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Shelter Island: Houses, Condos & More (30)

  • 1 - 30 of 30
Additional fees apply. Taxes may be added.
    • 4 BR
    • 2 BA
    • Sleeps 8
    8
      • 5 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 9
      2 Reviews
        • 5 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        2 Reviews
          • 5 BR
          • 3 BA
          • Sleeps 14
          8
            • 3 BR
            • 2 BA
            • Sleeps 6
            1 Review
              • 1 BR
              • 1 BA
              • Sleeps 3
                • 5 BR
                • 2 BA
                • Sleeps 8
                  • 5 BR
                  • 2 BA
                  • 2 HF BA
                  • Sleeps 9
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 6
                    1 Review
                      • 4 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 8
                        • 3 BR
                        • 3 BA
                        • Sleeps 7
                        5
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          1 Review
                            • 4 BR
                            • 3 BA
                            • Sleeps 12
                              • 4 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 10
                              15
                                • 3 BR
                                • 1 BA
                                • Sleeps 7
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    2 Reviews
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 8
                                        • 5 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 8
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          2 Reviews
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 7
                                            1 Review
                                              • 3 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              1 Review
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 12
                                                2 Reviews
                                                  • 3 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  13
                                                    • 4 BR
                                                    • 2 BA
                                                    • 2 HF BA
                                                    • Sleeps 8
                                                    1 Review
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      1 Review
                                                        • 6 BR
                                                        • 6 BA
                                                        • 1 HF BA
                                                        • Sleeps 12
                                                          • 3 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          6
                                                            • 4 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                              • 4 BR
                                                              • 3 BA
                                                              • Sleeps 8
                                                              • 1 - 30 of 30
                                                               

                                                              Recent Shelter Island Reviews

                                                              Great place & location

                                                              5 of 5
                                                              Very clean and incredibly well-stocked kitchen! TJ was very friendly & responsive...
                                                              • Submitted: Jul 26, 2016
                                                              • Stayed: Jul 2016

                                                              Wonderful Hamptons vacation property

                                                              5 of 5
                                                              We had a lovely vacation at this wonderful Water Mill property. The property is very well kept, clean and pristine. It is much nicer in person than the photos. Very kids friendly. Central location to beaches, villages, shopping etc. We loved swimming in the large warm saltwater pool! Owner was very helpful and responsive throughout the rental process. We would definitely recommend this property to any families looking for an affordable rental in the Hamptons in the summer peak months.
                                                              • Submitted: Jul 18, 2016
                                                              • Stayed: Jul 2016

                                                              Can't improve on perfection

                                                              5 of 5
                                                              This was truly the most charming home I have stayed in from Florida to Maine. There were four of us women, but we plan to come back with our families, because there was plenty of room, and lots of fun for the children we left at home...a charming playhouse in the large backyard, and the pool...what a treat. The sun warmed it up so there was no need for the heater. Our favorite spot was under the pergola with a bottle of wine. The kitchen was supplied with the best of cooking, baking, and serving ware. Add to this luxurious bedding, open windows, morning birdsong, and new flowers blooming in the beds each day (oh those roses!), and you'll understand why we sometimes opted to stay "home" rather than explore the delights of the area. Thanks, Pom, for sharing your bit of paradise with us.
                                                              • Submitted: Jul 2, 2016
                                                              • Stayed: Jun 2016