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Oak Bluffs: Long Term Vacation Rentals (644)

  • 1 - 30 of 644
    • 4 BR
    • 4 BA
    • Sleeps 22
    18
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    24 hrs Confirmation within 24 hours
      • 5 BR
      • 2 BA
      • Sleeps 10
      7
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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
          • 5 BR
          • 5 BA
          • Sleeps 15
          3
            • 3 BR
            • 2 BA
            • Sleeps 6
            7
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            24 hrs Confirmation within 24 hours
              • 6 BR
              • 6 BA
              • 2 HF BA
              • Sleeps 15
              2 Reviews
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 4
                3
                  • 7 BR
                  • 4 BA
                  • Sleeps 14
                  4
                    • 6 BR
                    • 4 BA
                    • Sleeps 14
                    2 Reviews
                      • 4 BR
                      • 4 BA
                      • Sleeps 9
                      17
                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 10
                        6
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                        24 hrs Confirmation within 24 hours
                          • 4 BR
                          • 2 BA
                          • Sleeps 9
                          2 Reviews
                          Request to Book View Details
                          24 hrs Confirmation within 24 hours
                            • 4 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 8
                              • 4 BR
                              • 2 BA
                              • Sleeps 8
                              Request to Book View Details
                              24 hrs Confirmation within 24 hours
                                • 3 BR
                                • 4 BA
                                • Sleeps 9
                                5
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                                24 hrs Confirmation within 24 hours
                                  • 2 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 7
                                  Request to Book View Details
                                  24 hrs Confirmation within 24 hours
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 7
                                    5
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                                    24 hrs Confirmation within 24 hours
                                      • 4 BR
                                      • 1 BA
                                      • 2 HF BA
                                      • Sleeps 12
                                      10
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                                      24 hrs Confirmation within 24 hours
                                        • 4 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 10
                                        4
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                                        24 hrs Confirmation within 24 hours
                                          • 2 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 4
                                          2 Reviews
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 7
                                            6
                                              • 5 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 12
                                              Request to Book View Details
                                              24 hrs Confirmation within 24 hours
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Request to Book View Details
                                                24 hrs Confirmation within 24 hours
                                                  $413
                                                  avg/night
                                                  • 4 BR
                                                  • 4 BA
                                                  • Sleeps 10
                                                  8
                                                    • 4 BR
                                                    • 1 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    6
                                                    Request to Book View Details
                                                    24 hrs Confirmation within 24 hours
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 9
                                                      11
                                                        • 4 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        2 Reviews
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 7
                                                          4
                                                          Request to Book View Details
                                                          24 hrs Confirmation within 24 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            10
                                                            Request to Book View Details
                                                            24 hrs Confirmation within 24 hours
                                                            • 1 - 30 of 644
                                                             

                                                            Recent Oak Bluffs Reviews

                                                            The Thomas Family Week in MV

                                                            5 of 5
                                                            We have stayed in this house for the past 2 years. Every year, Tamara makes sure she accommodates our family with her spacious home. We are back again summer 20216 and can't wait for our magical week together. Not only is the home spacious and rooms spread out so no one is on top of each other, the outdoor space makes for fun activities. My son enjoys the pond and huge driveway for bike riding. Just bring your family and food...Tamara's home has everything you need during your stay.
                                                            • 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

                                                            Lovely Getaway

                                                            5 of 5
                                                            We had a fantastic week at the cottage. The house is immaculate and was a perfect place for our family, including our little toddler who learned to walk the week before we arrived. He had so much fun exploring the house and yard. The house is very well equipped inside and out, including a variety of chairs, blankets and toys for the beach. Very convenient to Oak Bluffs and Vineyard Haven. We hope to return this year!
                                                            • Submitted: Dec 15, 2015
                                                            • Stayed: Jul 2015