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Shelter Island Vacation Rentals with Parking Included(89)

89 Results
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
    (9)
    14 night minimum stay
    • 6 BR,
    • 4 BA,
    • 2 HF BA,
    • Sleeps 12
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      21 night minimum stay
      • 5 BR,
      • 3 BA,
      • Sleeps 10
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        14 - 30 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 8
          7 night minimum stay
          • 3 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 4
            2 Reviews
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            2 - 3 night minimum stay
            • 6 BR,
            • 7 BA,
            • Sleeps 14
              (7)
              2 night minimum stay
              • 3 BR,
              • 3 BA,
              • Sleeps 7
                (4)
                30 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  2 Reviews
                  2 - 9 night minimum stay
                  • 4 BR,
                  • 3 BA,
                  • 2 HF BA,
                  • Sleeps 12
                    (5)
                    4 - 14 night minimum stay
                    • 4 BR,
                    • 3 BA,
                    • Sleeps 7
                      (3)
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                      14 - 30 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 8
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                        3 - 30 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 6
                          (3)
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                          3 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
                            1 Review
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                            3 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 4
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                              3 - 14 night minimum stay
                              • 5 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 9
                                1 Review
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                                2 night minimum stay
                                • 4 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  1 Review
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                                  6 - 28 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 8
                                    1 Review
                                    31 night minimum stay
                                    • 5 BR,
                                    • 4 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                      1 Review
                                      3 - 14 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 6
                                        (7)
                                        7 - 30 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          1 Review
                                          7 night minimum stay
                                          • 2 BR,
                                          • 1 BA,
                                          • Sleeps 4
                                            (3)
                                            27 - 30 night minimum stay
                                            • 4 BR,
                                            • 3 BA,
                                            • Sleeps 8
                                              3 - 31 night minimum stay
                                              • 4 BR,
                                              • 3 BA,
                                              • Sleeps 9
                                                1 Review
                                                7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (3)
                                                  2 - 7 night minimum stay
                                                  • 2 BR,
                                                  • 1 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 6
                                                    3 - 7 night minimum stay
                                                    • 5 BR,
                                                    • 4 BA,
                                                    • Sleeps 10
                                                      (4)
                                                      7 night minimum stay
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • Sleeps 6
                                                        3 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • Sleeps 6
                                                          14 night minimum stay
                                                          • 3 BR,
                                                          • 3 BA,
                                                          • Sleeps 8
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                                                            Recent Shelter Island Reviews

                                                            GREAT HOUSE, PERFECT LOCATION

                                                            5 of 5
                                                            What a wonderful find! We've been going to Shelter Island for years, but this was our first time spending a full week with our young kids. The house is a quick walk to town and easily accessible to the best attractions on the island, and yet, it's secluded location offers great privacy. It's a beautiful piece of property on the creek, allowing for a lovely sunset every night. I loved that I was always looking out onto the water. The house is feels large for it's size with nice flow, and a large screened-in porch was a great spot for reading, playing games or just bird watching. Birder or not, you'll find yourself reaching for the bird book to identify those charming little creatures! My favorite spot was the converted one-car garage into a screened in room. We ate dinner out there every night. Having access to the kayak for a quick ride over the the harbor or over to the tall grasses to see the egrets. Our kids loved the bunk beds and we appreciated a nice mattress in the master bedroom! Bring your bikes!
                                                            • Submitted: Jul 23, 2014
                                                            • Stayed: Jun 2014

                                                            BEAUTIFUL, CHARMING HOME

                                                            5 of 5
                                                            We had the pleasure of spending 10 wonderful days at this fully updated, charming farmhouse. The house was extremely well maintained and the English gardens are spectacular. The beds were extremely comfortable, with crisp white bedding and the kitchen was well stocked. The children spent hours in the large, private pool. The home is extremely well located to walk to sunset (crescent) beach and Shelter Island Heights and is also close to the central part of town. There are so many great things to do in Shelter Island: beach, hiking, biking, kayaking, mini-golf, farmer's market, great restaurants and all of it was just minutes away. The owner was very responsive and helpful and made us feel at home. We would love to rent this house again.
                                                            • Submitted: Jul 9, 2014
                                                            • Stayed: Jun 2014

                                                            FANTASTIC HOLIDAY IN THIS HOUSE!

                                                            5 of 5
                                                            John the owner was wonderfully helpful from start to finish with our holiday to Shelter Island. He was unfazed that we were going to be five mommies and babies for the week and was on hand to answer questions all the time. The garden is beautiful, the rooms all airy and clean (excepting a great room in the basement without light which was great for babies to sleep in!) and from here we were able to do long strolls to Sunset Beach and to the spit on the south of the island. All round fabulous- highly recommended.
                                                            • Submitted: Jun 30, 2014
                                                            • Stayed: May 2014