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Chicago Condo Rentals(130)

130 Results
$625 - $1,253
per night
3 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night min stay
(116)
$260 - $450
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(201)
$299 - $875
per night
2 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
(105)
$625 - $1,235
per night
3 - 4 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night min stay
(54)
  • 2 BR,
  • 1 BA,
  • Sleeps 7
2 - 3 night min stay
(137)
$500 - $1,235
per night
2 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night min stay
(15)
$550 - $1,110
per night
3 - 5 night min stay
  • 2 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night min stay
(51)
$249 - $269
per night
2 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night min stay
(30)
$260 - $450
per night
3 - 5 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night min stay
(14)
$550 - $1,110
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night min stay
(35)
$189 - $199
per night
2 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
(23)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 5 night min stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(4)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
3 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night min stay
(15)
$229 - $249
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
(5)
$240 - $480
per night
3 - 4 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night min stay
(28)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(3)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night min stay
(43)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 30 night min stay
1 Review
  • 4 BR,
  • 4 BA,
  • Sleeps 12
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 Review
$250 - $300
per night
3 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night min stay
(19)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night min stay
(25)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night min stay
(6)
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Recent Chicago Reviews

Wow........ticks all the boxes

5 of 5
We had a fabulous time in Chicago made all the more special by staying Penthouse 8 at Grand Plaza. 'It is what it says on the label' Having searched many options the owners of this one delivered excellent customer service from enquiry to end of stay. It is clear they care and go the extra mile to make your stay a memorable one. Its not often you get to ooze about something so here is my opportunity The location is perfect. For a family with teenagers and young adults it ticked every box. It gave us quick and easy access to everything - magnificent mile, restaurants, navy pier, the lake, museums and much more. Being there during Easter our children wanted to enjoy a special family roast dinner. This was possible with the fully equipped kitchen (including blenders/full crockery/glass and cutlery/roasting & serving dishes), dining table overlooking the fabulous skyline and access to groceries. With a market store right below the building, ‘The Eately’, a modern outpost featuring a range of Italian food markets just a block away and ‘Whole foods’ a couple of blocks down we were able to get all we needed including special treats. If you want to eat out there are so many options for every taste and pocket. We were surrounded by great restaurants, which were all within walking distance. Our favourites were the famous “Pizzeria Uno’, Bub City, Beatrix and West Town Bakery which served a great donut treat. There were so many restaurants to choose from. There is a cinema just a couple of blocks away so the whole families needs can be met. The penthouse itself....well were do I start....the view is spectacular……especially the incredible sunsets….wow!!! 24 hours of changing lights, colours and activity will be sure to awaken all your senses. The decor and furnishings are perfect for all tastes and couldn’t get any closer to feeling ‘at home’ inviting a cosy night in by the fire. It is clean and so well stocked with all you need including plenty of those essentials that make a real difference - shampoo, conditioner, shower gel, cleaning materials…… even spices in the kitchen. Just another indication of the attention to detail the owners consider for their guests. To add even more value the staff on reception are friendly and very helpful, especially David, with great knowledge of sightseeing If you want to be confident of a great place to stay I thoroughly recommend this Penthouse. The only negative was that our daughter is now asking how often we can return!!
  • Submitted: Apr 10, 2015
  • Stayed: Apr 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

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