Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 51-100 of 300+
Additional fees apply. Taxes may be added.
  View map Map
    • 4 BR
    • 2 BA
    • Sleeps 8
    House #857206vb
    Viewed 10 times in the last 48 hours
      Exceptional! 5/5
      (4 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 10
      House #422449vb
      4
      Viewed 5 times in the last 48 hours
        Excellent! 4.6/5
        (5 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 7
        House #338964vb
        5
          Exceptional! 5/5
          (4 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          House #250830
          4
          Viewed 7 times in the last 48 hours
            Exceptional! 5/5
            (4 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • 1 HF BA
            • Sleeps 8
            House #292262vb
            4
            Viewed 19 times in the last 48 hours
              • 4 BR
              • 3 BA
              • Sleeps 7
              Chateau / Country House #4202867
              1
                View details for price
                • 4 BR
                • 3 BA
                • Sleeps 8
                House #829820vb
                  • 4 BR
                  • 3 BA
                  • Sleeps 6
                  Chateau / Country House #472283vb
                  2
                    • 2 BR
                    • Sleeps 4
                    House #593484vb
                    2
                    Viewed 10 times in the last 48 hours
                      Exceptional! 5/5
                      (13 reviews)
                      avg/night
                      • 3 BR
                      • 3 BA
                      • 1 HF BA
                      • Sleeps 6
                      Farmhouse #304851vb
                      13
                      Viewed 31 times in the last 48 hours
                        Excellent! 4.5/5
                        (6 reviews)
                        avg/night
                        • 5 BR
                        • 3 BA
                        • Sleeps 12
                        House #480215vb
                        6
                        Viewed 9 times in the last 48 hours
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          House #426436vb
                          2
                          Viewed 7 times in the last 48 hours
                            • 4 BR
                            • 3 BA
                            • Sleeps 10
                            House #863729vb
                              avg/night
                              • 5 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 9
                              Farmhouse #683544vb
                              2
                              Viewed 6 times in the last 48 hours
                                • 3 BR
                                • 4 BA
                                • Sleeps 6
                                House #470694vb
                                  Exceptional! 5/5
                                  (5 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  House #3684564
                                  5
                                    Exceptional! 5/5
                                    (4 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Cottage #3525659
                                    4
                                    Viewed 5 times in the last 48 hours
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Cottage #3808711
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 10
                                        House #409559vb
                                          • 6 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 12
                                          House #363552
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 8
                                            House #1011176vb
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #842367vb
                                              Viewed 10 times in the last 48 hours
                                                • 4 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                House #573696vb
                                                  avg/night
                                                  • 4 BR
                                                  • 2 BA
                                                  • Sleeps 10
                                                  House #1005518vb
                                                  Viewed 18 times in the last 48 hours
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    House #364166
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      House #4154562
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 7
                                                        House #611940vb
                                                        1
                                                        Viewed 8 times in the last 48 hours
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 8
                                                          House #293917vb
                                                          9
                                                            avg/night
                                                            • 5 BR
                                                            • 4 BA
                                                            • Sleeps 10
                                                            House #1015933vb
                                                            Viewed 40 times in the last 48 hours
                                                              • 5 BR
                                                              • 1 BA
                                                              • Sleeps 8
                                                              House #569199vb
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                House #4232563
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #3783208
                                                                  Viewed 8 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Bungalow #4232679
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      House #286069vb
                                                                      Viewed 17 times in the last 48 hours
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 11
                                                                        House #872415vb
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 5
                                                                          House #305667vb
                                                                          Viewed 5 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • Sleeps 7
                                                                            House #326053
                                                                            2
                                                                              Exceptional! 5/5
                                                                              (9 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 12
                                                                              House #313937vb
                                                                              9
                                                                              Viewed 29 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (4 reviews)
                                                                                avg/night
                                                                                • 5 BR
                                                                                • 3 BA
                                                                                • Sleeps 9
                                                                                House #412629vb
                                                                                4
                                                                                Viewed 6 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 8
                                                                                  Farmhouse #944247
                                                                                  2
                                                                                  Viewed 7 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 8
                                                                                    House #631622vb
                                                                                    1
                                                                                    Viewed 58 times in the last 48 hours
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 8
                                                                                      House #717523vb
                                                                                      2
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        House #733981vb
                                                                                        1
                                                                                        Viewed 18 times in the last 48 hours
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #741142vb
                                                                                          2
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 7
                                                                                            House #853199vb
                                                                                            Viewed 12 times in the last 48 hours
                                                                                              Exceptional! 5/5
                                                                                              (33 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 10
                                                                                              House #648890vb
                                                                                              33
                                                                                              Viewed 59 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 10
                                                                                                House #906820vb
                                                                                                1
                                                                                                Viewed 19 times in the last 48 hours
                                                                                                  Excellent! 4.6/5
                                                                                                  (21 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  House #238066
                                                                                                  21
                                                                                                  Viewed 43 times in the last 48 hours
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    Farmhouse #926155vb
                                                                                                    1
                                                                                                    Viewed 51 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (18 reviews)
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      House #619892vb
                                                                                                      18
                                                                                                      Viewed 46 times in the last 48 hours
                                                                                                      • 51 - 100 of 300+

                                                                                                      Shelter Island: Houses, Cottages & More | Page 2 (300+)

                                                                                                       

                                                                                                      Recent Shelter Island Reviews

                                                                                                      Well-stocked getaway

                                                                                                      4 of 5
                                                                                                      My husband and I rented this house over the Christmas holiday. It was extremely well-stocked with whatever you might need in the kitchen and lots of games and puzzles for hanging out. Beach access was very easy, and the neighborhood was quiet, given the time of year. It was also just right for bringing the dogs along--there is a backyard bordered by woods for easy potty breaks, and the sofas have removable pet covers for snuggling a puppy when you want to. The reason I gave it 4 stars instead of 5 is that 2 of the 3 beds were uncomfortable (I didn't try the twin bed), so I couldn't sleep well. The master bed problem would be an easy fix (sheets too small, so you wake up knotted in them). The mattress on the double bed in the second bedroom was not supported by the frame, but a new support slat would probably fix that too. I suspect the owners have fixed these problems already. Overall, it was a nice house, and we had a good time.
                                                                                                      • Submitted: Jan 9, 2017
                                                                                                      • Stayed: Dec 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

                                                                                                      Superb house -- secluded, gorgeous, modern

                                                                                                      5 of 5
                                                                                                      My wife and I rented this home for three weeks in July 2015. It was spectacular. We have rented many homes on Shelter over the years. This was our favorite. The pool and surrounding yard and landscaping are private and gorgeous. You read in the sun or shade, listen to birds and watch bunnies -- absurdly relaxing. The house is large with high ceilings, beautifully decorated, clean and modern. After a long day in the sun, the A/C is crisp, the flat screen TV and wifi very serviceable. Everything was just right. As beautiful as the photos are, it's even better in person.
                                                                                                      • Submitted: Jun 7, 2016
                                                                                                      • Stayed: Jul 2015