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Massachusetts: Houses, Condos & More (114)

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    • 4 BR
    • 4 BA
    • Sleeps 8
    8
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      • 5 BR
      • 5 BA
      • 1 HF BA
      • Sleeps 12
      24
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        • 6 BR
        • 4 BA
        • 1 HF BA
        • Sleeps 12
        13
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          • 6 BR
          • 3 BA
          • 1 HF BA
          • Sleeps 14
          22
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          Special Offer! Includes round trip ferry reservation for one auto July 2 - August 31
            • 5 BR
            • 5 BA
            • Sleeps 10
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              • 5 BR
              • 3 BA
              • 2 HF BA
              • Sleeps 10
              11
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                • 8 BR
                • 6 BA
                • 1 HF BA
                • Sleeps 20
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                  • 8 BR
                  • 5 BA
                  • Sleeps 15
                  6
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                    • 5 BR
                    • 3 BA
                    • 2 HF BA
                    • Sleeps 13
                    7
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                      • 4 BR
                      • 3 BA
                      • Sleeps 12
                      9
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                        • 7 BR
                        • 6 BA
                        • 1 HF BA
                        • Sleeps 16
                        5
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                          • 8 BR
                          • 6 BA
                          • 2 HF BA
                          • Sleeps 16
                          10
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                          Special Offer! 15% off July 9-16 Due to Cancellation, Special Sept/Oct Rate July 9 - July 16
                            • 9 BR
                            • 5 BA
                            • 1 HF BA
                            • Sleeps 19
                            20
                              • 5 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 16
                              20
                                • 7 BR
                                • 5 BA
                                • 2 HF BA
                                • Sleeps 12
                                  • 9 BR
                                  • 7 BA
                                  • Sleeps 32
                                    • 11 BR
                                    • 7 BA
                                    • 1 HF BA
                                    • Sleeps 24
                                    3
                                      • 5 BR
                                      • 7 BA
                                      • Sleeps 20
                                        • 3 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        10
                                        Special Offer! Early Summer 6 day special from June 27- July 2 2016 June 27 - July 2
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 16
                                          5
                                            • 9 BR
                                            • 5 BA
                                            • Sleeps 20
                                            16
                                              • 9 BR
                                              • 3 BA
                                              • 1 HF BA
                                              • Sleeps 20
                                              10
                                                • 6 BR
                                                • 6 BA
                                                • 3 HF BA
                                                • Sleeps 12
                                                4
                                                  • 5 BR
                                                  • 3 BA
                                                  • Sleeps 16
                                                    • 6 BR
                                                    • 5 BA
                                                    • 2 HF BA
                                                    • Sleeps 12
                                                      • 4 BR
                                                      • 4 BA
                                                      • 1 HF BA
                                                      • Sleeps 12
                                                      7
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                                                        • 7 BR
                                                        • 4 BA
                                                        • Sleeps 12
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                                                          • 4 BR
                                                          • 5 BA
                                                          • 2 HF BA
                                                          • Sleeps 8
                                                          3
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                                                            • 5 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 11
                                                            12
                                                              • 5 BR
                                                              • 6 BA
                                                              • 2 HF BA
                                                              • Sleeps 16
                                                              • 1 - 30 of 114
                                                               

                                                              Recent Massachusetts Reviews

                                                              The PERFECT setting for our September wedding!

                                                              5 of 5
                                                              My wife and I rented this property for a week and had our wedding during our stay. We put our entire wedding party in the house and even had our rehearsal dinner there. I could write a long essay about why this was the perfect venue for every aspect of our trip, our rehearsal dinner, our wedding, our reception. From what I understand a lot of people use barn for any of the above activities but with the perfect fall MV weather we did not want a roof over our head. With prior permission we used the expansive yard. We used the small green opening to the right of the house (when looking towards it from the circle drive) with a wooded backdrop for our pre-ceremony cocktail our and our ceremony. We used the patio and grassy area to the left of the house for our cocktail hour (complete with raw bar) and we used the large flat grassy area behind (and to the left) of the home for the dinner/reception. It was perfect and amazing. The expansive and diverse grounds give you plenty of photo ops and our photographers were floored by everything - we made their "best of" post and constantly got compliments on how great the venue was. Can't say enough great things. Of course, last but not least, Darren was really wonderful to work with and really went above and beyond. Thank you very much! Chris & Crystal
                                                              • Submitted: Feb 12, 2016
                                                              • Stayed: Sep 2015

                                                              ACK Christmas Stroll

                                                              5 of 5
                                                              This was our first trip to Nantucket for Christmas Stroll & our first time at Pilgrim's Bliss. What a wonderful experience. The house made you feel like you had come home the minute you walked in the door. Every convenience & amenity was thought of (my personal favorite was the bathrobes!!). An absolutely magical experience. We would love to come back again.
                                                              • Submitted: Dec 18, 2015
                                                              • Stayed: Dec 2015

                                                              Great stay on Chappy

                                                              4 of 5
                                                              We came to Martha's Vineyard for our wedding and a bit of a pre-wedding vacation. We booked this property because it offered all of the amenities we wanted - heated pool, jacuzzi, and most importantly space for the 16 people we planned to have stay with us in the run up to our wedding. The place fit the bill. When we arrived we were pleased to find the home was as described. The property had plenty of room to relax and enjoy our time on the island. The beds were comfortable, the pool was the perfect temperature, and the landscape and art work throughout made for an enjoyable place to spend time. While many spent their days sitting by the pool and soaking up rays, others got out to explore not only the beautiful beaches of Chappy but also other parts of Martha's Vineyard. The ferry, which is the only way to access this property, runs on a very convenient schedule and is a short five minute ride. As mentioned, we were there for our wedding. We had a clambake on the property for our "rehearsal dinner." There is a side yard that was perfect for the event and other than adding some lighting to the area, we simply set up tables and had our party, which everyone thought was amazing. A couple of notes if you plan to book this property: 1) get your provisions before getting on the ferry as there are no stores on Chappy; 2) many of the rooms have bunk beds or two beds in the room, so plan accordingly; 3) there is a noise ordinance on Chappy that is strictly enforced so plan on quiet time after 10 pm; 4) though the property is large, there are neighbors and you will want to respect their privacy. A family or two renting this property will not be disappointed and it will be a relaxing vacation to remember.
                                                              • Submitted: Nov 29, 2015
                                                              • Stayed: Aug 2015