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Poughkeepsie: Houses, Cottages & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    • 4 BR
    • 3 BA
    • Sleeps 8
    Chalet #909827vb
    1 Review
    Viewed 15 times in the last 48 hours
      Excellent! 4.7/5
      (26 reviews)
      avg/night
      • 3 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 6
      House #476448vb
      26
      Viewed 11 times in the last 48 hours
        • 1 BR
        • 1 BA
        • Sleeps 2
        Cottage #829948vb
        2 Reviews
          Wonderful! 4.8/5
          (28 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 7
          House #555841vb
          28
          Viewed 31 times in the last 48 hours
            Exceptional! 5.0/5
            (7 reviews)
            avg/night
            • 4 BR
            • 4 BA
            • 2 HF BA
            • Sleeps 8
            Villa #784294vb
            7
            Viewed 19 times in the last 48 hours
              Excellent! 4.4/5
              (7 reviews)
              avg/night
              • 4 BR
              • 4 BA
              • 1 HF BA
              • Sleeps 11
              Chateau / Country House #399990vb
              7
              Viewed 24 times in the last 48 hours
                Exceptional! 5.0/5
                (14 reviews)
                avg/night
                • 3 BR
                • 1 BA
                • Sleeps 8
                House #723340vb
                14
                Viewed 13 times in the last 48 hours
                  Wonderful! 4.9/5
                  (14 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 3
                  Cottage #622212vb
                  14
                  Viewed 24 times in the last 48 hours
                    Excellent! 4.4/5
                    (11 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    Cottage #705455vb
                    11
                    Viewed 21 times in the last 48 hours
                      avg/night
                      • 5 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 12
                      House #356407vb
                      Viewed 9 times in the last 48 hours
                        Wonderful! 4.9/5
                        (10 reviews)
                        avg/night
                        • 4 BR
                        • 3 BA
                        • Sleeps 12
                        House #474838vb
                        10
                        Viewed 5 times in the last 48 hours
                          Excellent! 4.5/5
                          (13 reviews)
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          Cottage #364176vb
                          13
                          Viewed 19 times in the last 48 hours
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Apartment #4213344
                            1 Review
                            Viewed 10 times in the last 48 hours
                              $83
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 2
                              Studio #857488vb
                              3
                              Viewed 29 times in the last 48 hours
                                Exceptional! 5.0/5
                                (9 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 8
                                House #406362vb
                                9
                                Viewed 7 times in the last 48 hours
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 7
                                  House #923122vb
                                  Viewed 9 times in the last 48 hours
                                    avg/night
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 14
                                    Farmhouse #940225vb
                                    Viewed 42 times in the last 48 hours
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 5
                                      Farmhouse #4233041
                                      3
                                      Viewed 7 times in the last 48 hours
                                        • 1 BR
                                        • 2 BA
                                        • Sleeps 4
                                        House #890542vb
                                        2 Reviews
                                        Viewed 6 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (5 reviews)
                                          avg/night
                                          • 6 BR
                                          • 3 BA
                                          • Sleeps 16
                                          House #4166332
                                          5
                                          Viewed 16 times in the last 48 hours
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                            House #4105684
                                            6
                                              • 3 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              Chateau / Country House #3777627
                                                avg/night
                                                • 3 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #823170vb
                                                4
                                                Viewed 7 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Farmhouse #3783904
                                                  3
                                                  Viewed 19 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (49 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    House #556576vb
                                                    49
                                                    Viewed 81 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (8 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      Farmhouse #678797vb
                                                      8
                                                        $84
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Bungalow #910979vb
                                                        1 Review
                                                        Viewed 8 times in the last 48 hours
                                                          avg/night
                                                          • 4 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #850800vb
                                                          2 Reviews
                                                          Viewed 24 times in the last 48 hours
                                                            Excellent! 4.5/5
                                                            (8 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 9
                                                            House #159392
                                                            8
                                                            Viewed 8 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (28 reviews)
                                                              avg/night
                                                              • Studio
                                                              • 1 BA
                                                              • Sleeps 2
                                                              House #141927vb
                                                              28
                                                              Viewed 11 times in the last 48 hours
                                                                Very Good! 4.2/5
                                                                (5 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 4
                                                                House #803268vb
                                                                5
                                                                Viewed 6 times in the last 48 hours
                                                                  Excellent! 4.4/5
                                                                  (5 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 2 HF BA
                                                                  • Sleeps 6
                                                                  Farmhouse #3592054
                                                                  5
                                                                  Viewed 7 times in the last 48 hours
                                                                    • 6 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 12
                                                                    House #642072vb
                                                                    3
                                                                    Viewed 6 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (12 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 10
                                                                      House #645971vb
                                                                      12
                                                                      Viewed 23 times in the last 48 hours
                                                                        • 5 BR
                                                                        • 3 BA
                                                                        • Sleeps 9
                                                                        House #3752672
                                                                        3
                                                                        Viewed 6 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (83 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #3008483
                                                                          83
                                                                          Viewed 14 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (8 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 9
                                                                            House #247174vb
                                                                            8
                                                                            Viewed 6 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (22 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 2 HF BA
                                                                              • Sleeps 8
                                                                              House #293560
                                                                              22
                                                                              Viewed 29 times in the last 48 hours
                                                                                Excellent! 4.5/5
                                                                                (6 reviews)
                                                                                $75
                                                                                avg/night
                                                                                • Studio
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Studio #634452vb
                                                                                6
                                                                                Viewed 6 times in the last 48 hours
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Cottage #4333257
                                                                                    Exceptional! 5.0/5
                                                                                    (43 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    Apartment #393681vb
                                                                                    43
                                                                                    Viewed 38 times in the last 48 hours
                                                                                      Excellent! 4.6/5
                                                                                      (16 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #373414vb
                                                                                      16
                                                                                      Viewed 9 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (6 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 12
                                                                                        Chateau / Country House #440498vb
                                                                                        6
                                                                                        Viewed 16 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (12 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 16
                                                                                          House #705717vb
                                                                                          12
                                                                                          Viewed 44 times in the last 48 hours
                                                                                            Excellent! 4.6/5
                                                                                            (18 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            House #231094
                                                                                            18
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #4199912
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (38 reviews)
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 3 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 18
                                                                                                House #603002vb
                                                                                                38
                                                                                                Viewed 21 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (7 reviews)
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 4 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 12
                                                                                                  House #280746
                                                                                                  7
                                                                                                  Viewed 7 times in the last 48 hours
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 2
                                                                                                    Cottage #605101vb
                                                                                                    21
                                                                                                      Exceptional! 5.0/5
                                                                                                      (37 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #497468vb
                                                                                                      37
                                                                                                      Viewed 25 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Poughkeepsie Reviews

                                                                                                      Great stay!

                                                                                                      5 of 5
                                                                                                      My husband I stayed here this past weekend with another couple. The house itself is cozy and comfy with beautiful view of the pond and property. There is ample opportunity to hike not only in the area but on the property itself. The free roaming chickens were hilarious and we made friends with Ginger the cat. Ray was nice enough to make us a huge bonfire and made sure we had everything we needed including fresh eggs! Five minute drive to town. Definitely will be returning and highly reccommend#
                                                                                                      • Submitted: Nov 20, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Beautiful Views and Convenient Location

                                                                                                      5 of 5
                                                                                                      It is hard to decide what was more beautiful, the view of the mountains from the living room or the interior of the house itself. The home was a perfect vacation rental as everything was neat, orderly and in very good condition. The fact that the home backs up to the "Rail-Trail" and allows for a wonderful walk or bike ride really made the difference in our stay. Additionally, the home's location just south of town made it possible to avoid the traffic congestion on Main St while still allowing you to be in town in under five minutes. We look forward to another visit.
                                                                                                      • Submitted: Nov 10, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Everything I hoped for!

                                                                                                      5 of 5
                                                                                                      I recently came here for a weekend retreat with my two brothers and we all loved it. The house, yard, and river are all so beautiful and peaceful. We didn't want to leave. Also, Laurie is such a pro that there wasn't a thing we needed that wasn't already there. She even came over the first night to help us set up a fire!
                                                                                                      • Submitted: Nov 3, 2016
                                                                                                      • Stayed: Oct 2016