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Make a self catering cottage or holiday rental in West Dennis, Massachusetts, USA your home away from home

The old town of West Dennis has a long seafaring history and is now a popular resort town, known for its beaches and colonial mansions. It was named after the local minister in 1793, Josiah Dennis. Those staying in West Dennis holiday homes can enjoy the many beaches, towns and activities along the waterfront of Nantucket Sound.

Things to Do in West Dennis, Massachusetts

The picturesque beaches around holiday homes in West Dennis are ideal for family vacations or for couples looking to enjoy walks along the waterfront. Cycling, visiting historic communities, boat trips and other outdoor pursuits such as kayaking and canoeing are popular along with visiting art galleries and attending concerts in the area. The Cape Cod Rail Trail starts in West Dennis and runs down to Wellfleet making it a pleasant traffic-free cycle trip. Boating, fishing charters and whale watching can all be enjoyed in this scenic area of Massachusetts.

Places to Visit Around West Dennis, Cape Cod

Attractions around West Dennis holiday homes include the Cape Cod Children's Museum at Mashpee, which always has seasonal events along with a puppet theatre, planetarium and a pirate ship. The Cape Cod Museum of Natural History is also a family-friendly day out. Visitors can take the passenger ferry to Oak Bluffs, on Martha's Vineyard, to enjoy the quiet beaches and small communities. Spend time exploring American History in Boston by taking a guided walking tour around the downtown area. On the Massachusetts coast at Plymouth Rock visitors can see the replica Mayflower ship on which the pilgrims sailed in from England. The nearby recreated settlement at Plimoth Plantation is also well worth a visit.

Weather in West Dennis, Massachusetts

West Dennis rentals enjoy four distinct seasons. Summers are hot with occasional showers, reaching an average 27°C (81°F). Winters are cold with snow and freezing overnight temperatures from December through March. Spring is a beautiful season in New England with daytime highs of 12-19°C (54-66°F) and the autumn is famous for its vividly colored leaves. The area has some rain showers throughout the year.

Travel to West Dennis, Massachusetts

West Dennis holiday rentals are 60 miles from Boston Logan (BOS) Airport which offers nonstop flights to 72 domestic and 30 international destinations. There are various transportation options from the airport including the Silver Line subway system which connects all five terminals with South Station, Courthouse Station and the World Trade Center. The Logan Express is a comfortable bus service connecting the airport with Braintree, Framingham, Woburn and Peabody. However, a car is highly recommended for exploring the area which is easy to reach along route MA-3, the Pilgrim Highway.

  • Showing 1-50 of 153
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    Wonderful! 4.8/5
    (24 reviews)
    avg/night
    • Studio
    • 1 BA
    • Sleeps 2
    Studio #605387vb
    24
    Viewed 29 times in the last 48 hours
      Exceptional! 5/5
      (9 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 7
      Cottage #7081894
      9
      Viewed 25 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 8
        House #4218016
        3
        Viewed 10 times in the last 48 hours
          Wonderful! 4.9/5
          (9 reviews)
          avg/night
          • 5 BR
          • 1 BA
          • Separate Toilet
          • Sleeps 10
          Cottage #220660vb
          9
          Viewed 67 times in the last 48 hours
            Wonderful! 4.9/5
            (8 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 5
            Cottage #584210vb
            8
            Viewed 13 times in the last 48 hours
              Excellent! 4.6/5
              (8 reviews)
              avg/night
              • 4 BR
              • 1 BA
              • Separate Toilet
              • Sleeps 11
              House #224815
              8
              Viewed 24 times in the last 48 hours
                Wonderful! 4.8/5
                (9 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 2
                Studio #4011094
                9
                Viewed 29 times in the last 48 hours
                  Wonderful! 4.9/5
                  (16 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  Apartment #4011868
                  16
                  Viewed 38 times in the last 48 hours
                    avg/night
                    • Studio
                    • 1 BA
                    • Sleeps 2
                    Condo #695319vb
                    7
                    Viewed 16 times in the last 48 hours
                      Excellent! 4.7/5
                      (6 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      Cottage #607303vb
                      6
                      Viewed 12 times in the last 48 hours
                        Wonderful! 4.8/5
                        (6 reviews)
                        avg/night
                        • 3 BR
                        • 4 BA
                        • Sleeps 8
                        House #371624
                        6
                        Viewed 59 times in the last 48 hours
                          • 5 BR
                          • 3 BA
                          • Sleeps 8
                          House #3895784
                          3
                          Viewed 10 times in the last 48 hours
                            Wonderful! 4.9/5
                            (10 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #366540
                            10
                            Viewed 34 times in the last 48 hours
                              Wonderful! 4.8/5
                              (4 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Sleeps 6
                              Cottage #837221vb
                              4
                              Viewed 14 times in the last 48 hours
                                avg/night
                                • 3 BR
                                • 3 BA
                                • Sleeps 14
                                House #903033vb
                                2
                                Viewed 11 times in the last 48 hours
                                  avg/night
                                  • 6 BR
                                  • 2 BA
                                  • Sleeps 12
                                  House #4373527
                                  Viewed 11 times in the last 48 hours
                                    Exceptional! 5/5
                                    (11 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 8
                                    Cottage #111263
                                    11
                                    Viewed 6 times in the last 48 hours
                                      Exceptional! 5/5
                                      (11 reviews)
                                      avg/night
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 8
                                      Cottage #57908vb
                                      11
                                      Viewed 11 times in the last 48 hours
                                        Exceptional! 5/5
                                        (6 reviews)
                                        avg/night
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 7
                                        Cottage #606254vb
                                        6
                                        Viewed 56 times in the last 48 hours
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #4144555
                                          1
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Cottage #89251vb
                                            13
                                              Exceptional! 5/5
                                              (4 reviews)
                                              avg/night
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              House #3756794
                                              4
                                              Viewed 17 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (14 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #184972
                                                14
                                                Viewed 42 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 7
                                                  Cottage #7063010
                                                  9
                                                  Viewed 13 times in the last 48 hours
                                                    • 5 BR
                                                    • 5 BA
                                                    • Sleeps 14
                                                    House #3966432
                                                    1
                                                    Viewed 20 times in the last 48 hours
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      House #4147797
                                                      1
                                                      Viewed 17 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #926447vb
                                                        Viewed 6 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (9 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #336941vb
                                                          9
                                                          Viewed 28 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 8
                                                            House #581210vb
                                                            6
                                                            Viewed 57 times in the last 48 hours
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              House #3798415
                                                              Viewed 7 times in the last 48 hours
                                                                • 6 BR
                                                                • 2 BA
                                                                • Sleeps 12
                                                                House #3887364
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  House #699274vb
                                                                  1
                                                                  Viewed 22 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    House #4132766
                                                                    2
                                                                    Viewed 7 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 9
                                                                      House #4150735
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #862113vb
                                                                        Viewed 14 times in the last 48 hours
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          House #4373899
                                                                          Viewed 10 times in the last 48 hours
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cottage #994510vb
                                                                            Viewed 18 times in the last 48 hours
                                                                              • 1 BR
                                                                              • 15 BA
                                                                              • Sleeps 3
                                                                              Condo #906599vb
                                                                              1
                                                                              Viewed 13 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (9 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 9
                                                                                House #512496vb
                                                                                9
                                                                                Viewed 25 times in the last 48 hours
                                                                                  Excellent! 4.3/5
                                                                                  (11 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 8
                                                                                  House #62029vb
                                                                                  11
                                                                                  Viewed 176 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (19 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Cottage #434595vb
                                                                                    19
                                                                                    Viewed 9 times in the last 48 hours
                                                                                      • 6 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 14
                                                                                      House #3592859
                                                                                      3
                                                                                      Viewed 24 times in the last 48 hours
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #584743vb
                                                                                        1
                                                                                        Viewed 5 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Cottage #589973vb
                                                                                          5
                                                                                          Viewed 6 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 10
                                                                                            House #3782897
                                                                                            2
                                                                                            Viewed 19 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 6
                                                                                              House #3859318
                                                                                              1
                                                                                              Viewed 6 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                House #3922246
                                                                                                Viewed 8 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  House #831938vb
                                                                                                  Viewed 19 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    House #4435258
                                                                                                    Viewed 5 times in the last 48 hours
                                                                                                      Excellent! 4.3/5
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #135956
                                                                                                      8
                                                                                                      Viewed 140 times in the last 48 hours
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