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Chicago Vacation Rentals with Online Payment(156)

156 Results
$625 - $1,253
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(111)
$260 - $450
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(190)
$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
(48)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(61)
$199 - $269
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(27)
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
3 - 5 night minimum stay
(31)
  • 3 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
2 - 5 night minimum stay
(56)
  • 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)
$270 - $400
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(11)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
6 night minimum stay
(11)
$260 - $450
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(7)
$159 - $199
per night
2 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night minimum stay
(21)
  • 5 BR,
  • 3 BA,
  • Sleeps 13
3 night minimum stay
(29)
$139 - $249
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(6)
$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)
$799 - $899
per night
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
(3)
$750 - $825
per night
3 - 4 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 14
3 - 4 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 22
2 - 30 night minimum stay
1 Review
$300
per night
3 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 8
3 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(17)
$750 - $1,375
per night
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 11
2 - 3 night minimum stay
(20)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
$300 - $400
per night
1 - 2 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
1 - 2 night minimum stay
(29)
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Recent Chicago Reviews

Great location and fantastic apartment

4 of 5
We rented the apartment for our annual girls trip. The place was perfect and the location could not be beat. Everything is steps away which was wonderful since we did not want to rent a car. The apt was well stocked with everything we needed and very clean. The only downside was the two story walk up.
  • Submitted: Oct 17, 2014
  • Stayed: Sep 2014

Best place to stay in Chicago

5 of 5
Talk about location! Stayed here for a weekend and it was absolutely wonderful! Close to all that Chicago has to offer, walking distance to all the must-see attractions. So many restaurants that I didn't get a chance try. I'm re-booking for another stay next month for a girls weekend! So much better than a hotel since you get a feel for downtown living. A true gem.
  • Submitted: Oct 11, 2014
  • Stayed: Apr 2014

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