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Chicago Downtown Vacation Rentals Vacation Rentals(109)

109 Results
$625 - $1,253
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(110)
$260 - $450
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(188)
$415 - $875
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(103)
$625 - $1,235
per night
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(47)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(61)
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 - 5 night minimum stay
(31)
$550 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(49)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
4 night minimum stay
(42)
$550 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night minimum stay
(34)
$439
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(62)
$625 - $1,235
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
6 night minimum stay
(11)
$159 - $199
per night
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(21)
$195 - $250
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(7)
$799 - $899
per night
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 22
2 - 30 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(17)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
1 Review
$155
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
$250 - $300
per night
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(12)
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 14
(4)
$600 - $850
per night
3 - 5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 11
3 - 5 night minimum stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
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Recent Chicago Reviews

Johan Basson

5 of 5
Staying at this apartment is like living in a dream. The views are just amazing, the apartment beautiful and the location perfect. We travel very often and we know when you fond a gem and this is most certainly one of the best! Don't even think twice if you are looking at this property, book immediately and enjoy. Thank you so James and Jeri-Lou for an amazing experience. This place was even better than what it looks like on the website!
  • Submitted: Oct 6, 2014
  • Stayed: Oct 2014

Great apartment - Comfortable, Relaxing & Roomy

5 of 5
This apartment was perfect for our needs: So nice to be able to stretch out after a long meeting each day. Ours was a business trip, but I can see this as a wonderful place to stay for a pleasure trip as well.
  • Submitted: Sep 16, 2014
  • Stayed: Sep 2014

Great Apartment after climbing 44 steps!

4 of 5
We had the apartment to stay at over our wedding weekend. This is a great place in a great location, near els, stores, cabs, easy to walk to Michigan Avenue and the Loop. Well-designed, with the two smaller bedrooms separated from the master, wonderful living space. Dramatic apartment! The ad should have mentioned the 44-step climb to the apartment. My 83 year old mother-in-law made it okay, but it would have been nice to know. Other suggestions: a better equipped kitchen (spatulas, non-stick pans, etc), and more water pressure in the master bath shower. And - -- please have blinds put on the double doors to the master bedroom! The eastern sun comes streaming in early in the morning, and on the day after the wedding, we didn't need that! But - - - still a great apartment! And good hosts!
  • Submitted: Sep 11, 2014
  • Stayed: Sep 2014