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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 121 times in the last 48 hours
Premier Partner
  • 1 BR House
  • 1 BA
  • 820 sq. ft.
avg/night
Viewed 76 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1320 sq. ft.
Wonderful! 4.9/5
(28 reviews)
avg/night
28
Viewed 129 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1210 sq. ft.
Wonderful! 4.9/5
(41 reviews)
avg/night
41
Viewed 49 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1210 sq. ft.
Wonderful! 4.9/5
(56 reviews)
avg/night
56
Viewed 57 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1325 sq. ft.
Wonderful! 4.9/5
(19 reviews)
avg/night
19
Viewed 89 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1325 sq. ft.
Exceptional! 5/5
(15 reviews)
avg/night
15
Viewed 22 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1210 sq. ft.
Wonderful! 4.9/5
(59 reviews)
avg/night
59
Viewed 25 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1325 sq. ft.
Wonderful! 4.9/5
(22 reviews)
avg/night
22
Viewed 67 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1320 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
18
Viewed 49 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1320 sq. ft.
Wonderful! 4.8/5
(30 reviews)
avg/night
30
Viewed 15 times in the last 48 hours
Premier Partner
  • 1 BR Condo
  • 1 BA
  • 850 sq. ft.
Exceptional! 5/5
(33 reviews)
avg/night
33
Viewed 81 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1210 sq. ft.
Exceptional! 5/5
(13 reviews)
avg/night
13
Viewed 20 times in the last 48 hours
Premier Partner
  • 1 BR Condo
  • 1 BA
  • 1050 sq. ft.
Exceptional! 5/5
(260 reviews)
avg/night
260
Viewed 37 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1320 sq. ft.
Wonderful! 4.9/5
(55 reviews)
avg/night
55
Viewed 37 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 850 sq. ft.
avg/night
3
Viewed 35 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1320 sq. ft.
Excellent! 4.7/5
(20 reviews)
avg/night
20
Viewed 16 times in the last 48 hours
Premier Partner
  • 3 BR Condo
  • 3 BA
  • 2500 sq. ft.
Wonderful! 4.9/5
(78 reviews)
avg/night
78
Viewed 51 times in the last 48 hours
  • Studio
  • 1 BA
  • 500 sq. ft.
avg/night
1
Viewed 163 times in the last 48 hours
Premier Partner
  • 1 BR House
  • 1 BA
  • 900 sq. ft.
avg/night
Viewed 141 times in the last 48 hours
  • 3 BR Apartment
  • 1 BA
avg/night
4
Viewed 44 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1290 sq. ft.
Good! 3.7/5
(7 reviews)
avg/night
7
Viewed 102 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
Wonderful! 4.8/5
(19 reviews)
avg/night
19
Viewed 122 times in the last 48 hours
  • 2 BR House
  • 1 BA
  • 800 sq. ft.
Wonderful! 4.9/5
(34 reviews)
avg/night
34
Viewed 64 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
Wonderful! 4.8/5
(5 reviews)
avg/night
5
Viewed 25 times in the last 48 hours
  • 5 BR Condo
  • 4 BA
avg/night
2
Viewed 28 times in the last 48 hours
  • 4 BR Townhome
  • 4 BA
  • 2400 sq. ft.
avg/night
Viewed 87 times in the last 48 hours
  • 3 BR Apartment
  • 2 BA
  • 1500 sq. ft.
avg/night
Viewed 36 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1800 sq. ft.
Exceptional! 5/5
(57 reviews)
avg/night
57
Viewed 55 times in the last 48 hours
Premier Partner
  • 3 BR Apartment
  • 2 BA
  • 1500 sq. ft.
Wonderful! 4.8/5
(10 reviews)
avg/night
10
Viewed 56 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 600 sq. ft.
Wonderful! 4.9/5
(39 reviews)
avg/night
39
Viewed 20 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
Good! 3.8/5
(5 reviews)
avg/night
5
Viewed 62 times in the last 48 hours
  • 5 BR Condo
  • 2 BA
  • 4000 sq. ft.
Wonderful! 4.9/5
(17 reviews)
avg/night
17
Viewed 26 times in the last 48 hours
  • Studio
  • 1 BA
  • 445 sq. ft.
avg/night
4
Viewed 29 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 1500 sq. ft.
Wonderful! 4.9/5
(51 reviews)
avg/night
51
Viewed 33 times in the last 48 hours
  • 4 BR Condo
  • 3 BA
  • 1800 sq. ft.
Wonderful! 4.8/5
(31 reviews)
avg/night
31
Viewed 65 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 3 BA
  • 2310 sq. ft.
Exceptional! 5/5
(80 reviews)
avg/night
80
Viewed 16 times in the last 48 hours
Premier Partner
  • 2 BR Apartment
  • 2 BA
  • 1200 sq. ft.
Excellent! 4.5/5
(19 reviews)
avg/night
19
Viewed 11 times in the last 48 hours
Premier Partner
  • 1 BR Condo
  • 1 BA
  • 1050 sq. ft.
Wonderful! 4.9/5
(70 reviews)
avg/night
70
Viewed 20 times in the last 48 hours
Premier Partner
  • 3 BR Condo
  • 2 BA
avg/night
2
Viewed 36 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1240 sq. ft.
Exceptional! 5/5
(129 reviews)
avg/night
129
Viewed 140 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • 2200 sq. ft.
avg/night
Viewed 34 times in the last 48 hours
Premier Partner
  • 3 BR Condo
  • 3 BA
  • 1650 sq. ft.
Excellent! 4.4/5
(23 reviews)
avg/night
23
Viewed 36 times in the last 48 hours
Premier Partner
  • 2 BR Condo
  • 2 BA
  • 1320 sq. ft.
avg/night
4
Viewed 63 times in the last 48 hours
  • 4 BR House
  • 2 BA
  • Separate Toilet
  • 2000 sq. ft.
avg/night
Viewed 31 times in the last 48 hours
  • 3 BR Apartment
  • 3 BA
  • 1619 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 69 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1500 sq. ft.
Wonderful! 4.8/5
(65 reviews)
avg/night
65
Viewed 25 times in the last 48 hours
Premier Partner
  • 1 BR Condo
  • 1 BA
avg/night
2
Viewed 30 times in the last 48 hours
Premier Partner
  • 1 BR Condo
  • 1 BA
avg/night
1
Viewed 56 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
avg/night
1
Viewed 28 times in the last 48 hours
  • 3 BR Condo
  • 2 BA
  • 1500 sq. ft.
Wonderful! 4.9/5
(62 reviews)
avg/night
62

Holiday Accommodation Chicago (300+)