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Chicago Vacation Rentals with Online Payment(182)

182 Results
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3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
    (3)
    Book it Now!
    3 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (3)
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      3 - 7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (3)
        Book it Now!
        3 - 4 night minimum stay
        • 1 BR,
        • 1 BA,
        • Sleeps 2
          Book it Now!
          3 - 7 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 6
            Book it Now!
            3 - 7 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 6
              Book it Now!
              2 - 30 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 22
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                3 - 4 night minimum stay
                • 5 BR,
                • 5 BA,
                • Sleeps 14
                  Book it Now!
                  3 night minimum stay
                  • 3 BR,
                  • 1 BA,
                  • Sleeps 8
                    Book it Now!
                    3 night minimum stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 3
                      3 night minimum stay
                      • 4 BR,
                      • 2 BA,
                      • Sleeps 10
                        (12)
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (17)
                          2 - 3 night minimum stay
                          • 6 BR,
                          • 5 BA,
                          • Sleeps 11
                            (19)
                            Book it Now!
                            2 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 8
                              (5)
                              2 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 6
                                2 night minimum stay
                                • 5 BR,
                                • 3 BA,
                                • Sleeps 12
                                  (28)
                                  Book it Now!
                                  3 night minimum stay
                                  • 4 BR,
                                  • 4 BA,
                                  • Sleeps 14
                                    (3)
                                    $159 - $349
                                    per night
                                    Book it Now!
                                    3 - 5 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                      1 Review
                                      Book it Now!
                                      3 night minimum stay
                                      • 1 BR,
                                      • 1 BA,
                                      • Sleeps 4
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                                        3 - 4 night minimum stay
                                        • 1 BR,
                                        • 1 BA,
                                        • Sleeps 2
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (12)
                                            30 night minimum stay
                                            • 4 BR,
                                            • 2 BA,
                                            • Sleeps 10
                                              (10)
                                              $600 - $800
                                              per night
                                              Book it Now!
                                              4 - 5 night minimum stay
                                              • 4 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                                3 - 4 night minimum stay
                                                • 3 BR,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                  (3)
                                                  3 night minimum stay
                                                  • 4 BR,
                                                  • 2 BA,
                                                  • Sleeps 10
                                                    1 Review
                                                    Book it Now!
                                                    3 night minimum stay
                                                    • 1 BR,
                                                    • 1 BA,
                                                    • Sleeps 4
                                                      1 Review
                                                      27 - 30 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 4
                                                        Book it Now!
                                                        4 night minimum stay
                                                        • 2 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                          (25)
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                                                          Recent Chicago Reviews

                                                          Immaculate!!!

                                                          5 of 5
                                                          What an amazing couple of weeks we had at the ALMI - a property that meet the highest expectations, in the heart of River North! Close to restaurants, Magnificent Mile, Red Line metro to Wrigley and Cellular Field, walking to Millenium Park and Grant Park - it does not get much better! The views from the apartment are great, we saw both sun rise and sun set, and could watch Navy Pier fireworks from the balcony! Jewel Osco at Grand and State supplied us with the best food, and if we needed something small, there is always CWS around the corner. We strongly recommend this property and renter, best ever - only reason to hold back on positive reviews would be that we want to come back, and then the rest of you would have booked this star property! Truly, this is the best!
                                                          • Submitted: Jul 28, 2014
                                                          • Stayed: Jul 2014

                                                          One Week at the Leavitt Vacation Apartment

                                                          5 of 5
                                                          My wife and child stayed at Carl's Leavitt Vacation Apartment for one glorious week in mid July. I lived in Lincoln Square when I met my wife and it was our anniversary week we stayed at Carl's second floor walk up. We felt at home immediately. We went to all our favorite spots in Lincoln Square and found some new hangouts too. We cooked and did laundry, just like we lived there. It was so cozy and homey and we will return next year for our 10th anniversary. Thanks Carl
                                                          • Submitted: Jul 25, 2014
                                                          • Stayed: Jul 2014

                                                          Wish I lived like this in real life!

                                                          5 of 5
                                                          Even though I only used one bedroom of this massive two-bedroom apartment (my travel partner cancelled at the last minute), I was happy to spend more time on the comfy couch looking at the amazing view than out in the biting winter wind. We use a lot of vacation rentals and this was one of the top performers in terms of comfort, amenities, accessibility, and nice little touches. Good work, and I'll recommend this to anyone visiting Chicago!
                                                          • Submitted: Mar 3, 2014
                                                          • Stayed: Dec 2013