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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 98 times in the last 48 hours
Premier Partner
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Apartment #4671800
2
Viewed 43 times in the last 48 hours
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(3 nights minimum)
House #4705994
2
Viewed 72 times in the last 48 hours
Premier Partner
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Apartment #4671802
1
Viewed 58 times in the last 48 hours
Premier Partner
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Apartment #4642663
1
Viewed 72 times in the last 48 hours
Premier Partner
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Apartment #4642665
Viewed 32 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(25 reviews)
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(4 nights minimum)
Condo #626053vb
25
Viewed 52 times in the last 48 hours
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Condo #4672618
3
Viewed 53 times in the last 48 hours
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Apartment #4610683
1
Viewed 38 times in the last 48 hours
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(2 nights minimum)
Apartment #1020016vb
Viewed 39 times in the last 48 hours
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Apartment #1161026vb
1
Viewed 36 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
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(2 nights minimum)
House #1139787vb
6
Viewed 40 times in the last 48 hours
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(2 nights minimum)
Condo #4641136
3
Viewed 99 times in the last 48 hours
Exceptional! 5/5
(15 reviews)
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(2 nights minimum)
Apartment #1093980vb
15
Viewed 29 times in the last 48 hours
Premier Partner
Excellent! 4.7/5
(6 reviews)
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(3 nights minimum)
Apartment #4311562
6
Viewed 9 times in the last 48 hours
Premier Partner
Wonderful! 4.9/5
(61 reviews)
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(4 nights minimum)
Condo #411255vb
61
Viewed 17 times in the last 48 hours
Exceptional! 5/5
(14 reviews)
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(3 nights minimum)
House #1072774vb
14
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
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(4 - 7 nights minimum)
Apartment #1079279vb
5
Viewed 18 times in the last 48 hours
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(2 nights minimum)
Condo #1190618vb
1
Viewed 34 times in the last 48 hours
Premier Partner
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Apartment #4671803
1
Viewed 6 times in the last 48 hours
Wonderful! 4.8/5
(17 reviews)
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(3 nights minimum)
Apartment #883506vb
17
Viewed 46 times in the last 48 hours
Wonderful! 4.8/5
(10 reviews)
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Apartment #4728194
10
Viewed 24 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(252 reviews)
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(4 nights minimum)
Condo #65673vb
252
Viewed 5 times in the last 48 hours
Premier Partner
Excellent! 4.5/5
(8 reviews)
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(3 nights minimum)
Apartment #885140vb
8
Viewed 16 times in the last 48 hours
Premier Partner
Wonderful! 4.8/5
(9 reviews)
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(3 nights minimum)
Apartment #861605vb
9
Viewed 33 times in the last 48 hours
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(2 nights minimum)
Apartment #4748754
Viewed 42 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(13 reviews)
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House #1221446vb
13
Viewed 7 times in the last 48 hours
Good! 3.7/5
(29 reviews)
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Apartment #855043vb
29
Viewed 8 times in the last 48 hours
Premier Partner
Excellent! 4.3/5
(8 reviews)
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(3 nights minimum)
Apartment #890984vb
8
Viewed 97 times in the last 48 hours
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Condo #4731372
1
Viewed 12 times in the last 48 hours
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(2 nights minimum)
Apartment #4714046
1
Viewed 21 times in the last 48 hours
Wonderful! 4.8/5
(72 reviews)
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(3 nights minimum)
Apartment #3768288
72
Viewed 26 times in the last 48 hours
Excellent! 4.7/5
(46 reviews)
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Apartment #870495vb
46
Viewed 54 times in the last 48 hours
Wonderful! 4.9/5
(16 reviews)
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(2 nights minimum)
Condo #1077162vb
16
Viewed 11 times in the last 48 hours
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(3 nights minimum)
Apartment #1164023vb
2
Viewed 14 times in the last 48 hours
Excellent! 4.3/5
(15 reviews)
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Apartment #836458vb
15
Exceptional! 5/5
(16 reviews)
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(3 nights minimum)
Apartment #849477vb
16
Viewed 23 times in the last 48 hours
Wonderful! 4.9/5
(25 reviews)
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(3 nights minimum)
Apartment #4155484
25
Viewed 43 times in the last 48 hours
Wonderful! 4.8/5
(6 reviews)
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(2 nights minimum)
Apartment #4428076
6
Viewed 30 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(25 reviews)
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(2 nights minimum)
Apartment #963119vb
25
Viewed 88 times in the last 48 hours
Wonderful! 4.9/5
(85 reviews)
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(2 nights minimum)
Condo #679790vb
85
Viewed 8 times in the last 48 hours
Premier Partner
Excellent! 4.6/5
(18 reviews)
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(2 nights minimum)
Condo #887885vb
18
Viewed 5 times in the last 48 hours
Wonderful! 4.9/5
(35 reviews)
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(4 nights minimum)
Apartment #653828vb
35
Viewed 38 times in the last 48 hours
Wonderful! 4.8/5
(137 reviews)
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(2 nights minimum)
Condo #147152vb
137
Viewed 28 times in the last 48 hours
Premier Partner
Exceptional! 5/5
(31 reviews)
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(2 nights minimum)
House #704920vb
31
Premier Partner
Exceptional! 5/5
(24 reviews)
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(3 nights minimum)
Condo #3627370
24
Viewed 41 times in the last 48 hours
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(2 nights minimum)
Condo #949708vb
4
Viewed 13 times in the last 48 hours
Excellent! 4.7/5
(39 reviews)
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(3 nights minimum)
Apartment #4016534
39
Viewed 15 times in the last 48 hours
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Condo #1224542vb
Viewed 24 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 18 times in the last 48 hours
Excellent! 4.4/5
(21 reviews)
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Apartment #836457vb
21

Holiday Accommodation Chicago (300+)