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  • Showing 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 26 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 10 times in the last 48 hours
          Exceptional! 5.0/5
          (8 reviews)
          avg/night
          • 2 BR
          • Sleeps 4
          Cottage #236786
          8
          Viewed 22 times in the last 48 hours
            Exceptional! 5.0/5
            (9 reviews)
            avg/night
            • 4 BR
            • 3 BA
            • Sleeps 10
            House #308525vb
            9
            Viewed 5 times in the last 48 hours
              Wonderful! 4.8/5
              (6 reviews)
              avg/night
              • 6 BR
              • 3 BA
              • Sleeps 14
              House #3550391
              6
              Viewed 45 times in the last 48 hours
                avg/night
                • 4 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                House #273865
                4
                Viewed 33 times in the last 48 hours
                  Excellent! 4.6/5
                  (10 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  House #375608
                  10
                  Viewed 44 times in the last 48 hours
                    Excellent! 4.5/5
                    (11 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    House #163840
                    11
                    Viewed 88 times in the last 48 hours
                      avg/night
                      • 4 BR
                      • 3 BA
                      • 1 HF BA
                      • Sleeps 8
                      House #4222866
                      1
                      Viewed 8 times in the last 48 hours
                        avg/night
                        • 6 BR
                        • 6 BA
                        • 3 HF BA
                        • Sleeps 12
                        House #817257vb
                        1
                        Viewed 23 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 8 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 11 times in the last 48 hours
                                avg/night
                                • 4 BR
                                • 4 BA
                                • Sleeps 8
                                House #479672vb
                                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 34 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (11 reviews)
                                    avg/night
                                    • 3 BR
                                    • 4 BA
                                    • Sleeps 6
                                    House #393054
                                    11
                                    Viewed 18 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (6 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      House #127295vb
                                      6
                                      Viewed 21 times in the last 48 hours
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 8
                                        House #264885vb
                                        6
                                          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
                                            • 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
                                              Viewed 6 times in the last 48 hours
                                                • 6 BR
                                                • 6 BA
                                                • Sleeps 12
                                                Estate #697198vb
                                                1
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 10
                                                  House #803336vb
                                                  2
                                                  Viewed 6 times in the last 48 hours
                                                    • 4 BR
                                                    • 2 BA
                                                    • 1 HF BA
                                                    • Sleeps 12
                                                    House #364260
                                                    Viewed 20 times in the last 48 hours
                                                      avg/night
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 7
                                                      Cottage #725037vb
                                                      3
                                                      Viewed 7 times in the last 48 hours
                                                        • 5 BR
                                                        • 4 BA
                                                        • 2 HF BA
                                                        • Sleeps 10
                                                        House #137085
                                                        2
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 8
                                                          House #478829vb
                                                          1
                                                          Viewed 10 times in the last 48 hours
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #734152vb
                                                            1
                                                            Viewed 9 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #970506vb
                                                                • 5 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                House #339343vb
                                                                  avg/night
                                                                  • 6 BR
                                                                  • 7 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  Estate #122285
                                                                  3
                                                                  Viewed 17 times in the last 48 hours
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    House #132673vb
                                                                    13
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      House #228187
                                                                      2
                                                                      Viewed 30 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 8
                                                                        House #106233
                                                                        3
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 5 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 12
                                                                          House #457291vb
                                                                          Viewed 21 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (27 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #752792vb
                                                                            27
                                                                            Viewed 118 times in the last 48 hours
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 7
                                                                              House #607858vb
                                                                              3
                                                                              Viewed 112 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (14 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #815127vb
                                                                                14
                                                                                Viewed 76 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  Apartment #795326vb
                                                                                  6
                                                                                  Viewed 39 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (19 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    House #809675vb
                                                                                    19
                                                                                    Viewed 31 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 127 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (21 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #403232vb
                                                                                        21
                                                                                        Viewed 58 times in the last 48 hours
                                                                                          • 5 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #740651vb
                                                                                          2
                                                                                          Viewed 14 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (17 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • Sleeps 2
                                                                                            Cottage #959313
                                                                                            17
                                                                                            Viewed 35 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 31 times in the last 48 hours
                                                                                                Excellent! 4.7/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 12
                                                                                                Farmhouse #116850
                                                                                                6
                                                                                                Viewed 65 times in the last 48 hours
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 1
                                                                                                  Condo #739768vb
                                                                                                  1
                                                                                                    Wonderful! 4.9/5
                                                                                                    (8 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #178398
                                                                                                    8
                                                                                                    Viewed 41 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 10
                                                                                                      House #311185vb
                                                                                                      4
                                                                                                      Viewed 17 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Surfside: Houses, Cottages & More (300+)

                                                                                                       

                                                                                                      Recent Surfside 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