Use filters to narrow your search results!

Shelter Island Vacation Rentals(59)

59 Results
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
    (9)
    7 night minimum stay
    • 3 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 4
      2 Reviews
      7 - 31 night minimum stay
      • 5 BR,
      • 3 BA,
      • Sleeps 12
        1 Review
        Book it Now!
        2 - 3 night minimum stay
        • 6 BR,
        • 7 BA,
        • Sleeps 14
          (7)
          2 night minimum stay
          • 3 BR,
          • 3 BA,
          • Sleeps 7
            (4)
            2 - 9 night minimum stay
            • 4 BR,
            • 3 BA,
            • 2 HF BA,
            • Sleeps 12
              (5)
              30 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                2 Reviews
                4 - 14 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 7
                  (3)
                  Book it Now!
                  3 - 30 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 6
                    (3)
                    $2,275 - $3,500
                    per week
                    Book it Now!
                    7 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 6
                      (3)
                      Book it Now!
                      3 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 8
                        1 Review
                        Book it Now!
                        7 night minimum stay
                        • 6 BR,
                        • 4 BA,
                        • Sleeps 14
                          2 Reviews
                          Book it Now!
                          3 - 14 night minimum stay
                          • 5 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 9
                            1 Review
                            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)
                                7 - 30 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                  1 Review
                                  7 night minimum stay
                                  • 2 BR,
                                  • 1 BA,
                                  • Sleeps 4
                                    2 Reviews
                                    27 - 30 night minimum stay
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 8
                                      7 night minimum stay
                                      • 2 BR,
                                      • 1 BA,
                                      • Sleeps 6
                                        (6)
                                        3 - 31 night minimum stay
                                        • 4 BR,
                                        • 3 BA,
                                        • Sleeps 9
                                          1 Review
                                          7 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (3)
                                            7 - 31 night minimum stay
                                            • 5 BR,
                                            • 4 BA,
                                            • 1 HF BA,
                                            • Sleeps 6
                                              1 Review
                                              14 night minimum stay
                                              • 3 BR,
                                              • 3 BA,
                                              • Sleeps 8
                                                3 - 7 night minimum stay
                                                • 5 BR,
                                                • 4 BA,
                                                • Sleeps 10
                                                  (4)
                                                  • 3 BR,
                                                  • 1 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 6
                                                    1 Review
                                                    34 more choices from the HomeAway Network
                                                    Book it Now!
                                                    3 - 7 night minimum stay
                                                    • 3 BR,
                                                    • 3 BA,
                                                    • Sleeps 10
                                                      (5)
                                                      $2,002 - $4,004
                                                      per week
                                                      Book it Now!
                                                      7 night minimum stay
                                                      • 4 BR,
                                                      • 3 BA,
                                                      • Sleeps 10
                                                        (3)
                                                        3 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 4
                                                          (9)
                                                          $1,700
                                                          per week
                                                          Book it Now!
                                                          7 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 7
                                                            1 Review
                                                            $417 - $500
                                                            per night
                                                            3 - 31 night minimum stay
                                                            • 5 BR,
                                                            • 2 BA,
                                                            • Sleeps 9
                                                              1 Review
                                                              Advertisement
                                                               

                                                              Recent Shelter Island Reviews

                                                              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

                                                              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