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Oak Bluffs: Vacation Rentals (42)

  • 1 - 30 of 42
    • 5 BR
    • 2 BA
    • Sleeps 10
    8
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      • 3 BR
      • 1 BA
      • Sleeps 6
      1 Review
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        • 8 BR
        • 5 BA
        • 3 HF BA
        • Sleeps 16
        5
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          • 5 BR
          • 5 BA
          • Sleeps 10
          3
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            • 6 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 14
            22
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            Special Offer! Reduce - 1st 2 weeks of July includes ferry tics for car July 2 - August 31
              • 3 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 6
              2 Reviews
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                • 3 BR
                • 2 BA
                • Sleeps 8
                4
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                  • 3 BR
                  • 4 BA
                  • Sleeps 7
                  17
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                    • 4 BR
                    • 2 BA
                    • Sleeps 11
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                      • 4 BR
                      • 2 BA
                      • Sleeps 8
                      4
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                        • 5 BR
                        • 2 BA
                        • Sleeps 9
                        4
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                        24 hrs Confirmation within 24 hours
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
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                          Instant Instant confirmation
                            • 4 BR
                            • 2 BA
                            • Sleeps 8
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                              • 4 BR
                              • 2 BA
                              • Sleeps 9
                              2 Reviews
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                                • 6 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 15
                                9
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                                24 hrs Confirmation within 24 hours
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  3
                                    • 6 BR
                                    • 6 BA
                                    • 2 HF BA
                                    • Sleeps 15
                                    2 Reviews
                                      • 6 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 12
                                      8
                                      Special Offer! CANCELLATION SPECIAL $1,000 DISCOUNT June 25 - July 2
                                        • 9 BR
                                        • 7 BA
                                        • 2 HF BA
                                        • Sleeps 24
                                        3
                                          • 6 BR
                                          • 2 BA
                                          • 2 HF BA
                                          • Sleeps 12
                                          6
                                            • 7 BR
                                            • 4 BA
                                            • Sleeps 14
                                            4
                                              • 5 BR
                                              • 5 BA
                                              • Sleeps 15
                                              3
                                                • 2 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 4
                                                3
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                    • 4 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 7
                                                      5
                                                      Request to Book View Details
                                                      24 hrs Confirmation within 24 hours
                                                        • 5 BR
                                                        • 2 BA
                                                        • Sleeps 10
                                                        7
                                                          • 4 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 10
                                                          4
                                                          Special Offer! 10% off June 2016 weeks - newly available. June 10 - July 2
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            4
                                                            Request to Book View Details
                                                            24 hrs Confirmation within 24 hours
                                                              • 4 BR
                                                              • 6 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              1 Review
                                                              • 1 - 30 of 42
                                                               

                                                              Recent Oak Bluffs Reviews

                                                              Wow! Highly recommend this Vineyard estate!

                                                              5 of 5
                                                              This property is gorgeous. It far surpassed our expectations. My family enjoyed sun-filled days at the pool - which has a great baja shelf for smaller children to enjoy, and relaxing evenings on the patio where we enjoyed many meals together. The outdoor spaces are beautiful and it was such a treat to enjoy dinner and wine in the outdoor dining area! The home is well appointed with every amenity you could possibly need. Lots of space to spread out, beautiful furnishings, very clean, and plenty of places to sleep. The bunk beds are amazing and so comfortable. The common areas are family-friendly and comfortable, we absolutely loved spending this trip together as a family in this home. We will never forget our time here and cannot wait to book again. The owner and caretaker were so nice, attentive, and helpful. The process was easy and smooth... 5 STARS! Highly recommend!
                                                              • Submitted: Apr 25, 2016
                                                              • Stayed: Jun 2015

                                                              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

                                                              Perfect MV home

                                                              5 of 5
                                                              We stayed in this wonderful house last summer. It's close to town, and a short walk to the Jetty Beach, which is small but perfect for the children. Lots of harbor traffic to watch, which brings some small waves to play in. The house is lovingly maintained by helpful, attentive owners. It is on a wonderfully quiet, yet convenient, street. We walked around a lot, and everyone was so friendly. Don't miss walking down E Chop Rd to watch the sunrise. Spectacular! Our family included 4 adults and 3 small children, but we were not crowded at all. There is so much space, not just in the house, but also in the surprisingly large yard. But it doesn't matter since you won't want to be anywhere but the large, comfortable porch! We typically try to vacation in a new spot each year, but we all loved this house and MV so much we wanted to go back. The highest compliment from our finicky crew!! Thank you, Lori and Mike, for an unforgettable vacation!!
                                                              • Submitted: Jan 22, 2016
                                                              • Stayed: Aug 2015