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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.

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  • 1 - 50 of 123
Additional service fee may apply.
    Exceptional! 5.0/5
    (20 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 5
    House #175528
    20
    Viewed 10 times in the last 48 hours
      Wonderful! 4.9/5
      (8 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 5
      Cottage #584210vb
      8
      Viewed 14 times in the last 48 hours
        Excellent! 4.7/5
        (6 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 5
        Cottage #607303vb
        6
        Viewed 6 times in the last 48 hours
          Excellent! 4.7/5
          (7 reviews)
          avg/night
          • 4 BR
          • 1 BA
          • Separate Toilet
          • Sleeps 11
          House #224815
          7
          Viewed 5 times in the last 48 hours
            • 3 BR
            • 1 BA
            • Sleeps 6
            House #4132766
            2
              Exceptional! 5.0/5
              (9 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 7
              Cottage #7081894
              9
                avg/night
                • 3 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 8
                House #4218016
                3
                Viewed 9 times in the last 48 hours
                  • 4 BR
                  • 2 BA
                  • Sleeps 10
                  House #3756794
                  4
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Sleeps 14
                    House #903033vb
                    2
                    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 11 times in the last 48 hours
                        • 5 BR
                        • 5 BA
                        • Sleeps 14
                        House #3966432
                        1
                          Wonderful! 4.8/5
                          (9 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Studio #4011094
                          9
                          Viewed 5 times in the last 48 hours
                            Wonderful! 4.9/5
                            (16 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            Apartment #4011868
                            16
                            Viewed 14 times in the last 48 hours
                              • 4 BR
                              • 2 BA
                              • Sleeps 9
                              House #512496vb
                              9
                                Exceptional! 5.0/5
                                (11 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Sleeps 8
                                Cottage #57908vb
                                11
                                Viewed 6 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (9 reviews)
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 7
                                  Cottage #7063010
                                  9
                                    Wonderful! 4.9/5
                                    (13 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Separate Toilet
                                    • Sleeps 6
                                    House #963860
                                    13
                                    Viewed 8 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #4144555
                                      1
                                        • 3 BR
                                        • 1 BA
                                        • Separate Toilet
                                        • Sleeps 8
                                        House #862715vb
                                        4
                                        Viewed 8 times in the last 48 hours
                                          • 3 BR
                                          • 1 BA
                                          • Sleeps 6
                                          Cottage #3909128
                                          1
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 8
                                            House #4016048
                                              Good! 3.8/5
                                              (6 reviews)
                                              avg/night
                                              • Studio
                                              • 1 BA
                                              • Sleeps 4
                                              Condo #695319vb
                                              6
                                              Viewed 10 times in the last 48 hours
                                                avg/night
                                                • Studio
                                                • 1 BA
                                                • Sleeps 2
                                                Studio #592570vb
                                                3
                                                Viewed 12 times in the last 48 hours
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  Cottage #837221vb
                                                  4
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #366540
                                                    10
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      House #831938vb
                                                        Wonderful! 4.9/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 5 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 10
                                                        Cottage #220660vb
                                                        9
                                                        Viewed 15 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (11 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 8
                                                          Cottage #111263
                                                          11
                                                          Viewed 5 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            House #4147797
                                                            1
                                                              • 3 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 6
                                                              House #3859318
                                                              1
                                                                • 3 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                Cottage #3507576
                                                                1
                                                                  Exceptional! 5.0/5
                                                                  (19 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Cottage #434595vb
                                                                  19
                                                                  Viewed 11 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Cottage #584743vb
                                                                    1
                                                                      • 6 BR
                                                                      • 2 BA
                                                                      • Sleeps 12
                                                                      House #3887364
                                                                        Wonderful! 4.9/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 9
                                                                        House #653722vb
                                                                        8
                                                                        Viewed 5 times in the last 48 hours
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          House #3798415
                                                                            • 6 BR
                                                                            • 3 BA
                                                                            • Sleeps 14
                                                                            House #3592859
                                                                            3
                                                                            Viewed 16 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              House #699274vb
                                                                              1
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                House #862113vb
                                                                                Viewed 6 times in the last 48 hours
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 11
                                                                                  House #874719vb
                                                                                    • 4 BR
                                                                                    • 1 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 8
                                                                                    House #4176656
                                                                                      • 5 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      House #3882490
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        House #850871vb
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #4086485
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            House #3922246
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              House #3884062
                                                                                                • 5 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 10
                                                                                                House #3882506
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 10
                                                                                                  House #4086486
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    House #3895784
                                                                                                    3
                                                                                                    Viewed 22 times in the last 48 hours
                                                                                                    • 1 - 50 of 123