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Massachusetts: Vacation Rental Estates (50)

  • 1 - 50 of 50
Additional fees apply. Taxes may be added.
    • 6 BR
    • 4 BA
    • 1 HF BA
    • Sleeps 12
    17
      • 4 BR
      • 4 BA
      • Sleeps 8
      12
        • 5 BR
        • 3 BA
        • 2 HF BA
        • Sleeps 10
        15
          Wonderful! 4.9/5
          (31 reviews)
          avg/night
          • 5 BR
          • 5 BA
          • 1 HF BA
          • Sleeps 12
          31
            Exceptional! 5.0/5
            (34 reviews)
            avg/night
            • 6 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 14
            34
              • 6 BR
              • 5 BA
              • Sleeps 11
              1 Review
                • 7 BR
                • 6 BA
                • 1 HF BA
                • Sleeps 16
                5
                  Exceptional! 5.0/5
                  (9 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 12
                  9
                    • 7 BR
                    • 5 BA
                    • Sleeps 14
                    6
                      • 8 BR
                      • 6 BA
                      • 2 HF BA
                      • Sleeps 16
                      13
                        • 5 BR
                        • 5 BA
                        • 2 HF BA
                        • Sleeps 10
                        3
                          • 5 BR
                          • 4 BA
                          • 1 HF BA
                          • Sleeps 11
                          15
                            • 5 BR
                            • 2 BA
                            • 2 HF BA
                            • Sleeps 10
                            14
                              • 7 BR
                              • 6 BA
                              • 1 HF BA
                              • Sleeps 12
                              2 Reviews
                                • 4 BR
                                • 3 BA
                                • Sleeps 12
                                  NEW!
                                  • 6 BR
                                  • 5 BA
                                  • Sleeps 20
                                  7
                                    • 5 BR
                                    • 4 BA
                                    • 2 HF BA
                                    • Sleeps 12
                                    12
                                      • 6 BR
                                      • 4 BA
                                      • Sleeps 12
                                        Wonderful! 4.9/5
                                        (14 reviews)
                                        avg/night
                                        • 6 BR
                                        • 6 BA
                                        • Sleeps 12
                                        14
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 10
                                          4
                                            • 4 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 12
                                              • 5 BR
                                              • 3 BA
                                              • 2 HF BA
                                              • Sleeps 9
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                20
                                                  Exceptional! 5.0/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 2 BA
                                                  • Sleeps 7
                                                  9
                                                    • 6 BR
                                                    • 5 BA
                                                    • Sleeps 10
                                                    12
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 10
                                                      2 Reviews
                                                        Wonderful! 4.8/5
                                                        (12 reviews)
                                                        avg/night
                                                        • 5 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 12
                                                        12
                                                          Excellent! 4.7/5
                                                          (7 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • 1 HF BA
                                                          • Sleeps 12
                                                          7
                                                            • 5 BR
                                                            • 4 BA
                                                            • 2 HF BA
                                                            • Sleeps 10
                                                            3
                                                              Exceptional! 5.0/5
                                                              (5 reviews)
                                                              avg/night
                                                              • 9 BR
                                                              • 8 BA
                                                              • Sleeps 16
                                                              5
                                                                • 10 BR
                                                                • 9 BA
                                                                • 1 HF BA
                                                                • Sleeps 17
                                                                  • 7 BR
                                                                  • 4 BA
                                                                  • Sleeps 16
                                                                    • 8 BR
                                                                    • 7 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 18
                                                                    1 Review
                                                                      Excellent! 4.6/5
                                                                      (8 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                      8
                                                                        • 7 BR
                                                                        • 5 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 12
                                                                          • 5 BR
                                                                          • 5 BA
                                                                          • Sleeps 8
                                                                            • 5 BR
                                                                            • 5 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 10
                                                                            1 Review
                                                                              • 4 BR
                                                                              • 4 BA
                                                                              • 2 HF BA
                                                                              • Sleeps 8
                                                                              1 Review
                                                                                • 4 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                2 Reviews
                                                                                  • 3 BR
                                                                                  • 5 BA
                                                                                  • Sleeps 10
                                                                                    • 8 BR
                                                                                    • 7 BA
                                                                                    • 2 HF BA
                                                                                    • Sleeps 15
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 12
                                                                                      2 Reviews
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 14
                                                                                        1 Review
                                                                                          • 5 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 10
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 12
                                                                                            4
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 10
                                                                                              7
                                                                                                • 12 BR
                                                                                                • 10 BA
                                                                                                • Sleeps 21
                                                                                                  • 8 BR
                                                                                                  • 7 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 20
                                                                                                  1 Review
                                                                                                    • 5 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 10
                                                                                                    2 Reviews
                                                                                                      • 8 BR
                                                                                                      • 5 BA
                                                                                                      • Sleeps 14
                                                                                                      2 Reviews
                                                                                                      • 1 - 50 of 50
                                                                                                       

                                                                                                      Recent Massachusetts Reviews

                                                                                                      Perfect Wedding Venue!

                                                                                                      5 of 5
                                                                                                      My now husband and I were looking for a venue to host an intimate wedding. We had stopped here to look at the property as a potential venue during one of our vacations and immediately fell in love. The house is secluded and the property is immaculate. Being able to rent the property from Wednesday to Wednesday was perfect. It allowed us to take our time setting up for the wedding and also gave us time to relax after the festivities were over. We invited our bridal party to stay the week with us as a thank you. We had a full house the whole week but never felt overcrowded. The house is gorgeous and I would have been content if we never left the property. We were able to bring in our own vendors which was important to us because we wanted to personalize our wedding as much as we could. We received so many compliments about the wedding and the picturesque location. We had no issues and the owner was very quick to answer any questions we had. If you are looking for a relaxing getaway or a venue that will allow you to make your wedding special, this place is it.
                                                                                                      • Submitted: Sep 26, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Perfection on Nantucket

                                                                                                      5 of 5
                                                                                                      Pilgrim's Bliss is aptly named . . . the home is impeccable yet comfortable, close to town yet serene, spacious yet warm . . . we couldn't have asked for more! I rented the home for a group of 12 women and we were impressed with everything from the decor to the landscaping to the enviably outfitted kitchen! Our group so loved the back deck fireplace, and we spent hours chatting and visiting in this beautiful space. The beds were incredibly comfortable, the showers luxurious and the proximity to Steps beach and Something Natural made for easy and fun walking excursions for sandwiches and sunshine . . . so perfectly Nantucket! Working with the owner was a dream, and we can't wait to book this piece of heaven again. We had high expectations going in, and they were surpassed. Well done!
                                                                                                      • Submitted: Sep 24, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Incredible place to stay

                                                                                                      5 of 5
                                                                                                      Some college friends and I spent a long weekend at the Playhouse. It was an incredible experience. The owner and property managers were both very responsive. It's still very new - I think we were only the 6th or 7th group to rent the place, so they're working out some minor kinks, but I have no doubt that they'll be resolved soon. There was no HDMI port accessible on either TV, but the owner has said he will get a port wired soon. Highly recommended!
                                                                                                      • Submitted: Sep 19, 2016
                                                                                                      • Stayed: Sep 2016