Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Condos
Cottages
Estates
Hotels
Homes
Studios
Townhomes
Villas
Barns
Bungalows
Cabins
Castles
Chalets
Farmhouses
Lodges
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Chicago Condo Rentals(123)

123 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 30
2 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(5)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
(25)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(30)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
(25)
$295 - $1,295
per night
3 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 16
3 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
  • 1 BR,
  • 1 BA,
  • Sleeps 2
4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 1
3 night minimum stay
$275
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
$1,225 - $1,400
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
(5)
$5,200
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
30 night minimum stay
$350
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 night minimum stay
$139 - $225
per night
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
$195 - $495
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 night minimum stay
(6)
$4,000
per month
30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night minimum stay
(4)
$175 - $315
per night
2 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 4 night minimum stay
(18)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
30 night minimum stay
(45)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
  • 3 BR,
  • 3 BA,
  • Sleeps 3
30 night minimum stay
(21)
$149 - $225
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 night minimum stay
(10)
Advertisement
 

Recent Chicago Reviews

Across from Wrigley

5 of 5
Nicer than our own house! Chicago is a great vacation place!
  • Submitted: Oct 15, 2014
  • Stayed: Sep 2014

Outstanding!

5 of 5
We had a terrific experience! Brett was a great host, making sure we had everything we needed and checking in to make sure we made it. The location is outstanding and the garage was a nice perk (especially with two small kids). The condo had plenty of space for our family of four and was very clean and comfortable. We'll stay here again.
  • Submitted: Oct 7, 2014
  • Stayed: Oct 2014

Take in the city...

5 of 5
I visited Chicago for work and stayed at Nicole's for a few nights. I loved the views of the city - no matter where you are in the apartment you are able to enjoy the views. Building was great, and I took advantage of gym each day. In terms of location, the express bus worked really well for me. Nicole was great to work with - she kept in touch and made everything very easy. I'll definitely be staying here on my next work trip.
  • Submitted: Sep 30, 2014
  • Stayed: Aug 2014