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Chicago Long Term Condo Rentals(69)

69 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)
$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)
$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)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
3 night min stay
(3)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 5 night min stay
(15)
$249 - $269
per night
2 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night min stay
(30)
$229 - $249
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night min stay
(43)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(3)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 30 night min stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night min stay
(25)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
(33)
$250 - $300
per night
3 - 4 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night min stay
(19)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night min stay
(31)
  • 5 BR,
  • 2 BA,
  • Sleeps 16
3 night min stay
(11)
$140 - $280
per night
2 - 4 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 4 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night min stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
4 night min stay
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Recent Chicago Reviews

A wonderful place to stay

5 of 5
We really enjoyed our stay. We had 7 adults and one toddler and we were very comfortable. The town home was beautiful and clean.The location was great. A charming, safe neighborhood with great access to public transit, great restaurants, shopping, theaters, parks, etc. Bridget took very good care of us. I would definitely stay here again.
  • Submitted: Apr 22, 2015
  • Stayed: Apr 2015

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

Awesome Location and Perfect Unit

5 of 5
Great unit, great location and perfect stay. I took a group of friends for another friend's bday and this unit fit all 8 of us perfectly. The beds were great and the bathrooms fit all of us. I'd recommend this place to any one looking for a Chicago get away. I'll be back!
  • Submitted: Jan 8, 2015
  • Stayed: May 2014