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Oak Bluffs: Houses, Cottages & More (246)

  • 1 - 30 of 246
    • 3 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 6
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      • 2 BR
      • 1 BA
      • Sleeps 4
      1 Review
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        • 2 BR
        • 1 BA
        • Sleeps 4
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          • 4 BR
          • 3 BA
          • Sleeps 8
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            • 4 BR
            • 2 BA
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            • Sleeps 11
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              • 4 BR
              • 4 BA
              • Sleeps 22
              18
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                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 6
                6
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                  • 3 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 6
                  2 Reviews
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                    • 4 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 10
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                      • 5 BR
                      • 2 BA
                      • Sleeps 10
                      8
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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 June 29 - August 31
                          • 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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                              • 3 BR
                              • 4 BA
                              • Sleeps 7
                              17
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                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                7
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                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 8
                                  4
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                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 8
                                    4
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                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 11
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                                        • 5 BR
                                        • 2 BA
                                        • Sleeps 9
                                        4
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                                          • 2 BR
                                          • 1 HF BA
                                          • Sleeps 6
                                          1 Review
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                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
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                                              • 5 BR
                                              • 4 BA
                                              • Sleeps 9
                                              3
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                                                • 4 BR
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                                                • Sleeps 8
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                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 7
                                                  10
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                                                    • 4 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 10
                                                    6
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                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 9
                                                      2 Reviews
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                                                        • 6 BR
                                                        • 5 BA
                                                        • 1 HF BA
                                                        • Sleeps 12
                                                        1 Review
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                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 9
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                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            10
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                                                              • 4 BR
                                                              • 2 BA
                                                              • 2 HF BA
                                                              • Sleeps 9
                                                              3
                                                              Special Offer! July 9 - 16. $500 off last year's price July 9 - July 16
                                                              • 1 - 30 of 246
                                                               

                                                              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

                                                              Magnificent views

                                                              5 of 5
                                                              This was our first experience with an extended stay, and we could feel our blood pressure drop and heart rate slow as we walked to the back of the house and saw the view. It simply could not have been better. I can only repeat everything in Ragini P's review. The kitchen was amazingly well equipped. Our time there was magical. The owner is responsive, and so concerned that people feel at home, which we certainly did. Would highly recommend this home.
                                                              • Submitted: Dec 18, 2015
                                                              • Stayed: Aug 2015