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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • Showing 251-300 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (7 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 7
    House #731124vb
    7
    Viewed 27 times in the last 48 hours
      Exceptional! 5.0/5
      (20 reviews)
      avg/night
      • 4 BR
      • 2 BA
      • Sleeps 10
      House #423327vb
      20
      Viewed 7 times in the last 48 hours
        Exceptional! 5.0/5
        (5 reviews)
        avg/night
        • 4 BR
        • 4 BA
        • Sleeps 12
        House #602286vb
        5
        Viewed 12 times in the last 48 hours
          Wonderful! 4.9/5
          (33 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 6
          Apartment #563575vb
          33
          Viewed 9 times in the last 48 hours
            Exceptional! 5.0/5
            (26 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            House #239698vb
            26
            Viewed 20 times in the last 48 hours
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 4 BR
              • 2 BA
              • Sleeps 8
              House #606952vb
              6
              Viewed 8 times in the last 48 hours
                • 1 BR
                • 1 BA
                • Sleeps 2
                Studio #584785vb
                9
                  Exceptional! 5.0/5
                  (10 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Cottage #706735vb
                  10
                  Viewed 6 times in the last 48 hours
                    Exceptional! 5.0/5
                    (19 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    Bungalow #804815vb
                    19
                    Viewed 26 times in the last 48 hours
                      avg/night
                      • 8 BR
                      • 7 BA
                      • 1 HF BA
                      • Sleeps 15
                      House #4159462
                      3
                      Viewed 8 times in the last 48 hours
                        Excellent! 4.5/5
                        (17 reviews)
                        avg/night
                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 8
                        House #701375vb
                        17
                        Viewed 11 times in the last 48 hours
                          • 3 BR
                          • 3 BA
                          • Sleeps 8
                          House #4179019
                          3
                          Viewed 6 times in the last 48 hours
                            Wonderful! 4.9/5
                            (16 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 9
                            House #622236vb
                            16
                            Viewed 23 times in the last 48 hours
                              Wonderful! 4.8/5
                              (5 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 8
                              House #813764vb
                              5
                                • 1 BR
                                • 1 BA
                                • Sleeps 3
                                Bungalow #855062vb
                                4
                                Viewed 5 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (13 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #933455
                                  13
                                  Viewed 9 times in the last 48 hours
                                    • 5 BR
                                    • 4 BA
                                    • 1 HF BA
                                    • Sleeps 9
                                    House #479131vb
                                    6
                                      Exceptional! 5.0/5
                                      (5 reviews)
                                      avg/night
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 8
                                      House #3925407
                                      5
                                      Viewed 46 times in the last 48 hours
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • 1 HF BA
                                        • Sleeps 10
                                        House #4113898
                                        3
                                        Viewed 5 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (6 reviews)
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • 1 HF BA
                                          • Sleeps 7
                                          House #3960723
                                          6
                                          Viewed 9 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (19 reviews)
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 5
                                            Cottage #285350vb
                                            19
                                            Viewed 10 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (25 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Cottage #723865vb
                                              25
                                              Viewed 7 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (11 reviews)
                                                avg/night
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 14
                                                Farmhouse #810873vb
                                                11
                                                Viewed 22 times in the last 48 hours
                                                  $72
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #605137vb
                                                  4
                                                  Viewed 7 times in the last 48 hours
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    House #715970vb
                                                    1 Review
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      House #775221vb
                                                      2 Reviews
                                                        Excellent! 4.7/5
                                                        (11 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        House #234542vb
                                                        11
                                                        Viewed 13 times in the last 48 hours
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Apartment #711062vb
                                                          19
                                                            Wonderful! 4.9/5
                                                            (15 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            House #491272vb
                                                            15
                                                            Viewed 6 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (8 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              Cottage #3862110
                                                              8
                                                              Viewed 9 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (6 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 7
                                                                House #707808vb
                                                                6
                                                                Viewed 15 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (18 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  House #626521vb
                                                                  18
                                                                  Viewed 10 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (19 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Cottage #242318vb
                                                                    19
                                                                    Viewed 5 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • 2 HF BA
                                                                      • Sleeps 8
                                                                      House #746110vb
                                                                      9
                                                                      Viewed 28 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (37 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Bungalow #480904vb
                                                                        37
                                                                        Viewed 7 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (8 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Cottage #727404vb
                                                                          8
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            House #484760vb
                                                                            5
                                                                              Wonderful! 4.9/5
                                                                              (8 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 7
                                                                              House #716594vb
                                                                              8
                                                                              Viewed 15 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                Apartment #716707vb
                                                                                16
                                                                                  Wonderful! 4.9/5
                                                                                  (14 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  House #3554393
                                                                                  14
                                                                                  Viewed 15 times in the last 48 hours
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    Apartment #804935vb
                                                                                    2 Reviews
                                                                                      Exceptional! 5.0/5
                                                                                      (8 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #605998vb
                                                                                      8
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Excellent! 4.3/5
                                                                                        (6 reviews)
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        House #3807604
                                                                                        6
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          • 5 BR
                                                                                          • 5 BA
                                                                                          • Sleeps 10
                                                                                          House #605030vb
                                                                                          3
                                                                                            Exceptional! 5.0/5
                                                                                            (9 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 10
                                                                                            House #741910vb
                                                                                            9
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              House #860859vb
                                                                                              Viewed 7 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #4211087
                                                                                                5
                                                                                                  Excellent! 4.6/5
                                                                                                  (7 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 8
                                                                                                  House #3621885
                                                                                                  7
                                                                                                  Viewed 14 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (9 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 6
                                                                                                    House #3950429
                                                                                                    9
                                                                                                      Exceptional! 5.0/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #694738vb
                                                                                                      8
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 251 - 300 of 300+

                                                                                                      Southampton: Houses, Cottages & More | Page 6 (300+)

                                                                                                       

                                                                                                      Recent Southampton Reviews

                                                                                                      home away from work

                                                                                                      5 of 5
                                                                                                      Stayed for a little over 3 weeks on business and found the home and location to be very well equipped for our needs. Will definitely rent here again!
                                                                                                      • Submitted: Nov 14, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Great location on the bay

                                                                                                      5 of 5
                                                                                                      Susan was an excellent hostess. The location on the bay is wonderful and the house was perfect for us (married couple and a one year old). Would highly recommend.
                                                                                                      • Submitted: Nov 6, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Lovely Victorian Home

                                                                                                      4 of 5
                                                                                                      We recently had the pleasure of staying at the Victorian house in Shelter Island for a wedding in September. After a brief orientation we settled in, choosing bedrooms and spreading out .The house is absolutely charming and right across from the street is the water. The house is spacious indoor as well as outdoors. The beds were very comfortable. The layout of the house was very accommodating for different activities such as watching TV, reading, playing games etc. The Kitchen was very functional and spacious. The house also has s wonderful porch to enjoy the scenery while having coffee. It also has a huge backyard with a patio and grill. It’s an excellent place for families with children because of the fenced in property. There is parking for approximately 5 vehicles. There are some restaurants within walking distance and it’s a wonderful place to go for walks. Convenient to everything we wanted to see and do-including walking distance to the ferry, which made for an easy day trip to Greenpoint, NY and venture out to more restaurants, antique shops, wineries etc. The Wineries were absolutely wonderful! Wifi service was excellent. We would definitely stay here again. THANK YOU!
                                                                                                      • Submitted: Nov 6, 2016
                                                                                                      • Stayed: Sep 2016