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Surfside Nantucket: Houses, Cottages & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.8/5
    (13 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 4
    House #396562
    13
    Viewed 17 times in the last 48 hours
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 2
      Apartment #883995vb
      4
      Viewed 5 times in the last 48 hours
        • 4 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 8
        House #708862vb
        3
        Viewed 15 times in the last 48 hours
          Exceptional! 5.0/5
          (12 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          Cottage #218173vb
          12
          Viewed 15 times in the last 48 hours
            Exceptional! 5.0/5
            (10 reviews)
            avg/night
            • 3 BR
            • 3 BA
            • Sleeps 8
            Cottage #513391vb
            10
            Viewed 10 times in the last 48 hours
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 8
              House #264885vb
              6
              Viewed 12 times in the last 48 hours
                Exceptional! 5.0/5
                (7 reviews)
                avg/night
                • 7 BR
                • 5 BA
                • Sleeps 14
                Estate #190830vb
                7
                Viewed 13 times in the last 48 hours
                  Wonderful! 4.8/5
                  (6 reviews)
                  avg/night
                  • 6 BR
                  • 3 BA
                  • Sleeps 14
                  House #3550391
                  6
                  Viewed 10 times in the last 48 hours
                    avg/night
                    • 4 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 8
                    House #273865
                    4
                    Viewed 8 times in the last 48 hours
                      Excellent! 4.6/5
                      (10 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #375608
                      10
                      Viewed 18 times in the last 48 hours
                        Excellent! 4.5/5
                        (11 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        House #163840
                        11
                        Viewed 13 times in the last 48 hours
                          • 4 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #4222866
                          1
                            • 6 BR
                            • 6 BA
                            • 3 HF BA
                            • Sleeps 12
                            House #817257vb
                            1
                              • 5 BR
                              • 4 BA
                              • 2 HF BA
                              • Sleeps 10
                              House #137085
                              2
                                • 6 BR
                                • 7 BA
                                • 1 HF BA
                                • Sleeps 10
                                Estate #122285
                                3
                                Viewed 8 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (9 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  House #969974
                                  9
                                  Viewed 16 times in the last 48 hours
                                    • 5 BR
                                    • 4 BA
                                    • 2 HF BA
                                    • Sleeps 14
                                    House #825960vb
                                    2
                                    Viewed 11 times in the last 48 hours
                                      Excellent! 4.5/5
                                      (8 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Townhome #149102
                                      8
                                        Wonderful! 4.9/5
                                        (10 reviews)
                                        avg/night
                                        • 6 BR
                                        • 3 BA
                                        • Sleeps 12
                                        House #115275
                                        10
                                        Viewed 7 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (11 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #989859
                                          11
                                          Viewed 5 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (11 reviews)
                                            avg/night
                                            • 3 BR
                                            • 4 BA
                                            • Sleeps 6
                                            House #393054
                                            11
                                            Viewed 7 times in the last 48 hours
                                              • 5 BR
                                              • 4 BA
                                              • Sleeps 10
                                              House #371185vb
                                                Exceptional! 5.0/5
                                                (6 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #127295vb
                                                6
                                                  • 4 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  House #179367
                                                  1
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    House #308525vb
                                                    9
                                                      • 6 BR
                                                      • 4 BA
                                                      • 1 HF BA
                                                      • Sleeps 12
                                                      House #454433vb
                                                      1
                                                      Viewed 7 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (8 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • Sleeps 4
                                                        Cottage #236786
                                                        8
                                                        Viewed 19 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (9 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          House #641674vb
                                                          9
                                                          Viewed 10 times in the last 48 hours
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 10
                                                            House #803336vb
                                                            2
                                                            Viewed 7 times in the last 48 hours
                                                              • 4 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 12
                                                              House #364260
                                                              Viewed 22 times in the last 48 hours
                                                                avg/night
                                                                • 5 BR
                                                                • 5 BA
                                                                • 1 HF BA
                                                                • Sleeps 12
                                                                House #457291vb
                                                                Viewed 8 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #734152vb
                                                                  1
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 4 BA
                                                                    • Sleeps 8
                                                                    House #478829vb
                                                                    1
                                                                    Viewed 14 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 7
                                                                      Cottage #725037vb
                                                                      3
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #109585
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          House #339343vb
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 8
                                                                            House #479672vb
                                                                              Exceptional! 5.0/5
                                                                              (13 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              House #132673vb
                                                                              13
                                                                              Viewed 6 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                House #106233
                                                                                3
                                                                                  Exceptional! 5.0/5
                                                                                  (22 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Cottage #752792vb
                                                                                  22
                                                                                  Viewed 55 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 7
                                                                                    House #607858vb
                                                                                    3
                                                                                    Viewed 8 times in the last 48 hours
                                                                                      • 5 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      Cottage #740651vb
                                                                                      2
                                                                                      Viewed 38 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (17 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • Sleeps 2
                                                                                        Cottage #959313
                                                                                        17
                                                                                        Viewed 34 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (21 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Cottage #403232vb
                                                                                          21
                                                                                          Viewed 25 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (8 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #178398
                                                                                            8
                                                                                            Viewed 9 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              House #3947134
                                                                                              9
                                                                                              Viewed 14 times in the last 48 hours
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 1
                                                                                                Condo #739768vb
                                                                                                1
                                                                                                  Excellent! 4.4/5
                                                                                                  (11 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #762030vb
                                                                                                  11
                                                                                                  Viewed 23 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    House #762832vb
                                                                                                    3
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Surfside Nantucket Reviews

                                                                                                    This is our favorite rental!

                                                                                                    5 of 5
                                                                                                    Our family has vacationed on Nantucket many times, and this year's rental is definitely our favorite. We loved eating our meals on the large oceanfront deck, enjoying the ocean views, and having direct access to the beach from our own beach path. The house has the charm of a Victorian cottage plus all of the modern conveniences and supplies that we needed for a great vacation. The owner was was available and helpful when needed, and the cottage was clean and well cared-for. Also, it is so close to the Surfside bike path and bus route that we won't bring our car next year.
                                                                                                    • Submitted: Nov 29, 2016
                                                                                                    • Stayed: Jul 2016

                                                                                                    We loved the cottage. It was clean, cozy and very comfortable. It was tastefully decorated.

                                                                                                    5 of 5
                                                                                                    We were greeted by Debbie who was helpful and knowledgeable. We had our car so getting into town or the beach was easy. The island was peaceful and absolutely beautiful. It was the perfect getaway for our 40th wedding anniversary.
                                                                                                    • Submitted: Nov 6, 2016
                                                                                                    • Stayed: Oct 2016

                                                                                                    Perfect rental home on Nantucket!

                                                                                                    5 of 5
                                                                                                    Chris house was an excellent rental home for our family. I would highly recommend it on many levels. The house is incredibly clean and well maintained. The finished basement and garage were a real bonus for our kids and storage of our gear. The private garden was extremely enjoyable after a day at the beach.Chris was a delight to work with and always available when we had questions. We can't wait to rent it again next summer!
                                                                                                    • Submitted: Oct 25, 2016
                                                                                                    • Stayed: Jul 2016