Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Chicago Condo Rentals(84)

84 Results
Book it Now!
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
    (109)
    Book it Now!
    3 - 5 night minimum stay
    • 1 BR,
    • 1 BA,
    • Sleeps 4
      (183)
      Book it Now!
      3 - 5 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (102)
        Book it Now!
        3 - 5 night minimum stay
        • 3 BR,
        • 3 BA,
        • Sleeps 8
          (47)
          Book it Now!
          3 - 5 night minimum stay
          • 2 BR,
          • 3 BA,
          • Sleeps 8
            (44)
            Book it Now!
            2 - 5 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 8
              (25)
              Book it Now!
              3 - 5 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 7
                (31)
                Book it Now!
                1 - 3 night minimum stay
                • 1 BR,
                • 1 BA,
                • Sleeps 4
                  (31)
                  Book it Now!
                  1 - 3 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 8
                    (25)
                    Book it Now!
                    1 - 3 night minimum stay
                    • 4 BR,
                    • 2 BA,
                    • Sleeps 9
                      (28)
                      Book it Now!
                      1 - 3 night minimum stay
                      • 4 BR,
                      • 2 BA,
                      • Sleeps 9
                        (25)
                        Book it Now!
                        6 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                          (10)
                          $260 - $450
                          per night
                          Book it Now!
                          3 - 5 night minimum stay
                          • 1 BR,
                          • 1 BA,
                          • Sleeps 4
                            (6)
                            Book it Now!
                            2 - 5 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 6
                              (21)
                              Book it Now!
                              3 - 5 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                                (3)
                                Book it Now!
                                3 - 7 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (4)
                                  4 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • Sleeps 10
                                    (28)
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      (12)
                                      3 night minimum stay
                                      • 4 BR,
                                      • 1 BA,
                                      • Sleeps 8
                                        (8)
                                        2 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 30
                                          1 Review
                                          2 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            2 Reviews
                                            2 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 30
                                              1 Review
                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 7
                                                (126)
                                                • 2 BR,
                                                • 1 BA,
                                                • Sleeps 6
                                                  1 Review
                                                  2 - 4 night minimum stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 8
                                                    (16)
                                                    2 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 4
                                                      (3)
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 30
                                                        1 Review
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 6
                                                          (5)
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            (5)
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
                                                              2 Reviews
                                                              Advertisement
                                                               

                                                              Recent Chicago Reviews

                                                              McCool

                                                              5 of 5
                                                              Beautiful location and room. High-end furnishings and great to have grocery downstairs. The only recommendation I have is maybe get some sturdier chairs/bar stools in the dining area. A few of them were a little rickety. Close to a perfect setup overall.
                                                              • Submitted: Aug 22, 2014
                                                              • Stayed: Jul 2014

                                                              Classy Hotel

                                                              5 of 5
                                                              Cute & Classy. Would recommend to stay here
                                                              • Submitted: Aug 20, 2014
                                                              • Stayed: Aug 2014

                                                              Clean well maintained

                                                              5 of 5
                                                              check in was a breeze. nice place with lots of room.
                                                              • Submitted: Aug 20, 2014
                                                              • Stayed: Aug 2014