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Chicago Vacation Rentals with Online Payment(264)

264 Results
  • 4 BR,
  • 4 BA,
  • Sleeps 14
3 night min stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 night min stay
(32)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night min stay
(9)
$169 - $199
per night
2 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
(23)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night min stay
(15)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
(6)
$140 - $220
per night
2 - 3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
2 - 3 night min stay
1 Review
$165 - $255
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night min stay
(4)
$439
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(65)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night min stay
1 Review
$500 - $1,000
per night
2 - 4 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
2 - 4 night min stay
1 Review
$229 - $249
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
(4)
$209 - $325
per night
3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
1 Review
$95 - $139
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
$90 - $149
per night
3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night min stay
$799 - $899
per night
2 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night min stay
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 22
2 - 3 night min stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night min stay
(12)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
2 Reviews
$385 - $425
per night
1 - 4 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
1 - 4 night min stay
(30)
  • 4 BR,
  • 4 BA,
  • Sleeps 12
2 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 30 night min stay
1 Review
$175 - $480
per night
3 - 4 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night min stay
(28)
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night min stay
(4)
$475 - $1,000
per night
2 - 5 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 - 5 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
(25)
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Recent Chicago Reviews

amazing

5 of 5
The place was very clean when we arrived. Tom the guy who owns is was the awesome! He provided us with extraordinary customer service and had a bunch of great recommendations for things to do and places to eat! This place is amazing and would not stay anywhere else in Chicago! Food places to check out are LA scarola for Italian, Lou malnattis for pizza, and Chicago cut for steakhouses!
  • Submitted: Apr 16, 2015
  • Stayed: Apr 2015

What a truly delightful find!!

5 of 5
It is my pleasure to recommend this property to most anyone who needs "a home away from home." My husband had serious surgery at Northwestern Hospital and our daughters traveled some distance to support us. This apartment was perfect for us girls while my husband was in the hospital. After his discharge from the hospital, my husband and I were greeted with warm hugs and delicious pastries made by our generous host - Nadiya. At that point it was just the two of us in this darling unit. Nadiya treated us like family and just looking at the picture above again - makes me homesick for it. The unit and owner are both a true delight! Thanks again for making us feel so at “home” in your home. We shall return!!!
  • Submitted: Mar 17, 2015
  • Stayed: Feb 2015

Fantastic Stay in Chicago!

5 of 5
This rental is extremely spacious and the location/view were amazing! We were able to walk to many restaurants, shops, and bars, and would've walked to much more had it not been so cold. The unit is furnished beautifully and we felt right at home. Our only complaint is that the air in the condo was extremely dry, likely due to the cold winter weather. A humidifier would bring added comfort. We look forward to returning sometime sooner than later!
  • Submitted: Mar 6, 2015
  • Stayed: Feb 2015