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Chicago(240)

240 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?

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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)
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
2 - 4 night minimum stay
(55)
$625 - $1,235
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(11)
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 - 4 night minimum stay
(32)
$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)

Why HomeAway?

We help you travel with confidence
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No booking fees and low online prices
$149 - $199
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
(23)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 24
2 - 4 night minimum stay
(37)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(18)
$165 - $300
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(5)
$775 - $825
per night
3 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 14
3 - 4 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(64)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(19)
$335 - $460
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(9)
$799 - $899
per night
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(80)
$750 - $1,375
per night
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 11
2 - 3 night minimum stay
(20)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
6 night minimum stay
(12)
$139 - $249
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(6)
$439
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(64)
  • 2 BR,
  • 2 BA,
  • Sleeps 14
(5)
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Recent Chicago Reviews

Very impressed with our stay. I would recommend this place to anyone visiting Chicago.

5 of 5
We were in Chicago this past week for a wedding and stayed at Sarah's place. This location is amazing. The building is new and we had everything we needed.
  • Submitted: Jan 23, 2015
  • Stayed: Jan 2015

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

Recommended

4 of 5
Everything was just as described. No surprises. The place was clean, tidy, comfortable and great location. While the bathroom and kitchen were just fine and everything worked they are a bit small, however we cooked a full Xmas dinner and entertained nine of our family comfortably. Would recommend a larger dining table with more chairs, more than one set of bath towels and if possible provide parking stickers for convienence. Overall I would vacation here again.
  • Submitted: Jan 6, 2015
  • Stayed: Dec 2014