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Chicago Vacation Rentals(222)

222 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
(198)
$415 - $875
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(105)
$625 - $1,235
per night
3 - 5 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(53)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 4 night minimum stay
(59)
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 - 3 night minimum stay
(134)
$625 - $1,235
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(12)
$195 - $250
per night
2 - 4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(64)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(62)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(60)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(36)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 4 night minimum stay
(32)
$550 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(51)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(26)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
(20)
$260 - $450
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(12)
$550 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night minimum stay
(34)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 24
1 - 4 night minimum stay
(39)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(29)
$276 - $925
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(25)
$255 - $300
per night
2 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 4 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(64)
$199 - $269
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(30)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(38)
$775 - $825
per night
3 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 14
3 - 4 night minimum stay
(5)
$276 - $925
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(4)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(7)
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Recent Chicago Reviews

Quality and Convenience

5 of 5
Enjoyed a nice long weekend with my family of 5. The property was clean and conveniently located to the Mag Mile shopping, restaurants, etc. The description provided in the listing matched what we found upon arrival and our overall experience. We would do this again!
  • Submitted: Mar 19, 2015
  • Stayed: Mar 2015

Clean & home comfort!!

5 of 5
The property was very clean and has the home comfort! Will definitely stay again!! Location is great also! Owner very easy to work with and quick to repond!
  • Submitted: Mar 16, 2015
  • Stayed: Mar 2015

Home sweet home...

5 of 5
I would like first to thank both Jeri &James for all supports and efforts that made our stay so easy . The condo so great and relaxing ,the location in the heart of chicago down town its near to every thing . All what u think about that can maje your stay relaxing and easy they make it avilable . For sure it will be our stay any time we visit again .
  • Submitted: Feb 24, 2015
  • Stayed: Feb 2015