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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 24 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 9 times in the last 48 hours
          Exceptional! 5.0/5
          (12 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 6
          Cottage #218173vb
          12
          Viewed 6 times in the last 48 hours
            Exceptional! 5.0/5
            (10 reviews)
            avg/night
            • 3 BR
            • 3 BA
            • Sleeps 8
            Cottage #513391vb
            10
              • 4 BR
              • 3 BA
              • Sleeps 8
              House #264885vb
              6
                • 7 BR
                • 5 BA
                • Sleeps 14
                Estate #190830vb
                7
                  Wonderful! 4.8/5
                  (6 reviews)
                  avg/night
                  • 6 BR
                  • 3 BA
                  • Sleeps 14
                  House #3550391
                  6
                    avg/night
                    • 4 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 8
                    House #273865
                    4
                    Viewed 9 times in the last 48 hours
                      Excellent! 4.6/5
                      (10 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      House #375608
                      10
                      Viewed 15 times in the last 48 hours
                        Excellent! 4.5/5
                        (11 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        House #163840
                        11
                        Viewed 21 times in the last 48 hours
                          avg/night
                          • 4 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 8
                          House #4222866
                          1
                          Viewed 5 times in the last 48 hours
                            avg/night
                            • 6 BR
                            • 6 BA
                            • 3 HF BA
                            • Sleeps 12
                            House #817257vb
                            1
                            Viewed 9 times in the last 48 hours
                              avg/night
                              • 5 BR
                              • 4 BA
                              • 2 HF BA
                              • Sleeps 10
                              House #137085
                              2
                              Viewed 6 times in the last 48 hours
                                • 6 BR
                                • 7 BA
                                • 1 HF BA
                                • Sleeps 10
                                Estate #122285
                                3
                                  Exceptional! 5.0/5
                                  (9 reviews)
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 8
                                  House #969974
                                  9
                                  Viewed 12 times in the last 48 hours
                                    • 5 BR
                                    • 4 BA
                                    • 2 HF BA
                                    • Sleeps 14
                                    House #825960vb
                                    2
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Cottage #106228
                                      1
                                      Viewed 5 times in the last 48 hours
                                        Excellent! 4.5/5
                                        (8 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        Townhome #149102
                                        8
                                        Viewed 6 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (10 reviews)
                                          avg/night
                                          • 6 BR
                                          • 3 BA
                                          • Sleeps 12
                                          House #115275
                                          10
                                          Viewed 10 times in the last 48 hours
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #989859
                                            12
                                              • 3 BR
                                              • 4 BA
                                              • Sleeps 6
                                              House #393054
                                              11
                                                • 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 6 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 9 times in the last 48 hours
                                                        • 6 BR
                                                        • 4 BA
                                                        • 1 HF BA
                                                        • Sleeps 12
                                                        House #454433vb
                                                        1
                                                          Exceptional! 5.0/5
                                                          (8 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • Sleeps 4
                                                          Cottage #236786
                                                          8
                                                            Wonderful! 4.9/5
                                                            (9 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 6
                                                            House #641674vb
                                                            9
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 10
                                                              House #803336vb
                                                              2
                                                              Viewed 12 times in the last 48 hours
                                                                • 4 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 12
                                                                House #364260
                                                                Viewed 7 times in the last 48 hours
                                                                  • 5 BR
                                                                  • 5 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 12
                                                                  House #457291vb
                                                                    • 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
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                House #132673vb
                                                                                13
                                                                                  • 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 23 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 7
                                                                                      House #607858vb
                                                                                      3
                                                                                      Viewed 12 times in the last 48 hours
                                                                                        • 5 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        Cottage #740651vb
                                                                                        2
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (13 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #815127vb
                                                                                          13
                                                                                          Viewed 12 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (10 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            House #840617vb
                                                                                            10
                                                                                            Viewed 18 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (17 reviews)
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • Sleeps 2
                                                                                              Cottage #959313
                                                                                              17
                                                                                              Viewed 14 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Cottage #178398
                                                                                                8
                                                                                                Viewed 15 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (14 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  House #809675vb
                                                                                                  14
                                                                                                  Viewed 29 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (21 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Cottage #403232vb
                                                                                                    21
                                                                                                    Viewed 12 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (12 reviews)
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 5 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 12
                                                                                                      House #730325vb
                                                                                                      12
                                                                                                      Viewed 7 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