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Oak Bluffs: Houses, Cottages & More (650)

  • 1 - 50 of 650
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 2
    2 Reviews
      • 4 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 8
      21
        Wonderful! 4.9/5
        (12 reviews)
        avg/night
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        12
          • 4 BR
          • 3 BA
          • 1 HF BA
          • Sleeps 8
          8
            Wonderful! 4.8/5
            (22 reviews)
            avg/night
            • Studio
            • 1 BA
            • Sleeps 4
            22
              Exceptional! 5.0/5
              (7 reviews)
              avg/night
              • 4 BR
              • 2 BA
              • Sleeps 8
              7
                Wonderful! 4.9/5
                (7 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 3
                7
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  2 Reviews
                    Excellent! 4.6/5
                    (10 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    10
                      Exceptional! 5.0/5
                      (6 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      6
                        • Studio
                        • 1 BA
                        • Sleeps 4
                        2 Reviews
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          4
                            • 2 BR
                            • 1 BA
                            • Sleeps 6
                            2 Reviews
                              • 5 BR
                              • 2 BA
                              • Sleeps 10
                              10
                                Excellent! 4.3/5
                                (16 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                16
                                  • 2 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 4
                                  2 Reviews
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 6
                                    4
                                      • 4 BR
                                      • 4 BA
                                      • Sleeps 22
                                      26
                                        Excellent! 4.7/5
                                        (7 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        7
                                          • 3 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          5
                                            • 8 BR
                                            • 5 BA
                                            • 3 HF BA
                                            • Sleeps 16
                                            8
                                              Excellent! 4.4/5
                                              (5 reviews)
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 11
                                              5
                                                Wonderful! 4.8/5
                                                (13 reviews)
                                                avg/night
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 8
                                                13
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  9
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    6
                                                      • 5 BR
                                                      • 2 BA
                                                      • Sleeps 12
                                                      2 Reviews
                                                        • 5 BR
                                                        • 5 BA
                                                        • Sleeps 10
                                                        10
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          12
                                                            Wonderful! 4.9/5
                                                            (7 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            7
                                                              Exceptional! 5.0/5
                                                              (30 reviews)
                                                              avg/night
                                                              • 6 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 14
                                                              30
                                                                • 3 BR
                                                                • 4 BA
                                                                • Sleeps 7
                                                                20
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 9
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 11
                                                                    2 Reviews
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Sleeps 9
                                                                      3
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 10
                                                                        6
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • 2 HF BA
                                                                          • Sleeps 9
                                                                          3
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 9
                                                                            18
                                                                              • 8 BR
                                                                              • 3 BA
                                                                              • Sleeps 18
                                                                              7
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                1 Review
                                                                                  • 7 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 14
                                                                                  5
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 8
                                                                                      • 6 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 14
                                                                                      2 Reviews
                                                                                        • 5 BR
                                                                                        • 6 BA
                                                                                        • Sleeps 15
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 10
                                                                                          3
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                              • 6 BR
                                                                                              • 5 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 12
                                                                                              1 Review
                                                                                                Very Good! 4.2/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                5
                                                                                                  • Studio
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 6
                                                                                                    1 Review
                                                                                                      Wonderful! 4.9/5
                                                                                                      (19 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 6
                                                                                                      19
                                                                                                      • 1 - 50 of 650
                                                                                                       

                                                                                                      Recent Oak Bluffs Reviews

                                                                                                      The house was gorgeous! Everything was updated and the house was large enough for my friends and I.

                                                                                                      5 of 5
                                                                                                      First off, our landlord was so kind and helpful. Gave perfect recommendations and accommodated our every need. Secondly, the house is easy to get to and easy to get around from (and we were car-less) Shops are a short walk away and the town is about a mile on a nice neighborhood walk. Thirdly, just the little details that the landlord provided to make our stay easier or better in some way. The bikes in the basement, the wine, the cozy soon-to-be screened-in porch, the outdoor shower, etc. This trip was great because of the house we stayed in. Period. Thanks again Paul. You were a great landlord!
                                                                                                      • Submitted: Sep 23, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Perfect in every way!

                                                                                                      5 of 5
                                                                                                      The House is exactly as promised! Clean, close to everything you want to be near. And Holly and Greg were so wonderful and helpful. We can't wait to come back!!
                                                                                                      • Submitted: Sep 21, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Amazing stay!

                                                                                                      5 of 5
                                                                                                      We had an amazing stay at the house! We rented it for our family to stay in during our wedding weekend, and we hosted a rehearsal dinner/picnic at the house. Everything was perfect, the house was immaculate, plenty of space for a large family to spread out and have their different areas to hang out. The lower level with the movie theater and shuffleboard were so much fun! My mother in law was in a wheelchair so the accessibility of the house was paramount to us and everything functioned perfectly for her. From the roll-in bathrooms to the elevator, and the spacious hallways and kitchen area. Darren, the host, was also very helpful and friendly, easy to reach in case we had any questions and very responsive if we needed help with anything. I can't wait to come back and stay here again!
                                                                                                      • Submitted: Sep 14, 2016
                                                                                                      • Stayed: Sep 2016