Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
Showing 1-50 of 300+
  View Map Map
Additional fees apply. Taxes may be added.
Excellent! 4.5/5
(70 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #690239vb
70
Viewed 60 times in the last 48 hours
Excellent! 4.7/5
(52 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #445608vb
52
Viewed 67 times in the last 48 hours
Wonderful! 4.9/5
(35 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Townhome #3917584
35
Viewed 19 times in the last 48 hours
Wonderful! 4.9/5
(74 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 12
Condo #679790vb
74
Viewed 48 times in the last 48 hours
Excellent! 4.7/5
(18 reviews)
avg/night
  • Studio
  • 1 BA
  • Sleeps 2
Multiple rentals Apartment #4261388
18
Viewed 56 times in the last 48 hours
Wonderful! 4.8/5
(51 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #265424vb
51
Viewed 85 times in the last 48 hours
Wonderful! 4.8/5
(104 reviews)
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 8
Apartment #578762vb
104
Viewed 21 times in the last 48 hours
Wonderful! 4.8/5
(58 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
Apartment #3768288
58
Viewed 16 times in the last 48 hours
Wonderful! 4.9/5
(40 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #3790035
40
Viewed 56 times in the last 48 hours
Excellent! 4.7/5
(108 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Condo #222038
108
Viewed 56 times in the last 48 hours
Wonderful! 4.8/5
(54 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #290256vb
54
Viewed 31 times in the last 48 hours
Wonderful! 4.8/5
(33 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #735859vb
33
Viewed 21 times in the last 48 hours
Wonderful! 4.8/5
(27 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #3795191
27
Viewed 45 times in the last 48 hours
Wonderful! 4.9/5
(52 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #358013
52
Viewed 11 times in the last 48 hours
Excellent! 4.7/5
(42 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #3751630
42
Viewed 15 times in the last 48 hours
Exceptional! 5/5
(7 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #3645759
7
Viewed 10 times in the last 48 hours
Wonderful! 4.9/5
(9 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #4172462
9
Viewed 13 times in the last 48 hours
Wonderful! 4.8/5
(59 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #296798
59
Viewed 8 times in the last 48 hours
Wonderful! 4.9/5
(72 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #358005
72
Viewed 25 times in the last 48 hours
Excellent! 4.4/5
(16 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #836457vb
16
Viewed 14 times in the last 48 hours
Exceptional! 5/5
(35 reviews)
avg/night
  • 1 BR
  • 2 BA
  • Sleeps 2
Apartment #864022vb
35
Viewed 10 times in the last 48 hours
Excellent! 4.5/5
(83 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 10
Condo #400905vb
83
Viewed 22 times in the last 48 hours
Excellent! 4.6/5
(26 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #4146480
26
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(66 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
Apartment #627209vb
66
Viewed 18 times in the last 48 hours
Excellent! 4.5/5
(34 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #622632vb
34
Viewed 41 times in the last 48 hours
Excellent! 4.7/5
(46 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Apartment #3833362
46
Viewed 15 times in the last 48 hours
Wonderful! 4.9/5
(66 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #3720918
66
Viewed 36 times in the last 48 hours
Wonderful! 4.9/5
(27 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Apartment #894129vb
27
Viewed 44 times in the last 48 hours
Wonderful! 4.9/5
(51 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Condo #939473
51
Viewed 15 times in the last 48 hours
Excellent! 4.7/5
(46 reviews)
avg/night
  • 2 BR
  • 1 BA
  • 1 HF BA
  • Sleeps 8
Apartment #3645846
46
Viewed 30 times in the last 48 hours
Wonderful! 4.9/5
(15 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #780506vb
15
Viewed 14 times in the last 48 hours
Wonderful! 4.9/5
(66 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #374687
66
Viewed 19 times in the last 48 hours
Wonderful! 4.8/5
(29 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Apartment #870495vb
29
Viewed 25 times in the last 48 hours
Wonderful! 4.8/5
(73 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Apartment #301852vb
73
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(21 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #695418vb
21
Viewed 14 times in the last 48 hours
Excellent! 4.6/5
(12 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #4172463
12
Viewed 18 times in the last 48 hours
Very Good! 4.1/5
(15 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
House #4280611
15
Viewed 10 times in the last 48 hours
Very Good! 4.2/5
(10 reviews)
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 10
Apartment #874916vb
10
Viewed 22 times in the last 48 hours
Good! 3.8/5
(10 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #895525vb
10
Viewed 15 times in the last 48 hours
Wonderful! 4.9/5
(19 reviews)
avg/night
  • Studio
  • 1 BA
  • Sleeps 2
Condo #844695vb
19
Viewed 9 times in the last 48 hours
Wonderful! 4.9/5
(76 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #358020
76
Viewed 19 times in the last 48 hours
  • 3 BR
  • 1 BA
  • Sleeps 5
Apartment #600158vb
48
Wonderful! 4.9/5
(35 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #856957vb
35
Viewed 19 times in the last 48 hours
Exceptional! 5/5
(22 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #3627370
22
Viewed 6 times in the last 48 hours
Excellent! 4.3/5
(23 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 5
Apartment #870916vb
23
Viewed 15 times in the last 48 hours
Excellent! 4.6/5
(29 reviews)
avg/night
  • Studio
  • 1 BA
  • Sleeps 2
Apartment #742485vb
29
Viewed 29 times in the last 48 hours
Wonderful! 4.9/5
(14 reviews)
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 6
Apartment #903748vb
14
Viewed 25 times in the last 48 hours
Wonderful! 4.8/5
(47 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Apartment #3863638
47
Viewed 21 times in the last 48 hours
Wonderful! 4.9/5
(30 reviews)
avg/night
  • 4 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 12
House #840552vb
30
Viewed 7 times in the last 48 hours
Wonderful! 4.8/5
(125 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Condo #147152vb
125
Viewed 14 times in the last 48 hours

Vacation Rentals in Chicago, Illinois (300+)