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Shelter Island Vacation Rentals(42)

42 Results
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
#425548vb
    (9)
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    21 night minimum stay
    • 5 BR,
    • 3 BA,
    • Sleeps 10
    #3781403
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      7 night minimum stay
      • 3 BR,
      • 2 BA,
      • Sleeps 8
      #3762430
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        14 - 30 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 8
        #3783208
          3 - 14 night minimum stay
          • 4 BR,
          • 4 BA,
          • 1 HF BA,
          • Sleeps 10
          #3757374
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            2 - 3 night minimum stay
            • 6 BR,
            • 7 BA,
            • Sleeps 14
            #3505246
              (7)
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              7 night minimum stay
              • 4 BR,
              • 4 BA,
              • 1 HF BA,
              • Sleeps 10
              #573696vb
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                30 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 10
                #591815vb
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                  3 - 30 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 6
                  #3554393
                    (3)
                    $2,275 - $3,500
                    per week
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                    7 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 6
                    #3525659
                      (3)
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                      3 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 8
                      #3621885
                        1 Review
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                        3 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 4
                        #3596889
                          3 - 14 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 6
                          #370389
                            (7)
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                            7 night minimum stay
                            • 6 BR,
                            • 4 BA,
                            • Sleeps 14
                            #592030vb
                              1 Review
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                              6 - 28 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                              #3767828
                                1 Review
                                Book it Now!
                                3 - 14 night minimum stay
                                • 5 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 9
                                #944247
                                  Book it Now!
                                  2 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 8
                                  #602844vb
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                                    31 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                    #296434
                                      7 - 30 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                      #250830
                                        1 Review
                                        7 night minimum stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 4
                                        #3684564
                                          2 Reviews
                                          27 - 30 night minimum stay
                                          • 4 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                          #3531549
                                            7 - 31 night minimum stay
                                            • 5 BR,
                                            • 4 BA,
                                            • 1 HF BA,
                                            • Sleeps 6
                                            #159174
                                              1 Review
                                              20 more choices from the HomeAway Network
                                              3 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • 1 HF BA,
                                              • Sleeps 4
                                              #471275vb
                                                (9)
                                                Book it Now!
                                                3 - 7 night minimum stay
                                                • 3 BR,
                                                • 3 BA,
                                                • Sleeps 10
                                                #305998vb
                                                  (5)
                                                  $2,002 - $4,004
                                                  per week
                                                  Book it Now!
                                                  7 night minimum stay
                                                  • 4 BR,
                                                  • 3 BA,
                                                  • Sleeps 10
                                                  #476247vb
                                                    (3)
                                                    Book it Now!
                                                    1 - 5 night minimum stay
                                                    • 4 BR,
                                                    • 3 BA,
                                                    • Sleeps 8
                                                    #485451vb
                                                      1 Review
                                                      Book it Now!
                                                      4 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 5
                                                      #553290vb
                                                        Book it Now!
                                                        7 night minimum stay
                                                        • 5 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 12
                                                        #581141vb
                                                          Book it Now!
                                                          2 - 7 night minimum stay
                                                          • 3 BR,
                                                          • Sleeps 5
                                                          #593484vb
                                                            Book it Now!
                                                            7 night minimum stay
                                                            • 2 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                            #597850vb
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                                                              Recent Shelter Island Reviews

                                                              FANTASTIC GETAWAY!

                                                              5 of 5
                                                              Can't say enough good things about my stay in Shelter Island. The location is perfect for anyone without a car. Convenient to travel on the LIRR -- walk to ferry -- walk to cottage. Close enough to anything you might need in the small town of Shelter Island Height. The cottage itself is clean and bright and has everything needed for a quick getaway or even an extended stay. Perfect place to relax and unplug from your world -- on the porch, in the hammock, sitting on the banks of the creek. Or take a short bike or cab ride to the Sunset Resort for beautiful Crescent Beach, French cuisine or even a little night life. I will be back!!
                                                              • Submitted: Jun 15, 2014
                                                              • Stayed: May 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

                                                              ABSOLUTELY STUNNING!!

                                                              5 of 5
                                                              Beautiful light filled house, wonderfully decorated, all the comforts of home, close to the water and yet minutes to the shops and harbor cafes! We couldn't have wished for more, and can't reccomend it highly enough. Jane and Benjamin
                                                              • Submitted: Apr 25, 2014
                                                              • Stayed: Apr 2014