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Berkshires Vacation Rentals with Pool(88)

88 Results
$700 - $860
per night
Book it Now!
3 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 11
#3474098
    (5)
    2 - 7 night minimum stay
    • 6 BR,
    • 5 BA,
    • 1 HF BA,
    • Sleeps 16
    #966432
      (6)
      Book it Now!
      2 - 5 night minimum stay
      • 4 BR,
      • 3 BA,
      • Sleeps 15
      #512619vb
        (8)
        $350 - $500
        per night
        Book it Now!
        3 - 4 night minimum stay
        • 4 BR,
        • 3 BA,
        • 1 HF BA,
        • Sleeps 8
        #3465249
          (5)
          2 - 7 night minimum stay
          • 5 BR,
          • 2 BA,
          • 2 HF BA,
          • Sleeps 12
          #985073
            (6)
            30 - 31 night minimum stay
            • 4 BR,
            • 3 BA,
            • 1 HF BA,
            • Sleeps 8
            #382742vb
              1 Review
              Book it Now!
              2 night minimum stay
              • 3 BR,
              • 2 BA,
              • Sleeps 8
              #575909vb
                1 Review
                2 - 3 night minimum stay
                • 5 BR,
                • 4 BA,
                • 1 HF BA,
                • Sleeps 10
                #333550
                  (27)
                  • 4 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 8
                  #396464vb
                    (7)
                    Book it Now!
                    7 night minimum stay
                    • 2 BR,
                    • 1 BA,
                    • 2 HF BA,
                    • Sleeps 4
                    #3747746
                      Book it Now!
                      7 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 6
                      #594642vb
                        Book it Now!
                        2 - 4 night minimum stay
                        • 4 BR,
                        • 3 BA,
                        • Sleeps 10
                        #270876
                          (30)
                          Book it Now!
                          1 - 7 night minimum stay
                          • 4 BR,
                          • 2 BA,
                          • Sleeps 12
                          #3750835
                            2 Reviews
                            2 - 5 night minimum stay
                            • 4 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 8
                            #3537906
                              1 Review
                              2 night minimum stay
                              • 4 BR,
                              • 3 BA,
                              • Sleeps 10
                              #981910
                                (6)
                                • 7 BR,
                                • 4 BA,
                                • Sleeps 14
                                #115326
                                  2 Reviews
                                  • 3 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 8
                                  #137118
                                    Book it Now!
                                    3 - 7 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 9
                                    #122527
                                      2 Reviews
                                      Book it Now!
                                      2 - 3 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 8
                                      #136078
                                        Book it Now!
                                        30 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 6
                                        #584131vb
                                          Book it Now!
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 6
                                          #586851vb
                                            2 night minimum stay
                                            • 4 BR,
                                            • 2 BA,
                                            • Sleeps 10
                                            #3497124
                                              (7)
                                              Book it Now!
                                              7 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 4
                                              #578496vb
                                                3 - 30 night minimum stay
                                                • 4 BR,
                                                • Sleeps 10
                                                #101805
                                                  (3)
                                                  Book it Now!
                                                  2 night minimum stay
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • Sleeps 6
                                                  #3724744
                                                    2 - 7 night minimum stay
                                                    • 5 BR,
                                                    • 2 BA,
                                                    • Sleeps 10
                                                    #101843
                                                      30 night minimum stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • Sleeps 6
                                                      #286975
                                                        3 night minimum stay
                                                        • 4 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 10
                                                        #3505968
                                                          3 - 6 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 8
                                                          #3595415
                                                            1 Review
                                                            2 night minimum stay
                                                            • 5 BR,
                                                            • 4 BA,
                                                            • 2 HF BA,
                                                            • Sleeps 12
                                                            #3674235
                                                               

                                                              Recent Berkshires Reviews

                                                              WONDERFUL WEEKEND.

                                                              5 of 5
                                                              This home was the perfect setting for our family to get together and celebrate the 50th anniversary of my in-laws. From boating and fishing on the lake to relaxing in the hot tub to playing darts and shooting pool, it was splendid! Some of our group took advantage of the fitness center and indoor pool, while the younger member of the family enjoyed the playground and pond area. And then there is the 65" tv which televised world cup excitement with a match between USA and Portugal. If you are looking for tranquility, this place has it. If you are looking for entertainment, this place has it. Thank you Howard, for a wonderful weekend!
                                                              • Submitted: Jun 30, 2014
                                                              • Stayed: Jun 2014

                                                              THE HOUSE WAS EXACTLY WHAT WE WERE LOOKING FOR!

                                                              5 of 5
                                                              Elegant home with space for all of us as we celebrated our boys graduation from Salisbury School. Location was perfect, close to the school and Great Barrington. Large kitchen/living space, ample bedrooms with comfortable beds, and wonderful grounds, perfectly manicured with a relaxing pool area. We would highly recommend this property
                                                              • Submitted: Jun 9, 2014
                                                              • Stayed: May 2014

                                                              NICE MEMORIAL DAY GETAWAY

                                                              5 of 5
                                                              Very nice property close enough to civilization yet far enough away to feel you're in the berkshires. House is large with great artwork and historical pieces throughout. Natural gas barbecue on porch should be used by guests. Large front and back yards, bordering stream. Great golf nearby. Perfect weekend with close friends, sleeps 8 no problem. Highly recommend, would stay again.
                                                              • Submitted: Jun 3, 2014
                                                              • Stayed: May 2014