours
Wonderful! 4.8/5
(13 reviews)
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(2 - 3 nights minimum)
Apartment #4424184
13
Viewed 28 times in the last 48 hours
Wonderful! 4.8/5
(83 reviews)
avg/night
(2 nights minimum)
Apartment #301852vb
83
Viewed 12 times in the last 48 hours
Very Good! 4.1/5
(29 reviews)
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Apartment #870916vb
29
Viewed 22 times in the last 48 hours
Premier Partner
Wonderful! 4.9/5
(51 reviews)
avg/night
(3 nights minimum)
House #571144vb
51
Viewed 19 times in the last 48 hours
Very Good! 4.1/5
(22 reviews)
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Apartment #819229vb
22
Viewed 35 times in the last 48 hours
Exceptional! 5/5
(48 reviews)
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Apartment #864022vb
48
Viewed 6 times in the last 48 hours
Wonderful! 4.9/5
(14 reviews)
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(4 nights minimum)
Condo #849791vb
14
Viewed 12 times in the last 48 hours
Very Good! 4/5
(18 reviews)
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Apartment #895525vb
18
Viewed 15 times in the last 48 hours
Excellent! 4.4/5
(5 reviews)
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(2 nights minimum)
Studio #4304772
5
Viewed 33 times in the last 48 hours
Excellent! 4.7/5
(14 reviews)
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(2 nights minimum)
Townhome #985945vb
14
Viewed 39 times in the last 48 hours
Wonderful! 4.8/5
(119 reviews)
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(2 nights minimum)
Apartment #578762vb
119
Wonderful! 4.9/5
(26 reviews)
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(3 nights minimum)
Apartment #695418vb
26
Viewed 19 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(43 reviews)
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(2 nights minimum)
House #840552vb
43
Viewed 14 times in the last 48 hours
Premier Partner
Excellent! 4.7/5
(29 reviews)
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(2 nights minimum)
Apartment #4146480
29
Viewed 16 times in the last 48 hours
Excellent! 4.7/5
(39 reviews)
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(3 nights minimum)
Apartment #4016534
39
Viewed 10 times in the last 48 hours
Excellent! 4.6/5
(23 reviews)
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(1 - 6 nights minimum)
House #4325287
23
Viewed 48 times in the last 48 hours
Wonderful! 4.9/5
(93 reviews)
avg/night
(3 nights minimum)
Condo #411142vb
93
Viewed 62 times in the last 48 hours
Wonderful! 4.8/5
(19 reviews)
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(3 nights minimum)
House #717983vb
19
Viewed 28 times in the last 48 hours
Excellent! 4.7/5
(19 reviews)
avg/night
(2 nights minimum)
Apartment #967904vb
19
Viewed 39 times in the last 48 hours
Wonderful! 4.9/5
(49 reviews)
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Apartment #856957vb
49
Viewed 30 times in the last 48 hours
Premier Partner
Excellent! 4.6/5
(21 reviews)
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(7 nights minimum)
Apartment #724537vb
21

Holiday Accommodation Chicago (300+)