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 Default Owner Icon heart-filled
    Exceptional! 5/5
    (4 reviews)
    avg/night
    House #321313vb
    • 3 BR
    • 2 BA
    • Sleeps 6
    4
    Viewed 91 times in the last 48 hours

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      Exceptional! 5/5
      (14 reviews)
      avg/night
      House #425548vb
      • 4 BR
      • 3 BA
      • Sleeps 10
      14
      Viewed 14 times in the last 48 hours

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Wonderful! 4.8/5
        (15 reviews)
        avg/night
        House #602844vb
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 9
        15
        Viewed 36 times in the last 48 hours

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          Exceptional! 5/5
          (19 reviews)
          avg/night
          Bungalow #804815vb
          • 3 BR
          • 2 BA
          • Sleeps 6
          19
          Viewed 24 times in the last 48 hours

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            House #722961vb
            • 4 BR
            • 3 BA
            • 1 HF BA
            • Sleeps 10
              Exceptional! 5/5
              (9 reviews)
              avg/night
              House #694738vb
              • 3 BR
              • 1 BA
              • Sleeps 6
              9
              Viewed 28 times in the last 48 hours

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                Exceptional! 5/5
                (10 reviews)
                avg/night
                House #352116vb
                • 4 BR
                • 3 BA
                • Sleeps 7
                10
                Viewed 16 times in the last 48 hours

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  Wonderful! 4.9/5
                  (15 reviews)
                  avg/night
                  House #3554393
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  15
                  Viewed 16 times in the last 48 hours

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    Exceptional! 5/5
                    (8 reviews)
                    avg/night
                    House #446286vb
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    8
                    Viewed 32 times in the last 48 hours

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Excellent! 4.6/5
                      (7 reviews)
                      avg/night
                      House #3621885
                      • 3 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 6
                      7

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        avg/night
                        House #803084vb
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        1
                        Viewed 8 times in the last 48 hours

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Wonderful! 4.9/5
                          (10 reviews)
                          avg/night
                          House #746110vb
                          • 4 BR
                          • 3 BA
                          • 2 HF BA
                          • Sleeps 8
                          10
                          Viewed 21 times in the last 48 hours

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            House #3781403
                            • 5 BR
                            • 3 BA
                            • Sleeps 10
                            2
                            Viewed 24 times in the last 48 hours

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Exceptional! 5/5
                              (6 reviews)
                              avg/night
                              House #3925407
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              6
                              Viewed 21 times in the last 48 hours

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                House #891646vb
                                • 3 BR
                                • 2 BA
                                • Sleeps 6

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  avg/night
                                  House #894525vb
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  Viewed 9 times in the last 48 hours

                                  Instant confirmation

                                  Your booking request will be confirmed immediately.

                                    Exceptional! 5/5
                                    (5 reviews)
                                    avg/night
                                    House #485451vb
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 8
                                    5
                                    Viewed 14 times in the last 48 hours

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      Exceptional! 5/5
                                      (5 reviews)
                                      avg/night
                                      House #628856vb
                                      • 5 BR
                                      • 2 BA
                                      • Sleeps 12
                                      5
                                      Viewed 10 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        Exceptional! 5/5
                                        (6 reviews)
                                        avg/night
                                        House #411447vb
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 8
                                        6
                                        Viewed 10 times in the last 48 hours

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          avg/night
                                          House #908170vb
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 7
                                          2
                                          Viewed 101 times in the last 48 hours

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            Exceptional! 5/5
                                            (5 reviews)
                                            avg/night
                                            House #344072vb
                                            • 5 BR
                                            • 4 BA
                                            • Sleeps 12
                                            5
                                            Viewed 20 times in the last 48 hours

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              Exceptional! 5/5
                                              (9 reviews)
                                              avg/night
                                              Farmhouse #3767828
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 8
                                              9
                                              Viewed 36 times in the last 48 hours

                                              Instant confirmation

                                              Your booking request will be confirmed immediately.

                                                Wonderful! 4.9/5
                                                (8 reviews)
                                                avg/night
                                                House #305998vb
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 10
                                                8
                                                Viewed 28 times in the last 48 hours

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  Excellent! 4.7/5
                                                  (7 reviews)
                                                  avg/night
                                                  Cottage #702619vb
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  7
                                                  Viewed 10 times in the last 48 hours

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Wonderful! 4.9/5
                                                    (17 reviews)
                                                    avg/night
                                                    Cottage #360888vb
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    17
                                                    Viewed 15 times in the last 48 hours

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      Exceptional! 5/5
                                                      (7 reviews)
                                                      avg/night
                                                      House #3594708
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                      7
                                                      Viewed 34 times in the last 48 hours

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        avg/night
                                                        Cottage #556885vb
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        1
                                                        Viewed 9 times in the last 48 hours

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          avg/night
                                                          House #3596889
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          Viewed 26 times in the last 48 hours

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            avg/night
                                                            House #3757374
                                                            • 4 BR
                                                            • 4 BA
                                                            • 1 HF BA
                                                            • Sleeps 7
                                                            3
                                                            Viewed 11 times in the last 48 hours

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              avg/night
                                                              Cottage #4062137
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              2
                                                              Viewed 9 times in the last 48 hours

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                Exceptional! 5/5
                                                                (13 reviews)
                                                                avg/night
                                                                House #304851vb
                                                                • 3 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                13
                                                                Viewed 18 times in the last 48 hours

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Excellent! 4.7/5
                                                                  (10 reviews)
                                                                  avg/night
                                                                  House #476247vb
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 10
                                                                  10

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    House #885475vb
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 6

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      avg/night
                                                                      Cottage #4479416
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Viewed 10 times in the last 48 hours

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        Exceptional! 5/5
                                                                        (4 reviews)
                                                                        avg/night
                                                                        House #989574
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        4

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Excellent! 4.5/5
                                                                          (6 reviews)
                                                                          avg/night
                                                                          House #480215vb
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 12
                                                                          6
                                                                          Viewed 23 times in the last 48 hours

                                                                          Instant confirmation

                                                                          Your booking request will be confirmed immediately.

                                                                            Exceptional! 5/5
                                                                            (4 reviews)
                                                                            avg/night
                                                                            House #3942991
                                                                            • 4 BR
                                                                            • 1 BA
                                                                            • Sleeps 8
                                                                            4
                                                                            Viewed 13 times in the last 48 hours

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Chateau / Country House #817980vb
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              3
                                                                              Viewed 5 times in the last 48 hours

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                avg/night
                                                                                House #1015933vb
                                                                                • 5 BR
                                                                                • 4 BA
                                                                                • Sleeps 10
                                                                                Viewed 20 times in the last 48 hours

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  House #1050826vb
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  Viewed 9 times in the last 48 hours

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    avg/night
                                                                                    House #1073110vb
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    Viewed 12 times in the last 48 hours

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      House #4515640
                                                                                      • 5 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 8
                                                                                      Viewed 6 times in the last 48 hours

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        avg/night
                                                                                        House #4327666
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • 2 HF BA
                                                                                        • Sleeps 8
                                                                                        Viewed 18 times in the last 48 hours

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          Exceptional! 5/5
                                                                                          (4 reviews)
                                                                                          avg/night
                                                                                          House #250830
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          4
                                                                                          Viewed 20 times in the last 48 hours

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            Exceptional! 5/5
                                                                                            (8 reviews)
                                                                                            avg/night
                                                                                            House #716643vb
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 10
                                                                                            8
                                                                                            Viewed 7 times in the last 48 hours

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              House #857206vb
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              1

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                avg/night
                                                                                                House #4269044
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Viewed 33 times in the last 48 hours

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  avg/night
                                                                                                  House #326053
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 7
                                                                                                  2
                                                                                                  Viewed 15 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    House #3931482
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    2
                                                                                                    Viewed 19 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      House #965493vb
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Viewed 7 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Shelter Island Vacation Rentals (300+)