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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 19 times in the last 48 hours
      • 1 BR
      • 1 BA
      • Sleeps 2
      Apartment #883995vb
      4
        • 4 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 8
        House #708862vb
        3
        Viewed 29 times in the last 48 hours
          Exceptional! 5.0/5
          (12 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          Cottage #218173vb
          12
          Viewed 11 times in the last 48 hours
            Exceptional! 5.0/5
            (10 reviews)
            avg/night
            • 3 BR
            • 3 BA
            • Sleeps 8
            Cottage #513391vb
            10
            Viewed 9 times in the last 48 hours
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 8
              House #264885vb
              6
              Viewed 7 times in the last 48 hours
                Wonderful! 4.8/5
                (6 reviews)
                avg/night
                • 6 BR
                • 3 BA
                • Sleeps 14
                House #3550391
                6
                Viewed 11 times in the last 48 hours
                  avg/night
                  • 4 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 8
                  House #273865
                  4
                  Viewed 7 times in the last 48 hours
                    Excellent! 4.6/5
                    (10 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    House #375608
                    10
                    Viewed 26 times in the last 48 hours
                      Excellent! 4.5/5
                      (11 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #163840
                      11
                      Viewed 23 times in the last 48 hours
                        • 4 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 8
                        House #4222866
                        1
                          avg/night
                          • 6 BR
                          • 6 BA
                          • 3 HF BA
                          • Sleeps 12
                          House #817257vb
                          1
                          Viewed 6 times in the last 48 hours
                            • 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 5 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 15 times in the last 48 hours
                                  • 5 BR
                                  • 4 BA
                                  • 2 HF BA
                                  • Sleeps 14
                                  House #825960vb
                                  2
                                  Viewed 6 times in the last 48 hours
                                    Excellent! 4.5/5
                                    (8 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Townhome #149102
                                    8
                                    Viewed 24 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (10 reviews)
                                      avg/night
                                      • 6 BR
                                      • 3 BA
                                      • Sleeps 12
                                      House #115275
                                      10
                                      Viewed 5 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (12 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #989859
                                        12
                                        Viewed 11 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (11 reviews)
                                          avg/night
                                          • 3 BR
                                          • 4 BA
                                          • Sleeps 6
                                          House #393054
                                          11
                                          Viewed 11 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
                                              Viewed 12 times in the last 48 hours
                                                • 4 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                House #179367
                                                1
                                                  Exceptional! 5.0/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  House #308525vb
                                                  9
                                                  Viewed 8 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • Sleeps 4
                                                    Cottage #236786
                                                    8
                                                    Viewed 11 times in the last 48 hours
                                                      • 7 BR
                                                      • 5 BA
                                                      • Sleeps 14
                                                      Estate #190830vb
                                                      7
                                                        Wonderful! 4.9/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • 1 HF BA
                                                        • Sleeps 6
                                                        House #641674vb
                                                        9
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 10
                                                          House #803336vb
                                                          2
                                                            • 4 BR
                                                            • 2 BA
                                                            • 1 HF BA
                                                            • Sleeps 12
                                                            House #364260
                                                            Viewed 8 times in the last 48 hours
                                                              avg/night
                                                              • 5 BR
                                                              • 5 BA
                                                              • 1 HF BA
                                                              • Sleeps 12
                                                              House #457291vb
                                                              Viewed 10 times in the last 48 hours
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                House #734152vb
                                                                1
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • Sleeps 8
                                                                  House #478829vb
                                                                  1
                                                                    • 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 5 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              House #106233
                                                                              3
                                                                                Exceptional! 5.0/5
                                                                                (23 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Cottage #752792vb
                                                                                23
                                                                                Viewed 43 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 7
                                                                                  House #607858vb
                                                                                  3
                                                                                  Viewed 30 times in the last 48 hours
                                                                                    • 5 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    Cottage #740651vb
                                                                                    2
                                                                                    Viewed 8 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (17 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • Sleeps 2
                                                                                      Cottage #959313
                                                                                      17
                                                                                      Viewed 20 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (8 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Cottage #178398
                                                                                        8
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          Excellent! 4.4/5
                                                                                          (11 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #762030vb
                                                                                          11
                                                                                          Viewed 32 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (9 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            House #3947134
                                                                                            9
                                                                                            Viewed 24 times in the last 48 hours
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 1
                                                                                              Condo #739768vb
                                                                                              1
                                                                                                Wonderful! 4.8/5
                                                                                                (21 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Cottage #403232vb
                                                                                                21
                                                                                                Viewed 17 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (11 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 6
                                                                                                  House #456935vb
                                                                                                  11
                                                                                                  Viewed 47 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    House #762832vb
                                                                                                    3
                                                                                                    Viewed 15 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Surfside Nantucket Reviews

                                                                                                    Great Christmas Stroll!

                                                                                                    5 of 5
                                                                                                    We had a wonderful time in Nantucket for the annual Christmas Stroll. Casabella was adorable--well appointed, nicely decorated, clean, and felt much bigger than its listed square footage. Because of its location outside of town we were able to discover a new restaurant (the Sea Grille, highly recommend!) and see a different part of the island. Be aware that if you do not have a car, it is about a 30 minute walk from the Steamship Authority ferry and about a 20-25 min walk to town. However, it's an easy walk with lots of beautiful houses along the way. We were very comfortable and pleased with this great property. We plan to return!
                                                                                                    • Submitted: Dec 6, 2016
                                                                                                    • Stayed: Dec 2016

                                                                                                    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