check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Chicago: House Rentals (83)

  • 1 - 50 of 83
Additional fees apply. Taxes may be added.
    Excellent! 4.4/5
    (5 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 10
    House #3685036
    5
    Viewed 40 times in the last 48 hours
      Exceptional! 5.0/5
      (55 reviews)
      avg/night
      • 4 BR
      • 2 BA
      • Sleeps 10
      House #595328vb
      55
      Viewed 41 times in the last 48 hours
        Wonderful! 4.9/5
        (18 reviews)
        avg/night
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 10
        House #840552vb
        18
        Viewed 48 times in the last 48 hours
          Exceptional! 5.0/5
          (19 reviews)
          avg/night
          • 4 BR
          • 1 BA
          • 2 HF BA
          • Sleeps 8
          House #776608vb
          19
          Viewed 95 times in the last 48 hours
            Excellent! 4.6/5
            (17 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 10
            House #396305vb
            17
            Viewed 27 times in the last 48 hours
              avg/night
              • 4 BR
              • 2 BA
              • 2 HF BA
              • Sleeps 20
              House #808968vb
              3
              Viewed 64 times in the last 48 hours
                • 3 BR
                • 2 BA
                • Sleeps 8
                House #885106vb
                3
                Viewed 35 times in the last 48 hours
                  Exceptional! 5.0/5
                  (5 reviews)
                  avg/night
                  • 4 BR
                  • 2 BA
                  • Sleeps 14
                  House #4135727
                  5
                  Viewed 7 times in the last 48 hours
                    Wonderful! 4.9/5
                    (39 reviews)
                    avg/night
                    • 5 BR
                    • 5 BA
                    • Sleeps 14
                    House #571144vb
                    39
                    Viewed 13 times in the last 48 hours
                      Excellent! 4.3/5
                      (28 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 10
                      House #3733046
                      28
                      Viewed 7 times in the last 48 hours
                        • 3 BR
                        • 3 BA
                        • Sleeps 9
                        House #154813
                        16
                          Exceptional! 5.0/5
                          (24 reviews)
                          avg/night
                          • 4 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 12
                          House #346917vb
                          24
                          Viewed 12 times in the last 48 hours
                            avg/night
                            • 9 BR
                            • 3 BA
                            • Sleeps 27
                            House #4171415
                            1
                            Viewed 14 times in the last 48 hours
                              Wonderful! 4.9/5
                              (9 reviews)
                              avg/night
                              • 10 BR
                              • 5 BA
                              • Sleeps 26
                              House #717983vb
                              9
                              Viewed 73 times in the last 48 hours
                                avg/night
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 10
                                House #947609vb
                                1
                                Viewed 11 times in the last 48 hours
                                  avg/night
                                  • 6 BR
                                  • 4 BA
                                  • 1 HF BA
                                  • Sleeps 10
                                  House #793962vb
                                  3
                                  Viewed 8 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (14 reviews)
                                    $97
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    House #840443vb
                                    14
                                    Viewed 16 times in the last 48 hours
                                      avg/night
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      House #4280611
                                      4
                                      Viewed 37 times in the last 48 hours
                                        avg/night
                                        • 5 BR
                                        • 3 BA
                                        • Sleeps 13
                                        House #4113905
                                        3
                                        Viewed 11 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (5 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 8
                                          House #695278vb
                                          5
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            House #925041vb
                                              • 3 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              House #4050027
                                              11
                                              Viewed 8 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (56 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 12
                                                House #376549vb
                                                56
                                                Viewed 30 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #894194vb
                                                  9
                                                  Viewed 12 times in the last 48 hours
                                                    • 3 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    House #785997vb
                                                    1
                                                      avg/night
                                                      • 6 BR
                                                      • 4 BA
                                                      • 1 HF BA
                                                      • Sleeps 15
                                                      House #910358vb
                                                      1
                                                      Viewed 52 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (68 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 24
                                                        House #475414vb
                                                        68
                                                        Viewed 13 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #202626vb
                                                          3
                                                          Viewed 10 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (13 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            House #3909716
                                                            13
                                                            Viewed 11 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (7 reviews)
                                                              avg/night
                                                              • 5 BR
                                                              • 4 BA
                                                              • Sleeps 8
                                                              House #3690213
                                                              7
                                                              Viewed 29 times in the last 48 hours
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 12
                                                                House #912859vb
                                                                  Excellent! 4.7/5
                                                                  (13 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  House #863184vb
                                                                  13
                                                                  Viewed 29 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    House #4220673
                                                                    5
                                                                      Exceptional! 5.0/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 14
                                                                      House #3656716
                                                                      6
                                                                      Viewed 90 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (15 reviews)
                                                                        avg/night
                                                                        • 7 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 30
                                                                        House #603477vb
                                                                        15
                                                                        Viewed 158 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (28 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #511839vb
                                                                          28
                                                                          Viewed 18 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                            House #4033691
                                                                            3
                                                                            Viewed 8 times in the last 48 hours
                                                                              avg/night
                                                                              • 12 BR
                                                                              • 5 BA
                                                                              • Sleeps 30
                                                                              House #4070134
                                                                              Viewed 17 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 10
                                                                                House #841744vb
                                                                                3
                                                                                Viewed 16 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 8
                                                                                  House #695285vb
                                                                                  1
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • 2 HF BA
                                                                                    • Sleeps 10
                                                                                    House #739945vb
                                                                                      • 5 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 14
                                                                                      House #798501vb
                                                                                      2
                                                                                      Viewed 6 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (25 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 10
                                                                                        House #389052
                                                                                        25
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 10
                                                                                          House #781816vb
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (10 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 7
                                                                                            House #578906vb
                                                                                            10
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              House #4331528
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                House #4277645
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  House #3864910
                                                                                                    • 9 BR
                                                                                                    • 6 BA
                                                                                                    • Sleeps 30
                                                                                                    House #4314428
                                                                                                    Viewed 71 times in the last 48 hours
                                                                                                    • 1 - 50 of 83
                                                                                                     

                                                                                                    Recent Chicago Reviews

                                                                                                    Lovely, comfortable, well equipped home in fabulous Chicago neighborhood

                                                                                                    5 of 5
                                                                                                    I would highly recommend this property to anyone visiting the Chicago area. The property was exactly as described and was very clean and well maintained. It is one of the most well equipped VRBO locations that I have ever stayed in. We cooked a full Thanksgiving dinner for six in the kitchen and had extra serving dishes, etc to spare. The beds were comfortable with plenty of extra pillows and blankets and there were plenty of towels. Bill was a wonderful host; attentive, and thoughtful without being intrusive. We were greeted with flowers, opened the buffet in the dining room to find a new tablecloth in fall colors. He even stocked the fridge and kitchen with some basic snacks. The location was excellent. We were walking distance to several good restaurants and to the el so downtown Chicago was at our fingertips. We had a rental car and were able to find convenient street parking during out entire stay. I would highly recommend this property and this property owner. We will definitely stay here again.
                                                                                                    • Submitted: Dec 2, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Excellent highly reommended

                                                                                                    5 of 5
                                                                                                    The host was very informative and welcomed us with a basket and a lot of excellent information that we used to enjoy our stay, I would highly recommend this place, clean and safe
                                                                                                    • Submitted: Dec 1, 2016
                                                                                                    • Stayed: Nov 2016

                                                                                                    Perfect friends getaway!

                                                                                                    5 of 5
                                                                                                    The house was a perfect accommodation for a group of friends, meeting from around the country, to gather and have a great weekend getaway together. We were in Chicago for a wedding and decided to make a vacation out of it and stay a couple extra nights. We definitely found the right place! It was spacious with all necessary amenities. The location could not have been better. Just a block away from great restaurants and the electric nightlife of Boystown. Also just a few blocks away from the train, which only costs $3 to get to and from the airport, if you want to save money on cab fare AND avoid rush hour traffic while you're trying to catch your flight. The owner could not have been more helpful or prompt in his response time. The house was very clean and well-kept. I couldn't recommend this location enough for anyone who wants to enjoy your vacation in Chicago like you are a resident, rather than a tourist. We are all excited to visit again as soon as possible. We also had various friends stop by during our stay and everyone commented on what a great place it was. So much better than hotel living! The owner also had no problem with us checking in early and checking out late because the house did not have a check-in the day following our stay, which was above and beyond necessary but so helpful to those of us who had 6pm departure flights with zero desire to trek around the city with luggage for 4 hours. I would highly recommend this location to any of my friends who are looking for a Chicago getaway. Can't wait to be back.
                                                                                                    • Submitted: Nov 15, 2016
                                                                                                    • Stayed: Nov 2016