check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Oak Bluffs: Houses, Cottages & More | Page 16 (300+)

  • 751 - 800 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (5 reviews)
    avg/night
    • 3 BR
    • 1 BA
    • 1 HF BA
    • Sleeps 8
    House #339105vb
    5
    Viewed 22 times in the last 48 hours
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      Cottage #750898vb
      4
      Viewed 10 times in the last 48 hours
        • 3 BR
        • 1 BA
        • Sleeps 6
        House #477060vb
        1
          • 5 BR
          • 2 BA
          • Sleeps 10
          House #3898721
          10
          Viewed 6 times in the last 48 hours
            • 3 BR
            • 1 BA
            • Sleeps 6
            House #3693185
            3
              • 5 BR
              • 2 BA
              • Sleeps 9
              Cottage #3959151
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 9
                House #392344vb
                1
                Viewed 7 times in the last 48 hours
                  • 3 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 6
                  Cabin #3798970
                  2
                    Exceptional! 5.0/5
                    (7 reviews)
                    avg/night
                    • 4 BR
                    • Sleeps 10
                    House #388509
                    7
                      • 4 BR
                      • 2 BA
                      • Sleeps 7
                      House #4041623
                        • 4 BR
                        • 3 BA
                        • Sleeps 7
                        House #488601vb
                        3
                          Excellent! 4.6/5
                          (5 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 3
                          House #3602589
                          5
                            Excellent! 4.6/5
                            (13 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 15
                            House #206482
                            13
                              • 4 BR
                              • 2 BA
                              • Sleeps 8
                              House #3898543
                              2
                                • 2 BR
                                • 1 BA
                                • Sleeps 6
                                Cottage #596040vb
                                2
                                Viewed 9 times in the last 48 hours
                                  Very Good! 4.2/5
                                  (5 reviews)
                                  avg/night
                                  • 6 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 16
                                  House #189843
                                  5
                                    avg/night
                                    • 4 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    House #553902vb
                                    2
                                    Viewed 5 times in the last 48 hours
                                      Excellent! 4.6/5
                                      (5 reviews)
                                      avg/night
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 6
                                      House #122062
                                      5
                                      Viewed 5 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (14 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 4
                                        Cottage #160992
                                        14
                                          avg/night
                                          • 5 BR
                                          • 3 BA
                                          • 2 HF BA
                                          • Sleeps 10
                                          House #736969vb
                                          Viewed 5 times in the last 48 hours
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            House #3782894
                                            1
                                            Viewed 7 times in the last 48 hours
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 7
                                              House #7068854
                                              1
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #3826760
                                                4
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #621785vb
                                                    • 4 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    House #3975372
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 7
                                                      House #656369vb
                                                      1
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #3935048
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          House #128458vb
                                                          1
                                                            Wonderful! 4.8/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            Cottage #589592vb
                                                            6
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              House #191456
                                                              10
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 10
                                                                House #668897vb
                                                                1
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  House #3842332
                                                                  3
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 9
                                                                    Cottage #617073vb
                                                                    6
                                                                      • 4 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      House #690847vb
                                                                      1
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        House #586117vb
                                                                        2
                                                                        Viewed 7 times in the last 48 hours
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 10
                                                                          House #305541vb
                                                                          4
                                                                          Viewed 6 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #328336vb
                                                                            1
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #184613vb
                                                                              1
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 2 BA
                                                                                • Sleeps 10
                                                                                House #601132vb
                                                                                2
                                                                                Viewed 5 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 5
                                                                                  Cottage #3792495
                                                                                  3
                                                                                  Viewed 8 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (8 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #121444
                                                                                    8
                                                                                      Wonderful! 4.8/5
                                                                                      (13 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 7
                                                                                      House #347615vb
                                                                                      13
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #497546vb
                                                                                        10
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Cottage #571181vb
                                                                                          1
                                                                                          Viewed 10 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            House #285376
                                                                                            1
                                                                                            Viewed 6 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (19 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 9
                                                                                              Cottage #166770
                                                                                              19
                                                                                                Wonderful! 4.9/5
                                                                                                (54 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                House #105368
                                                                                                54
                                                                                                Viewed 11 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #234002vb
                                                                                                  7
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    House #4207033
                                                                                                    3
                                                                                                    • 751 - 800 of 300+
                                                                                                     

                                                                                                    Recent Oak Bluffs Reviews

                                                                                                    Wonderful, quiet Up-Island retreat!

                                                                                                    5 of 5
                                                                                                    "Five star experience all around. This was my second time renting Dana's place. Aquinnah is a stunning summer destination and the Up-Island Treehouse was just as described. The beds were comfortable, the house was spotless and the roofeck was wonderful. We hope to return again next year!
                                                                                                    • Submitted: Nov 8, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Good place

                                                                                                    5 of 5
                                                                                                    Rented for 2 mature couples for 2 weeks. The house is perfectly maintained and the supplies in the kitchen are the best. Cleanliness is also impeccable. A 5 -10 minute drive to the beach. Wouldn't consider this a Cape Cod beach vacation not being within walking distance to the water. The neighborhood is an upscale, carefully manicured and quiet section of New Seabury.
                                                                                                    • Submitted: Oct 16, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    Beautiful, private and magical

                                                                                                    5 of 5
                                                                                                    We were so excited for our vacation to Aquinnah, dreaming about it for months and months, and our trip exceeded our expectations on every level! We arrived and were greeted with a short drive along winding, lush roads with ocean views and quaint shops and were delighted as the road led us to the "end of the island" as our kids remarked. The cottage, which was so inviting and clean, was tucked away down unpaved roads hidden on a bluff. We felt as though we were the only ones on the island. The cottage is perfectly furnished and equipped for a family, not missing a detail for a dreamy ocean retreat. Breath taking views from the kitchen and living room/sunroom with windows providing near panoramic views. The deck.... well I would have been happy sitting there all day and night. The short walk to the calm "sound" beach was magical, almost meandering and secretive until the water comes into view. A short walk down the beach and you find the clay cliffs and pure awesome views. The sunsets over this beach can be enjoyed from the house or beach, and we were delighted by each one. A very short drive to the private ocean beach and we again felt that we were the only ones on the island. A breathtaking walk up through the dunes then drops you onto a beach that we found near deserted. Picture perfect, there is no other way to describe the pristine water, sand and views from this beach. Anne and Andrew were so welcoming and lovely. They provided us just the right amount of direction and history about the island, answering our kid's incessant questions with smiles and welcoming our young golden retriever without reservation. We have traveled a great deal and we can not say enough about our magical trip to this VERY special spot, one that we hope to return to again and again.
                                                                                                    • Submitted: Oct 14, 2016
                                                                                                    • Stayed: Jul 2016