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Chicago Rentals(118)

118 Results
$625 - $1,253
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(116)
$260 - $450
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(196)
$415 - $875
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(105)

Why HomeAway?

We're the leader in vacation rentals
More than one million listings worldwide
Experienced property owners or managers
Average five years in the business
$625 - $1,235
per night
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(52)
$625 - $1,235
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(11)
$550 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(51)
$550 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night minimum stay
(34)
$260 - $450
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(10)
$185 - $269
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(29)
$149 - $199
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
(23)

Why HomeAway?

We help you travel with confidence
Every listing guaranteed against fraud
We offer a best price guarantee
No booking fees and low online prices
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(12)
$225 - $925
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(80)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
6 night minimum stay
(12)
$225 - $925
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 8
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
(43)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
1 Review
$250 - $275
per night
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night minimum stay
(19)
  • 4 BR,
  • 1 BA,
  • Sleeps 8
3 night minimum stay
(8)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 Review
$429 - $479
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(25)
$429 - $479
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(31)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
27 - 30 night minimum stay
$199 - $229
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(33)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night minimum stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 30
2 night minimum stay
1 Review
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Recent Chicago Reviews

Awesome Location and Perfect Unit

5 of 5
Great unit, great location and perfect stay. I took a group of friends for another friend's bday and this unit fit all 8 of us perfectly. The beds were great and the bathrooms fit all of us. I'd recommend this place to any one looking for a Chicago get away. I'll be back!
  • Submitted: Jan 8, 2015
  • Stayed: May 2014

New Year's Celebration

5 of 5
What a view! Beautiful place - convenient to everything - owners are fantastic with communication and promptness. We will be back again. Grocery store right downstairs, a Whole Foods a few blocks away made cooking dinner easy - and eating at the table with that view with the fireplace going was the best. Thank you!
  • Submitted: Jan 6, 2015
  • Stayed: Dec 2014

PERFECT!

5 of 5
We stayed here for 5 nights. It could not have been a better place. The views were stunning! You can see the Lake from the living rooms windows. The beds were very comfortable. The building was in a perfect location. Walk to the Magnificent Mile- Just a block over. The Chicago river you can see peaking out between buidlings from the balacony and Short walk to all the river cruises locations (10 minutes). The red line is right across the street from the building so public transpoert is super easy. The grocery store downstairs made it easy to eat some meals in while we took in the view. Simply a brilliant stay. I will stay here any time I find myself back in Chicago!
  • Submitted: Dec 3, 2014
  • Stayed: Oct 2014