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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.

    Wonderful! 4.8/5
    (28 reviews)
    avg/night
    • Studio
    • 1 BA
    • Sleeps 2
    Studio #605387vb
    28
    Viewed 51 times in the last 48 hours
      Wonderful! 4.9/5
      (16 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 2
      Apartment #4011868
      16
      Viewed 53 times in the last 48 hours
        avg/night
        • 3 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 8
        House #4218016
        3
        Viewed 14 times in the last 48 hours
          • 1 BR
          • 1 BA
          • Sleeps 4
          Cabin #4276548
          2
          Viewed 76 times in the last 48 hours
            Wonderful! 4.8/5
            (9 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 2
            Studio #4011094
            9
            Viewed 125 times in the last 48 hours
              • 5 BR
              • 3 BA
              • Sleeps 8
              House #3895784
              3
              Viewed 5 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
                  Wonderful! 4.9/5
                  (10 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #366540
                  10
                  Viewed 22 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 22 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 11 times in the last 48 hours
                        avg/night
                        • 3 BR
                        • 3 BA
                        • Sleeps 12
                        House #903033vb
                        3
                        Viewed 26 times in the last 48 hours
                          Wonderful! 4.8/5
                          (6 reviews)
                          avg/night
                          • 3 BR
                          • 4 BA
                          • Sleeps 8
                          House #371624
                          6
                          Viewed 6 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 28 times in the last 48 hours
                              Exceptional! 5/5
                              (19 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Cottage #434595vb
                              19
                              Viewed 49 times in the last 48 hours
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                House #699274vb
                                1
                                Viewed 8 times in the last 48 hours
                                  Excellent! 4.3/5
                                  (8 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Cottage #135956
                                  8
                                  Viewed 76 times in the last 48 hours
                                    Exceptional! 5/5
                                    (10 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 7
                                    Cottage #7081894
                                    10
                                    Viewed 22 times in the last 48 hours
                                      avg/night
                                      • 6 BR
                                      • 2 BA
                                      • Sleeps 12
                                      House #4373527
                                      1
                                      Viewed 19 times in the last 48 hours
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 10
                                        House #3756794
                                        4
                                          avg/night
                                          • 3 BR
                                          • 1 BA
                                          • Sleeps 6
                                          House #4132766
                                          2
                                          Viewed 25 times in the last 48 hours
                                            • 6 BR
                                            • 3 BA
                                            • Separate Toilet
                                            • Sleeps 12
                                            House #4382963
                                            1
                                            Viewed 18 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 6
                                              House #4373899
                                              1
                                              Viewed 9 times in the last 48 hours
                                                • 6 BR
                                                • 3 BA
                                                • Sleeps 14
                                                House #3592859
                                                3
                                                Viewed 7 times in the last 48 hours
                                                  Excellent! 4.7/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Cottage #607303vb
                                                  6
                                                  Viewed 16 times in the last 48 hours
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #4058307
                                                    2
                                                    Viewed 7 times in the last 48 hours
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Cottage #994510vb
                                                      Viewed 9 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (15 reviews)
                                                        avg/night
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        House #184972
                                                        15
                                                        Viewed 40 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #4144555
                                                          1
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Cottage #89251vb
                                                            13
                                                              Wonderful! 4.9/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 7
                                                              Cottage #7063010
                                                              9
                                                                • 5 BR
                                                                • 5 BA
                                                                • Sleeps 14
                                                                House #3966432
                                                                1
                                                                Viewed 13 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #926447vb
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #1056150vb
                                                                    Viewed 32 times in the last 48 hours
                                                                      Excellent! 4.7/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 2 BA
                                                                      • Sleeps 2
                                                                      Condo #829986vb
                                                                      6
                                                                      Viewed 7 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (11 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 8
                                                                        Cottage #111263
                                                                        11
                                                                        Viewed 10 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 9
                                                                          House #3930253
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #233954
                                                                            Viewed 5 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #3798415
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #3940096
                                                                                  avg/night
                                                                                  • 7 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 10
                                                                                  House #1008017vb
                                                                                  Viewed 6 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 7
                                                                                    House #4500859
                                                                                    Viewed 87 times in the last 48 hours
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Cottage #837221vb
                                                                                      4
                                                                                      Viewed 10 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 9
                                                                                        House #653722vb
                                                                                        8
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 9
                                                                                          House #512496vb
                                                                                          9
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            House #114560
                                                                                            Viewed 11 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              House #3495596
                                                                                              Viewed 15 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 5
                                                                                                Cottage #589973vb
                                                                                                5
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  House #831938vb
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    House #4435258
                                                                                                    Viewed 8 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 5
                                                                                                      Cottage #1034210vb
                                                                                                      1
                                                                                                      Viewed 49 times in the last 48 hours

                                                                                                      West Dennis Holiday Homes & Cottages (147)