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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 143
Additional service fee may apply.
    Wonderful! 4.8/5
    (23 reviews)
    avg/night
    • Studio
    • 1 BA
    • Sleeps 2
    Studio #605387vb
    23
    Viewed 38 times in the last 48 hours
      Exceptional! 5.0/5
      (20 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 5
      House #175528
      20
      Viewed 21 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 21 times in the last 48 hours
          • 3 BR
          • 2 BA
          • Separate Toilet
          • Sleeps 8
          House #4218016
          3
          Viewed 20 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 33 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 75 times in the last 48 hours
                Wonderful! 4.9/5
                (8 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 5
                Cottage #584210vb
                8
                Viewed 20 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 16 times in the last 48 hours
                    Exceptional! 5.0/5
                    (9 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 7
                    Cottage #7081894
                    9
                    Viewed 8 times in the last 48 hours
                      avg/night
                      • Studio
                      • 1 BA
                      • Sleeps 2
                      Studio #592570vb
                      3
                      Viewed 29 times in the last 48 hours
                        Wonderful! 4.8/5
                        (9 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        Studio #4011094
                        9
                        Viewed 9 times in the last 48 hours
                          Wonderful! 4.9/5
                          (16 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Apartment #4011868
                          16
                          Viewed 37 times in the last 48 hours
                            Excellent! 4.7/5
                            (6 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            Cottage #607303vb
                            6
                            Viewed 13 times in the last 48 hours
                              avg/night
                              • Studio
                              • 1 BA
                              • Sleeps 4
                              Condo #695319vb
                              7
                              Viewed 20 times in the last 48 hours
                                Wonderful! 4.8/5
                                (6 reviews)
                                avg/night
                                • 3 BR
                                • 4 BA
                                • Sleeps 8
                                House #371624
                                6
                                Viewed 35 times in the last 48 hours
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #3756794
                                  4
                                  Viewed 16 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (11 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 8
                                    Cottage #111263
                                    11
                                    Viewed 10 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (11 reviews)
                                      avg/night
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 8
                                      Cottage #57908vb
                                      11
                                      Viewed 9 times in the last 48 hours
                                        avg/night
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 6
                                        House #4132766
                                        2
                                        Viewed 21 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (10 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #366540
                                          10
                                          Viewed 16 times in the last 48 hours
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 6
                                            Cottage #837221vb
                                            4
                                            Viewed 28 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 14
                                              House #903033vb
                                              2
                                              Viewed 45 times in the last 48 hours
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 8
                                                House #3895784
                                                3
                                                Viewed 31 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #4131908
                                                  Viewed 13 times in the last 48 hours
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #4144555
                                                    1
                                                      Wonderful! 4.8/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 7 BR
                                                      • 4 BA
                                                      • Sleeps 16
                                                      House #555019vb
                                                      5
                                                      Viewed 51 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 7
                                                        Cottage #7063010
                                                        9
                                                        Viewed 9 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (6 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • Sleeps 7
                                                          Cottage #606254vb
                                                          6
                                                          Viewed 29 times in the last 48 hours
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • Separate Toilet
                                                            • Sleeps 6
                                                            House #3859318
                                                            1
                                                            Viewed 7 times in the last 48 hours
                                                              avg/night
                                                              • 6 BR
                                                              • 2 BA
                                                              • Sleeps 12
                                                              House #3887364
                                                              Viewed 13 times in the last 48 hours
                                                                • 5 BR
                                                                • 5 BA
                                                                • Sleeps 14
                                                                House #3966432
                                                                1
                                                                Viewed 29 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  House #4147797
                                                                  1
                                                                  Viewed 10 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (14 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 10
                                                                    House #184972
                                                                    14
                                                                    Viewed 13 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Cottage #434595vb
                                                                      19
                                                                      Viewed 12 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 7
                                                                        Condo #3925165
                                                                        5
                                                                        Viewed 44 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 9
                                                                          House #4150735
                                                                          Viewed 8 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #862113vb
                                                                            Viewed 16 times in the last 48 hours
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              House #4373899
                                                                              Viewed 32 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Cottage #994510vb
                                                                                  Exceptional! 5.0/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 9
                                                                                  House #512496vb
                                                                                  9
                                                                                  Viewed 21 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 6 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 12
                                                                                    House #4373527
                                                                                    Viewed 20 times in the last 48 hours
                                                                                      Excellent! 4.3/5
                                                                                      (11 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 8
                                                                                      House #62029vb
                                                                                      11
                                                                                      Viewed 93 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        House #999246
                                                                                        Viewed 18 times in the last 48 hours
                                                                                          • 6 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 14
                                                                                          House #3592859
                                                                                          3
                                                                                          Viewed 34 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            House #581210vb
                                                                                            6
                                                                                            Viewed 40 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #584743vb
                                                                                              1
                                                                                              Viewed 16 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                House #3782897
                                                                                                2
                                                                                                Viewed 22 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  House #3922246
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    House #831938vb
                                                                                                    Viewed 11 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #4435258
                                                                                                      Viewed 13 times in the last 48 hours
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