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Chicago Vacation Rentals with Air Conditioning(257)

257 Results
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3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
    (110)
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    3 - 5 night minimum stay
    • 1 BR,
    • 1 BA,
    • Sleeps 4
      (184)
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      3 - 5 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (102)
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        3 - 5 night minimum stay
        • 3 BR,
        • 3 BA,
        • Sleeps 8
          (47)
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          2 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 8
            (61)
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            2 - 4 night minimum stay
            • 3 BR,
            • 1 BA,
            • 1 HF BA,
            • Sleeps 6
              (56)
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              3 - 7 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (55)
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                3 - 7 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  (58)
                  Book it Now!
                  3 - 7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (56)
                    Book it Now!
                    3 - 7 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 6
                      (35)
                      Book it Now!
                      3 - 4 night minimum stay
                      • 2 BR,
                      • 1 BA,
                      • 1 HF BA,
                      • Sleeps 6
                        (31)
                        Book it Now!
                        3 - 5 night minimum stay
                        • 2 BR,
                        • 3 BA,
                        • Sleeps 8
                          (45)
                          Book it Now!
                          2 - 5 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 8
                            (26)
                            Book it Now!
                            4 night minimum stay
                            • 2 BR,
                            • 1 BA,
                            • Sleeps 4
                              (42)
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                              3 - 7 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 6
                                (18)
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                                3 - 5 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 7
                                  (31)
                                  Book it Now!
                                  2 - 4 night minimum stay
                                  • 4 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 24
                                    (28)
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                                    1 - 3 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                      (32)
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                                      1 - 3 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 8
                                        (25)
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                                        1 - 3 night minimum stay
                                        • 4 BR,
                                        • 2 BA,
                                        • Sleeps 9
                                          (29)
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                                          1 - 3 night minimum stay
                                          • 4 BR,
                                          • 2 BA,
                                          • Sleeps 9
                                            (25)
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                                            6 night minimum stay
                                            • 1 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                              (11)
                                              3 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 6
                                                (62)
                                                Book it Now!
                                                2 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 8
                                                  (8)
                                                  $260 - $450
                                                  per night
                                                  Book it Now!
                                                  3 - 5 night minimum stay
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • Sleeps 4
                                                    (7)
                                                    3 night minimum stay
                                                    • 5 BR,
                                                    • 3 BA,
                                                    • Sleeps 13
                                                      (27)
                                                      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
                                                          (4)
                                                          Book it Now!
                                                          3 - 5 night minimum stay
                                                          • 1 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                            (6)
                                                            Book it Now!
                                                            3 - 7 night minimum stay
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • Sleeps 6
                                                              (4)
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                                                              Recent Chicago Reviews

                                                              Great Property - Great Location

                                                              5 of 5
                                                              Just finished a week's stay and loved the unit and loved the location. Steps from the subway, a grocery store and tremendous restaurants. The unit was in great shape - even very nice fluffy towels. Plan on staying here again.
                                                              • Submitted: Sep 11, 2014
                                                              • Stayed: Aug 2014

                                                              Excellent

                                                              5 of 5
                                                              We spent 5 days at Carl's rental apartment in Lincoln Square while visiting my parents who live in Albany Park. The rental was steller - exactly as described, spotless, spacious, and comfortable. The location is perfect, great for walking around and enjoying what the immediate neighborhood has to offer, and super close to the El to get anywhere else in the city. I highly recommend this unit or any others Carl has to offer. He is wonderful to deal with and made the whole process easy and non stressful. My only complaint is that I did not have a longer time to stay in Chicago! Lynn Marks
                                                              • Submitted: Sep 9, 2014
                                                              • Stayed: Aug 2014

                                                              A+++

                                                              5 of 5
                                                              Labor Day get away in the city. Nothing better than Wrigleyville in the summer. Awesome to stay in a rooftop! The apartment was nice, clean & spacious.
                                                              • Submitted: Sep 8, 2014
                                                              • Stayed: Sep 2014