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!

Narrow Results

Oak Bluffs: Houses, Cottages & More (235)

  • 1 - 30 of 235
    • 5 BR
    • 2 BA
    • Sleeps 10
    8
    Request to Book View Details
    24 hrs Confirmation within 24 hours
      • 5 BR
      • 5 BA
      • Sleeps 15
      3
        • 9 BR
        • 7 BA
        • 2 HF BA
        • Sleeps 24
        3
          • 2 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 8
            • 4 BR
            • 4 BA
            • Sleeps 9
            17
              • 5 BR
              • 2 BA
              • Sleeps 10
              3
              Request to Book View Details
              24 hrs Confirmation within 24 hours
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                  • 4 BR
                  • 2 BA
                  • Sleeps 9
                  2 Reviews
                  Request to Book View Details
                  24 hrs Confirmation within 24 hours
                    • 4 BR
                    • 2 BA
                    • Sleeps 8
                    10
                    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
                          • 5 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 9
                          8
                          Request to Book View Details
                          24 hrs Confirmation within 24 hours
                            • 3 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 9
                            2 Reviews
                            Request to Book View Details
                            24 hrs Confirmation within 24 hours
                              • 5 BR
                              • 2 BA
                              • Sleeps 13
                              24
                              Request to Book View Details
                              24 hrs Confirmation within 24 hours
                                • 3 BR
                                • 1 BA
                                • 1 HF BA
                                • Sleeps 7
                                7
                                Request to Book View Details
                                24 hrs Confirmation within 24 hours
                                  • 7 BR
                                  • 6 BA
                                  • Sleeps 14
                                  8
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    6
                                      • 3 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      8
                                      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
                                          • 4 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          6
                                          Request to Book View Details
                                          24 hrs Confirmation within 24 hours
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            16
                                            Request to Book View Details
                                            24 hrs Confirmation within 24 hours
                                              • 3 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              9
                                              Request to Book View Details
                                              24 hrs Confirmation within 24 hours
                                                • 2 BR
                                                • 1 BA
                                                • 1 HF BA
                                                • Sleeps 4
                                                1 Review
                                                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
                                                    • 4 BR
                                                    • 6 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    1 Review
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 8
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        Request to Book View Details
                                                        24 hrs Confirmation within 24 hours
                                                          • 4 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 12
                                                              2 Reviews
                                                              Request to Book View Details
                                                              24 hrs Confirmation within 24 hours
                                                              • 1 - 30 of 235
                                                               

                                                              Recent Oak Bluffs Reviews

                                                              So convenient to everything!

                                                              5 of 5
                                                              I've stayed at this house, off and on, for many years now. You can't beat the location. The owners are fantastic to work with and so responsive. Last time we visited, we didn't even bother with a car (and the ferry was booked anyway). We would hop over to the beach, and then we would head back to the house for lunch. Later we walked into town to grab dinner. There was a mix of adults and kids in our party and it all worked out well. Some shopping, some explored, some went to the park to fly kites, play tennis, shoot hoops. It's all there. We did take our bikes over and that was great. The house has everything, is clean and uncluttered. It's nice to have linens included, so we didn't have to bring those over. Can't wait to come back! Almost don't want to share it because I want to keep this find all to myself!
                                                              • Submitted: Mar 28, 2016
                                                              • Stayed: Jun 2015

                                                              Perfect!

                                                              4 of 5
                                                              This was the perfect place for our first trip to the Vineyard. Close to Oak Bluffs, water to hang out on, and a short walk to the beach. We will be back!
                                                              • Submitted: Nov 19, 2015
                                                              • Stayed: Oct 2015

                                                              A Beautiful Fall Weekend at Camp Canonicus

                                                              5 of 5
                                                              We spent a long weekend in early November at Camp Canonicus. As soon as we walked into the house, we were blown away at how charming and spacious it was. Photos cannot do it justice. The home had beautiful architectural details, was extremely clean, lovingly decorated, had a well-stocked kitchen with all the cooking tools we could need, and had ample space for our family of 8. Just steps away from the beach, the views were amazing and the plethora of balconies and porches from which to watch the sun rise and set was an added bonus. We even brought our dog, who had the time of her life hanging out with the family and exploring the island. We could walk to town or to the beach, which was awesome, and had public transportation just a few blocks away for those who didn't bring cars. The house was beautiful and the owner, Jim, was quickly responsive to any and all inquiries. The one and only drawback of this house is that there is no bathroom on the second floor, but that's just something to consider if you have anyone who has a tough time with stairs. Despite that, I would certainly recommend this property to anyone and would not hesitate to rent it again next year!
                                                              • Submitted: Nov 11, 2015
                                                              • Stayed: Nov 2015