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Favorite
    Viewed 24 times in the last 48 hours
    • 4 bedrooms
    • 4 bathrooms
    • 1 HF BA
    • Sleeps 8
    Favorite
      Viewed 14 times in the last 48 hours
      • 5 bedrooms
      • 3 bathrooms
      • Sleeps 10
      Favorite
        • 5 bedrooms
        • 5 bathrooms
        • 1 HF BA
        • Sleeps 10
        Favorite
          Viewed 6 times in the last 48 hours
          • 6 bedrooms
          • 6 bathrooms
          • Sleeps 12
          Favorite
            Viewed 7 times in the last 48 hours
            • 4 bedrooms
            • 2 bathrooms
            • Sleeps 8
            Favorite
              Viewed 7 times in the last 48 hours
              • 4 bedrooms
              • 4 bathrooms
              • 1 HF BA
              • Sleeps 10
              Favorite
                • 5 bedrooms
                • 5 bathrooms
                • 1 HF BA
                • Sleeps 10
                Favorite
                  • 2 bedrooms
                  • 2 bathrooms
                  • Sleeps 4
                  Favorite
                    • 4 bedrooms
                    • 2 bathrooms
                    • 2 HF BA
                    • Sleeps 6
                    Favorite
                      • 4 bedrooms
                      • 3 bathrooms
                      • 1 HF BA
                      • Sleeps 9
                      Favorite
                        • 4 bedrooms
                        • 6 bathrooms
                        • Sleeps 10
                        Favorite
                          • 4 bedrooms
                          • 4 bathrooms
                          • 1 HF BA
                          • Sleeps 9
                          Favorite
                            Viewed 6 times in the last 48 hours
                            • 4 bedrooms
                            • 2 bathrooms
                            • 1 HF BA
                            • Sleeps 8
                            Favorite
                              Viewed 13 times in the last 48 hours
                              • 5 bedrooms
                              • 5 bathrooms
                              • 1 HF BA
                              • Sleeps 14
                              Favorite
                                Viewed 22 times in the last 48 hours
                                • 8 bedrooms
                                • 6 bathrooms
                                • 2 HF BA
                                • Sleeps 16
                                Favorite
                                  • 5 bedrooms
                                  • 4 bathrooms
                                  • Sleeps 11
                                  Favorite
                                    • 5 bedrooms
                                    • 4 bathrooms
                                    • 1 HF BA
                                    • Sleeps 12
                                    Favorite
                                      • 5 bedrooms
                                      • 5 bathrooms
                                      • 1 HF BA
                                      • Sleeps 10
                                      Favorite
                                        Viewed 6 times in the last 48 hours
                                        • 3 bedrooms
                                        • 2 bathrooms
                                        • 1 HF BA
                                        • Sleeps 6
                                        Favorite
                                          • 5 bedrooms
                                          • 5 HF BA
                                          • Sleeps 10
                                          Favorite
                                            • 3 bedrooms
                                            • 1 bathroom
                                            • 1 HF BA
                                            • Sleeps 7
                                            Favorite
                                              • 5 bedrooms
                                              • 5 bathrooms
                                              • 1 HF BA
                                              • Sleeps 12
                                              Favorite
                                                Viewed 8 times in the last 48 hours
                                                • 3 bedrooms
                                                • 3 bathrooms
                                                • Sleeps 7
                                                Favorite
                                                  • 3 bedrooms
                                                  • 1 bathroom
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  Favorite
                                                    • 4 bedrooms
                                                    • 3 bathrooms
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    Favorite
                                                      • 2 bedrooms
                                                      • 1 bathroom
                                                      • Sleeps 4
                                                      Favorite
                                                        • 4 bedrooms
                                                        • 3 bathrooms
                                                        • Sleeps 9
                                                        Favorite
                                                          • 5 bedrooms
                                                          • 3 bathrooms
                                                          • Sleeps 9
                                                          Favorite
                                                            • 5 bedrooms
                                                            • 3 bathrooms
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            Favorite
                                                              • 5 bedrooms
                                                              • 5 bathrooms
                                                              • 1 HF BA
                                                              • Sleeps 10
                                                              Favorite
                                                                • 6 bedrooms
                                                                • 5 bathrooms
                                                                • 1 HF BA
                                                                • Sleeps 12
                                                                Favorite
                                                                  • 5 bedrooms
                                                                  • 4 bathrooms
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  Favorite
                                                                    Viewed 16 times in the last 48 hours
                                                                    • 8 bedrooms
                                                                    • 8 bathrooms
                                                                    • 1 HF BA
                                                                    • Sleeps 18
                                                                    Favorite
                                                                      • 3 bedrooms
                                                                      • 2 bathrooms
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      Favorite
                                                                        Viewed 7 times in the last 48 hours
                                                                        • 4 bedrooms
                                                                        • 3 bathrooms
                                                                        • Sleeps 8
                                                                        Favorite
                                                                          • 5 bedrooms
                                                                          • 5 bathrooms
                                                                          • 2 HF BA
                                                                          • Sleeps 14
                                                                          Favorite
                                                                            • 5 bedrooms
                                                                            • 5 bathrooms
                                                                            • 1 HF BA
                                                                            • Sleeps 14
                                                                            Favorite
                                                                              • 4 bedrooms
                                                                              • 2 bathrooms
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              Favorite
                                                                                • 4 bedrooms
                                                                                • 3 bathrooms
                                                                                • Sleeps 8
                                                                                Favorite
                                                                                  Viewed 5 times in the last 48 hours
                                                                                  • 4 bedrooms
                                                                                  • 2 bathrooms
                                                                                  • 1 HF BA
                                                                                  • Sleeps 8
                                                                                  Favorite
                                                                                    • 3 bedrooms
                                                                                    • 2 bathrooms
                                                                                    • Sleeps 6
                                                                                    Favorite
                                                                                      • 5 bedrooms
                                                                                      • 5 bathrooms
                                                                                      • Sleeps 12
                                                                                      Favorite
                                                                                        • 5 bedrooms
                                                                                        • 7 bathrooms
                                                                                        • Sleeps 12
                                                                                        Favorite
                                                                                          • 4 bedrooms
                                                                                          • 2 bathrooms
                                                                                          • 2 HF BA
                                                                                          • Sleeps 8
                                                                                          Favorite
                                                                                            • 4 bedrooms
                                                                                            • 1 bathroom
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            Favorite
                                                                                              Viewed 5 times in the last 48 hours
                                                                                              • 12 bedrooms
                                                                                              • 10 bathrooms
                                                                                              • Sleeps 21
                                                                                              Favorite
                                                                                                Viewed 8 times in the last 48 hours
                                                                                                • 1 bedroom
                                                                                                • 2 bathrooms
                                                                                                • Sleeps 2
                                                                                                Favorite
                                                                                                  Viewed 10 times in the last 48 hours
                                                                                                  • 6 bedrooms
                                                                                                  • 6 bathrooms
                                                                                                  • Sleeps 14
                                                                                                  Favorite
                                                                                                    • 5 bedrooms
                                                                                                    • 4 bathrooms
                                                                                                    • Sleeps 11
                                                                                                    Favorite
                                                                                                      • 4 bedrooms
                                                                                                      • 5 bathrooms
                                                                                                      • Sleeps 8
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                                                                                                      Recent Cliff Reviews

                                                                                                      Charming house in a prized location

                                                                                                      5 of 5
                                                                                                      We have rented several times at great in town homes and 37 Pilgrim is tops among our terrific choices over the years. The house is immecibly cared for and the owner and his staff work very hard to make your stay perfecto. Location is a nice walk to town and steps from the running and biking path and Steps Beach for the best sunsets on the island. We enjoyed hosting friends for dinner because the house has so much to offer with inviting grounds, great kitchen, quaint deck and beautiful family room equipped with state of the art technology. Every room is warmly appointed and follows throughout. So charming and very private. Already booked two weeks for 2017.
                                                                                                      • Submitted: Oct 13, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Honeymoon Bliss

                                                                                                      5 of 5
                                                                                                      My Husband and I spent a week of our honeymoon at this lovely cottage. We loved the location of this house, it was close to town and to the beach but very private and quiet. There is access to stairs that go down to the beach just one street over and because parking isn't permitted on that road there was hardly anyone at the beach. Swimming was fantastic, warm water and gentle waves. We loved watching the sunsets every night from the widow's walk while enjoying a glass of wine and some appy's. The view from the widow's walk is spectacular, one of the best things about this property. The cottage was really clean and everything was in well working order. We loved the historic feel of the home including the clawfoot tub upstairs and all the cool artwork and furniture throughout the house. The kitchen table was great for working on puzzles on cloudy days, the chairs were so comfy and unique. We also appreciated the abundance of towels, the awesome outdoor shower, and the backyard, and bikes. Steve was easy to correspond with and our deposit was returned shortly after our departure. We can't wait to return to this lovely cottage!
                                                                                                      • Submitted: Oct 07, 2016
                                                                                                      • Stayed: Sep 2016