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Chicago Pet Friendly Vacation Rentals with Online Payment(55)

55 Results
$195 - $250
per night
2 - 4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 4 night minimum stay
(7)
$185 - $269
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(29)
$149 - $199
per night
2 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night minimum stay
(23)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(36)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night minimum stay
(19)
$115 - $215
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(16)
$750 - $1,375
per night
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 11
2 - 3 night minimum stay
(20)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
(3)
$300 - $1,000
per night
2 - 4 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 4 night minimum stay
1 Review
$150 - $450
per night
3 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night minimum stay
(12)
$1,400
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(5)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
$235 - $995
per night
2 night minimum stay
  • 7 BR,
  • 5 BA,
  • Sleeps 22
2 night minimum stay
(15)
$2,670 - $3,420
per month
30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
30 night minimum stay
1 Review
$159
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
$1,800
per month
31 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
31 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(11)
$149 - $225
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
(12)
$999 - $1,499
per night
6 night minimum stay
  • 3 BR,
  • 5 BA,
  • Sleeps 6
6 night minimum stay
1 Review
$135 - $175
per night
1 - 2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 7
1 - 2 night minimum stay
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
(5)
$750 - $1,100
per night
3 night minimum stay
  • 6 BR,
  • 3 BA,
  • Sleeps 14
3 night minimum stay
(4)
$175 - $334
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 5 night minimum stay
(53)
$300 - $520
per night
1 - 2 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 15
1 - 2 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 6 night minimum stay
$230
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
$120 - $170
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
$219 - $239
per night
1 - 2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 2 night minimum stay
1 Review
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Recent Chicago Reviews

Great place for 2 couples to enjoy a long weekend in Chicago

5 of 5
This high rise unit had spectacular views from a large balcony that we thoroughly enjoyed! The unit was very clean and centrally located so we could easily walk to most of the places we wanted to go. We also used the smart phone app sent by the property owner/manager and it made finding the place and checking in very easy. We had a car so we arranged for parking with the unit and so we had no problems with having to leave bags somewhere before or after checkin/out.
  • Submitted: Jan 21, 2015
  • Stayed: Oct 2014

Excellent Location and Beautiful Condo!!

5 of 5
Excellent location! The condo is beautiful, the rooftop views are amazing! This is one of the best VRBO locations I have ever stayed in. We only had 2 issues - the fireplace didn't seem to work and we were paranoid of making noise for the neighbors. Signs everywhere reminded us to take off of our shoes and be quiet. For some reason this stressed me out a little but I'm sure some people need to be reminded that their floor is someone else's ceiling. Overall a great experience!
  • Submitted: Jan 21, 2015
  • Stayed: Sep 2014

Nice apartment near transit

4 of 5
The unit was clean and had all the basic necessities.Restaurants and shops are nearby. I cook while on holiday so a sharp knife would be nice also some wash cloths for the bathroom. Overall we enjoyed our first trip to Chicago and would recommend this unit.
  • Submitted: Jan 6, 2015
  • Stayed: Dec 2014