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Shelter Island Pet Friendly Vacation Rentals(38)

38 Results
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
    (9)
    Book it Now!
    3 - 14 night minimum stay
    • 4 BR,
    • 4 BA,
    • 1 HF BA,
    • Sleeps 10
      1 Review
      Book it Now!
      14 - 30 night minimum stay
      • 3 BR,
      • 2 BA,
      • Sleeps 8
        Book it Now!
        • 5 BR,
        • 3 BA,
        • Sleeps 10
          Book it Now!
          • 3 BR,
          • 3 BA,
          • Sleeps 7
            Book it Now!
            • 3 BR,
            • 2 BA,
            • 1 HF BA,
            • Sleeps 8
              2 Reviews
              Book it Now!
              2 night minimum stay
              • 4 BR,
              • 2 BA,
              • 1 HF BA,
              • Sleeps 8
                2 Reviews
                Book it Now!
                6 - 28 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 8
                  1 Review
                  3 - 14 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 6
                    (7)
                    3 - 7 night minimum stay
                    • 5 BR,
                    • 4 BA,
                    • Sleeps 10
                      (4)
                      30 - 31 night minimum stay
                      • 5 BR,
                      • 4 BA,
                      • 1 HF BA,
                      • Sleeps 6
                        1 Review
                        14 night minimum stay
                        • 3 BR,
                        • 1 BA,
                        • Sleeps 3
                          7 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • Sleeps 8
                            Book it Now!
                            7 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 8
                              Book it Now!
                              3 - 7 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • Sleeps 10
                                (5)
                                Book it Now!
                                1 - 5 night minimum stay
                                • 4 BR,
                                • 3 BA,
                                • Sleeps 8
                                  1 Review
                                  Book it Now!
                                  2 - 7 night minimum stay
                                  • 3 BR,
                                  • Sleeps 5
                                    1 Review
                                    Book it Now!
                                    7 night minimum stay
                                    • 5 BR,
                                    • 3 BA,
                                    • 1 HF BA,
                                    • Sleeps 12
                                      Book it Now!
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        1 Review
                                        7 night minimum stay
                                        • 4 BR,
                                        • 3 BA,
                                        • 1 HF BA,
                                        • Sleeps 10
                                          (5)
                                          3 - 7 night minimum stay
                                          • 3 BR,
                                          • Sleeps 8
                                            2 Reviews
                                            11 night minimum stay
                                            • 4 BR,
                                            • 3 BA,
                                            • 1 HF BA,
                                            • Sleeps 7
                                              2 - 3 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 15
                                                2 Reviews
                                                5 night minimum stay
                                                • 3 BR,
                                                • 3 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                  (9)
                                                  3 night minimum stay
                                                  • 4 BR,
                                                  • 2 BA,
                                                  • Sleeps 10
                                                    (6)
                                                    3 - 7 night minimum stay
                                                    • 4 BR,
                                                    • 3 BA,
                                                    • Sleeps 10
                                                      7 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 8
                                                        7 night minimum stay
                                                        • 5 BR,
                                                        • 4 BA,
                                                        • Sleeps 12
                                                          (4)
                                                          7 night minimum stay
                                                          • 5 BR,
                                                          • 2 BA,
                                                          • Sleeps 9
                                                            (3)
                                                            • 4 BR,
                                                            • 3 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 8
                                                              (6)
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                                                              Recent Shelter Island Reviews

                                                              Beautiful Serene Retreat

                                                              5 of 5
                                                              The pictures don't capture what a lovely and surprising home this is nor how spectacular its setting. The landscaping, the views of the creek, the subtle winningness of the architecture...a great experience. We found the house warm and artfully arranged with stylish and comfortable furniture and good artwork. The overall effect is clean and organized but in an unfussy way, plus a great kitchen that would please a serious chef, all perfect for an enlightened beach house. It was such a treat to wake up to the dreamy views of the creek after a night of restful sleep on the exceptionally comfortable king-size bed. Though the weather during our stay was great - and there is plenty to do on Shelter Island/Hamptons - at times we enjoyed just lounging around the house and deck, reading, cooking, paddling around in the canoe & kayaks...we had to motivate ourselves to leave. On the one rainy day, we were happily occupied with various fun activities in the house - playing games, exercising in the basement workout room and browsing through the wonderful selection of movies on the Roku TV system. We can only imagine how cozy it would be to huddle around the fireplace in the winter months! Meanwhile, the location - minutes from ferry, beaches, shops and restaurants - could not be more convenient. The house is an easy 5-minute drive from the famed Vine Street Café and a short ferry ride away from wineries on the North Fork and the lovely, low-key town of Sag Harbor on the South Fork. The owners are super pleasant and accommodating. They left well-written notes detailing their home and Shelter Island attractions which certainly made our lives a lot easier. This is a dream of a vacation home. We look forward to our return.
                                                              • Submitted: Sep 9, 2014
                                                              • Stayed: Aug 2014

                                                              Recommend!

                                                              5 of 5
                                                              We stayed here with a group of friends and family to relax before my sister's wedding. From the outside, it looks like a historical Victorian home, but from the inside everything is completely up to date and decorated tastefully, even a bit trendy. There are plenty of areas to lounge, but we spent most of our time on the front porch facing the water and doing a little people watching. One of the best features of the house is the location. You can walk to the beach, restaurants, the North ferry, etc. I would stay here again next summer.
                                                              • Submitted: Aug 26, 2014
                                                              • Stayed: Aug 2014

                                                              Stunning, fabulous location, GREAT HOUSE

                                                              5 of 5
                                                              What can I say except I am VERY picky when it comes to rental homes and this property is even better in person than any picture would do it justice, and it hands down beat my high expectations. Each room has been decorated in stunning furnishings, lighting, the right balance of classic and modern. The screened in porch was a great place to start the day with coffee and baked goods purchased on the island, and NOTHING beats getting on the ferry for the short crossing, its like all the stress goes away. I will for sure be renting this property again!
                                                              • Submitted: May 6, 2014
                                                              • Stayed: May 2014