check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr
Use filters to narrow your search results!

Hillsdale: Houses, Cottages & More (574)

  • 1 - 50 of 574
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 7
    13
      • 3 BR
      • 2 BA
      • Sleeps 6
      5
        • 2 BR
        • 1 BA
        • Sleeps 4
        2 Reviews
          • 3 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 6
          15
            • 1 BR
            • 1 BA
            • Sleeps 3
            11
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 10
              8
                • 4 BR
                • 3 BA
                • Sleeps 10
                3
                  NEW!
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    1 Review
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      25
                        • 3 BR
                        • 3 BA
                        • Sleeps 10
                        3
                          • 3 BR
                          • 3 BA
                          • Sleeps 8
                            • 6 BR
                            • 5 BA
                            • Sleeps 10
                            5
                              • 4 BR
                              • 3 BA
                              • Sleeps 8
                              4
                                • 5 BR
                                • 4 BA
                                • 1 HF BA
                                • Sleeps 10
                                18
                                  • 5 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 10
                                  6
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 9
                                    8
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 8
                                      34
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 8
                                        2 Reviews
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 11
                                          9
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            7
                                              • 4 BR
                                              • 1 BA
                                              • Sleeps 8
                                                NEW!
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  7
                                                    • 3 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 10
                                                    5
                                                      • 7 BR
                                                      • 4 BA
                                                      • Sleeps 10
                                                      2 Reviews
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        2 Reviews
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          2 Reviews
                                                            • 5 BR
                                                            • 4 BA
                                                            • Sleeps 13
                                                            15
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 10
                                                              1 Review
                                                                • 3 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                19
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                    • 5 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 12
                                                                    2 Reviews
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      3
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        24
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          24
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                              • 5 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              1 Review
                                                                                • Studio
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 12
                                                                                1 Review
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 7
                                                                                  8
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    1 Review
                                                                                      NEW!
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                          • 5 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 16
                                                                                          2 Reviews
                                                                                            • 3 BR
                                                                                            • Sleeps 13
                                                                                            29
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              3
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                9
                                                                                                  • 4 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 12
                                                                                                  2 Reviews
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 6
                                                                                                    6
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 6
                                                                                                      • 1 - 50 of 574
                                                                                                       

                                                                                                      Recent Hillsdale Reviews

                                                                                                      Beautiful, super pool

                                                                                                      5 of 5
                                                                                                      This house is a wonderful vacation rental. Lots of great rooms to hang out in, especially the sun room. The kitchen is very well equipped and the pool is great - for laps, floating or just lounging around. It's very private and the owners are very nice to deal with. It's close enough to all the Berkshire activities and cultural venues if that's what you like to do.
                                                                                                      • Submitted: Aug 30, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Great house

                                                                                                      5 of 5
                                                                                                      I rented this home with my family of five. It has exceeded our expectations. It's located in a remote area with great privacy. The house was very well kept, clean, and updated. The pool was the highlight and we enjoyed spending every day in it during the warm summer days. The homeowners were very responsive and always inquired to see if we needed anything. Highly recommend this property, and looking forward to rent from here soon again!
                                                                                                      • Submitted: Aug 28, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Relaxed and comfortable house

                                                                                                      5 of 5
                                                                                                      We had a great time staying here. Being close to the lake was a great bonus, The house is clean and well appointed and we especially enjoyed a nightly visit by a doe who came into the yard nearly every evening. It's good for walking as well as close to lots of things in the Hudson valley and Berkshires. Very comfortable and relaxing.
                                                                                                      • Submitted: Aug 25, 2016
                                                                                                      • Stayed: Aug 2016