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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 147
Additional service fee may apply.
    Wonderful! 4.8/5
    (23 reviews)
    avg/night
    • Studio
    • 1 BA
    • Sleeps 2
    Studio #605387vb
    23
    Viewed 22 times in the last 48 hours
      Exceptional! 5.0/5
      (20 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 5
      House #175528
      20
      Viewed 12 times in the last 48 hours
        • 3 BR
        • 1 BA
        • Separate Toilet
        • Sleeps 8
        House #862715vb
        4
        Viewed 9 times in the last 48 hours
          avg/night
          • 3 BR
          • 2 BA
          • Separate Toilet
          • Sleeps 8
          House #4218016
          3
          Viewed 23 times in the last 48 hours
            avg/night
            • Studio
            • 1 BA
            • Sleeps 2
            Studio #592570vb
            3
            Viewed 9 times in the last 48 hours
              Wonderful! 4.9/5
              (9 reviews)
              avg/night
              • 3 BR
              • 1 BA
              • Sleeps 7
              Cottage #7063010
              9
                avg/night
                • 3 BR
                • 3 BA
                • Sleeps 14
                House #903033vb
                2 Reviews
                Viewed 22 times in the last 48 hours
                  Wonderful! 4.8/5
                  (14 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 10
                  House #184972
                  14
                  Viewed 8 times in the last 48 hours
                    Exceptional! 5.0/5
                    (6 reviews)
                    avg/night
                    • 3 BR
                    • 1 BA
                    • Sleeps 7
                    Cottage #606254vb
                    6
                    Viewed 19 times in the last 48 hours
                      • 4 BR
                      • 2 BA
                      • Sleeps 9
                      House #512496vb
                      9
                        avg/night
                        • 3 BR
                        • 1 BA
                        • Sleeps 6
                        Cottage #3909128
                        1 Review
                        Viewed 5 times in the last 48 hours
                          Exceptional! 5.0/5
                          (19 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Cottage #434595vb
                          19
                            Wonderful! 4.8/5
                            (9 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            Studio #4011094
                            9
                            Viewed 7 times in the last 48 hours
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              House #3756794
                              4
                                Good! 3.8/5
                                (6 reviews)
                                avg/night
                                • Studio
                                • 1 BA
                                • Sleeps 4
                                Condo #695319vb
                                6
                                Viewed 12 times in the last 48 hours
                                  • 3 BR
                                  • 1 BA
                                  • Separate Toilet
                                  • Sleeps 6
                                  House #3859318
                                  1 Review
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #366540
                                    10
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 6
                                      House #4132766
                                      2 Reviews
                                        Wonderful! 4.9/5
                                        (8 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 5
                                        Cottage #584210vb
                                        8
                                        Viewed 11 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (11 reviews)
                                          avg/night
                                          • 3 BR
                                          • 1 BA
                                          • Sleeps 8
                                          Cottage #111263
                                          11
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 6
                                            Cottage #837221vb
                                            3
                                            Viewed 7 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (16 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Apartment #4011868
                                              16
                                              Viewed 5 times in the last 48 hours
                                                Excellent! 4.7/5
                                                (6 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 5
                                                Cottage #607303vb
                                                6
                                                Viewed 20 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (15 reviews)
                                                  avg/night
                                                  • 7 BR
                                                  • 2 BA
                                                  • Separate Toilet
                                                  • Sleeps 20
                                                  House #455542vb
                                                  15
                                                  Viewed 15 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (9 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 7
                                                    Cottage #7081894
                                                    9
                                                      Exceptional! 5.0/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 8
                                                      House #581210vb
                                                      6
                                                      Viewed 14 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (13 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 6
                                                        House #963860
                                                        13
                                                        Viewed 6 times in the last 48 hours
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          House #4147797
                                                          1 Review
                                                            Wonderful! 4.9/5
                                                            (9 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 1 BA
                                                            • Separate Toilet
                                                            • Sleeps 10
                                                            Cottage #220660vb
                                                            9
                                                            Viewed 14 times in the last 48 hours
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              House #4144555
                                                              1 Review
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 9
                                                                House #653722vb
                                                                8
                                                                  Wonderful! 4.8/5
                                                                  (5 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Cottage #709647vb
                                                                  5
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    House #862113vb
                                                                    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
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #4131908
                                                                          • 5 BR
                                                                          • 5 BA
                                                                          • Sleeps 14
                                                                          House #3966432
                                                                          1 Review
                                                                          Viewed 5 times in the last 48 hours
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 11
                                                                            House #874719vb
                                                                              Excellent! 4.3/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 8
                                                                              House #62029vb
                                                                              11
                                                                              Viewed 17 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (5 reviews)
                                                                                avg/night
                                                                                • 7 BR
                                                                                • 4 BA
                                                                                • Sleeps 16
                                                                                House #555019vb
                                                                                5
                                                                                Viewed 21 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  Cottage #584743vb
                                                                                  1 Review
                                                                                    • 4 BR
                                                                                    • 1 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 8
                                                                                    House #4176656
                                                                                      • 5 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      House #3882490
                                                                                        • 6 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 12
                                                                                        House #3887364
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5
                                                                                          House #831938vb
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 8
                                                                                            House #850871vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              House #4086485
                                                                                                Exceptional! 5.0/5
                                                                                                (11 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 8
                                                                                                Cottage #57908vb
                                                                                                11
                                                                                                Viewed 8 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  House #3922246
                                                                                                    Good! 3.8/5
                                                                                                    (12 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 7
                                                                                                    House #709940vb
                                                                                                    12
                                                                                                    Viewed 37 times in the last 48 hours
                                                                                                    • 1 - 50 of 147