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Chicago Vacation Home Rentals(37)

37 Results
  • 5 BR,
  • 3 BA,
  • Sleeps 13
3 night minimum stay
(29)
$950 - $1,350
per night
2 - 3 night minimum stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 24
2 - 3 night minimum stay
(14)
$750 - $825
per night
3 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 14
3 - 4 night minimum stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(12)
$300 - $400
per night
1 - 2 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
1 - 2 night minimum stay
(29)
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(3)
$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
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 night minimum stay
$999 - $1,499
per night
6 night minimum stay
  • 3 BR,
  • 5 BA,
  • Sleeps 6
6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(9)
$325 - $500
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(12)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(21)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 - 2 night minimum stay
2 Reviews
$700 - $900
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(24)
$295 - $495
per night
1 - 2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 11
1 - 2 night minimum stay
(3)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
(15)
$275
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 night minimum stay
$2,800
per month
90 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
90 night minimum stay
$380 - $649
per night
2 - 4 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 4 night minimum stay
$250
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night minimum stay
$975 - $5,000
per night
  • 5 BR,
  • 4 BA,
  • Sleeps 8
1 Review
13 more choices from the HomeAway Network
$150 - $275
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 12
2 - 3 night minimum stay
(28)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
1 - 3 night minimum stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
(5)
$350 - $495
per night
3 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 7
3 - 5 night minimum stay
(5)
$300
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
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Recent Chicago Reviews

BbStar

5 of 5
This was a Great place to stay.....we had a girls weekend and started with the Fleetwood Mac concert. We met at this beautiful, spacious house on Thursday late after noon. 12 of us stayed the first night and there was PLENTY of living space for all of us. We even had a lasagna dinner on Friday, brought from home but had a set table with wine glasses, silverware and nice dishes for 12 before 4 left later Friday night. The bathrooms are beautiful, the Master shower amazing and 2 sitting rooms that gave lots of space. The owner was extreamily helpful and even the lower tenant was so sweet when we had to wake her up very late Thursday night when we locked ourselves out after the concert....do not ever turn the dead bolt on the back door....our fault! This would be an awesome place to rent during the holidays with family and see the city. Very short walk to the brown line, Lincoln square was so cute and we even walked the cute down town Andersonville, which was like being in a little Michigan city. Highly recommend this house!
  • Submitted: Oct 9, 2014
  • Stayed: Oct 2014

Great place for a extended family stay.

4 of 5
Home was very spacious and we loved the setting on the golf course/lake. Easy to get to with restaurants and stores close by. Lots of beds and bathrooms. Previous property manager very personable. Would recommend the mansion to anyone needing a large, spacious home for a week.
  • Submitted: Sep 8, 2014
  • Stayed: Aug 2014

Very Comfortable for short or long stay

4 of 5
House was very comfortable and well appointed. Near major road ways & trains to access different areas and the city of Chicago. Perfect for one night, a week end or longer term. I was there for two months and enjoyed my time there. TV systems are great as well as the internet.
  • Submitted: Aug 26, 2014
  • Stayed: Jul 2014