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Massachusetts Ocean Vacation Rentals Vacation Rentals(3,834)

3,834 Results
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7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
    (27)
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    2 - 7 night minimum stay
    • 4 BR,
    • 2 BA,
    • Sleeps 8
      (47)
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      3 - 8 night minimum stay
      • 4 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 9
        (34)
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        2 - 7 night minimum stay
        • 5 BR,
        • 3 BA,
        • Sleeps 10
          (26)
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          2 - 7 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 6
            (15)
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            3 - 7 night minimum stay
            • 3 BR,
            • 1 BA,
            • Sleeps 6
              (56)
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              3 - 7 night minimum stay
              • 4 BR,
              • 2 BA,
              • Sleeps 10
                (11)
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                3 night minimum stay
                • 1 BR,
                • 1 BA,
                • Sleeps 4
                  (15)
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                  3 - 7 night minimum stay
                  • 4 BR,
                  • Sleeps 8
                    (8)
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                    2 - 3 night minimum stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 2
                      (8)
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                      1 - 7 night minimum stay
                      • 5 BR,
                      • 5 BA,
                      • 1 HF BA,
                      • Sleeps 10
                        (7)
                        $1,000 - $1,400
                        per night
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                        6 - 7 night minimum stay
                        • 4 BR,
                        • 3 BA,
                        • 1 HF BA,
                        • Sleeps 14
                          (7)
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                          1 - 7 night minimum stay
                          • 4 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
                            (7)
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                            3 - 7 night minimum stay
                            • 4 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 8
                              (10)
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                              3 - 7 night minimum stay
                              • 2 BR,
                              • 1 BA,
                              • Sleeps 5
                                (32)
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                                7 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  (7)
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                                  2 - 7 night minimum stay
                                  • 5 BR,
                                  • 2 BA,
                                  • Sleeps 10
                                    (6)
                                    2 - 7 night minimum stay
                                    • 6 BR,
                                    • 4 BA,
                                    • 1 HF BA,
                                    • Sleeps 17
                                      (10)
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                                      7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 8
                                        (6)
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                                        2 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 8
                                          (4)
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                                          2 - 3 night minimum stay
                                          • 1 BR,
                                          • 1 BA,
                                          • Sleeps 2
                                            (6)
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                                            7 - 14 night minimum stay
                                            • 3 BR,
                                            • 3 BA,
                                            • Sleeps 8
                                              (6)
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                                              3 - 7 night minimum stay
                                              • 7 BR,
                                              • 6 BA,
                                              • 1 HF BA,
                                              • Sleeps 16
                                                (5)
                                                3 - 7 night minimum stay
                                                • 5 BR,
                                                • 2 BA,
                                                • Sleeps 10
                                                  (5)
                                                  7 night minimum stay
                                                  • 4 BR,
                                                  • 3 BA,
                                                  • Sleeps 8
                                                    (5)
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                                                    7 night minimum stay
                                                    • 4 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 8
                                                      (4)
                                                      Book it Now!
                                                      7 night minimum stay
                                                      • 8 BR,
                                                      • 5 BA,
                                                      • Sleeps 14
                                                        2 Reviews
                                                         

                                                        Recent Massachusetts Reviews

                                                        GREAT VACATION AS USUAL!

                                                        5 of 5
                                                        We have been coming to the Upwind for many years now and are never disappointed. The cottage is well equipped with all the comforts of home, and we thoroughly enjoy our time here. The kitchen has everything you could possibly need for both eating and drinking including a wine fridge and glasses. The views from the upper deck, especially at sunset should not be missed. Whether we eat out at the local restaurants like The Lobster Boat or Captain Parkers or go to the local fish market and get steamers and lobsters to cook at home, we always enjoy the food. Taking in a Cape Cod League ballgame is always on our agenda as well as a whale watch out of P-town. We would highly recommend staying here. We are already planning on returning next year!
                                                        • Submitted: Jul 25, 2014
                                                        • Stayed: Jul 2014

                                                        UNEQUALED ACCOMIDATIONS

                                                        5 of 5
                                                        My family and i have been coming to the vineyard for the last 12 years, and this home by far has been the most comfortable place that we have stayed, with the main living and dinning area being spacious and inviting. This home is a true piece of art, with Impeccable stone work, and craftsmanship throughout. This home accommodated 12 people with ease, with everyone having there own privacy. The house has two main level which is accessible by stairs and elevator, and almost every room is equipped with its very own entertainment system. The grounds are meticulously kept with numerous types of plants and trees, which is situated on a large private lot. This home is centrally placed between vineyard heaven and oaks bluff (5-10 min to each), and 15 min from Edgartown. I would highly recommend this home to anyone that is interested in staying on the vineyard.
                                                        • Submitted: Jul 22, 2014
                                                        • Stayed: Jul 2014

                                                        BEST TRIP TO BOSTON YET!

                                                        5 of 5
                                                        I am so happy that we found this apartment! We have stayed in Boston various times, but always in a hotel. Staying in an apartment in the North End was the best experience we have ever had. We could walk everywhere and see everything. The apartment was just the right size for two adults and two preteen boys. And having a kitchen was so helpful when trying to not spend so much money on food. The apartment was clean and in good condition. It was quiet even on a Friday night when the North End was hopping with crowds of people roaming around. We felt safe and got to know the neighborhood pretty quickly. The owners were very helpful and flexible about our check in time since we drove 12 hours to get to Boston. We will definitely be using this apartment again when we visit Boston. I have to say that we were spoiled by having such great amazing food, activities and history so close. We definitely will miss our nightly walk to Mike's for dessert!
                                                        • Submitted: Jul 17, 2014
                                                        • Stayed: Jul 2014