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Chicago Vacation Rentals(64)

64 Results
$195 - $250
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(7)
$450 - $1,110
per night
3 - 5 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
(50)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(33)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(30)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(25)
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(58)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(57)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(35)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(58)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(18)
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(5)
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
2 Reviews
$159 - $279
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
1 Review
$155
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
$225 - $464
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
$135 - $255
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 5 night minimum stay
(4)
  • 3 BR,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(4)
$80 - $139
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 night minimum stay
1 Review
$80 - $149
per night
3 - 4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(12)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(5)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(12)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
30 night minimum stay
$219 - $239
per night
1 - 2 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
1 - 2 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(3)
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Recent Chicago Reviews

WOW! Spacious, Clean Condo! Amazing Views, Great Location & Walking Distance to Mag Mile Shopping!

5 of 5
We just got home from staying in a condo on the 35th floor of The Grand Plaza. (both units are similar, managed by the same company). I can't say enough good about the condo and the company that manages it! It was very clean, very spacious, very nice with great views from the balcony of The Hancock Building. The shower was wonderful, towels were thick and nice, & the beds very comfortable! It was quiet and had black out shades in the bedroom so it was dark for good, restful sleep after a busy day in the city. It was exactly as advertised. It is perfect for tourists! It is walking distance to great shopping and dining on the Magnificent Mile, Water Tower Place etc. It was super convenient to have a grocery store on the first floor of the building and parking in the building. (Parking was included which was nice). The managers were kind, efficient and helpful even allowing us to keep our car parked in the building after check out. I would highly recommend this unit and would definitely stay here again. Thank you for a great stay in Chicago! :)
  • Submitted: Nov 19, 2014
  • Stayed: Nov 2014

We always stay here!

5 of 5
When visiting downtown Chicago, two couples, including us, stay at Grand Plaza through Chicago Premier Suites. Parking in a covered is included with this beautiful condo located in the heart of North River. The el stop, if needed, is right out the front door. We are able to walk to Magnificent mile and many places of interest as well as restaurants. The furnishings and amenities are impeccable. It is a perfect getaway in the city and is more affordable a than paying for two hotel rooms. The view is unbelievable.
  • Submitted: Nov 13, 2014
  • Stayed: Nov 2014

Unbeatable

5 of 5
Everything about this apartment was superb: location, facilities in the building, furnishing and fittings in the apartment, proximity to transport, restaurants and all the important sights and activities of Chicago. The arrangements through Chicago Premier Suites were completed without a hitch (even from afar), and there was no difficulty in accessing the property even though we arrived unexpectedly late (0200hrs) due to Amtrak problems. The lobby staff were universally helpful during our stay. The apartment was clean throughout and the view from the balcony was sensational. This unit was impeccable and great value and really enhanced our impressions of Chicago. If you need two bedrooms in Chicago, look no further.
  • Submitted: Nov 8, 2014
  • Stayed: Sep 2014