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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 76 times in the last 48 hours
      Exceptional! 5.0/5
      (20 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 5
      House #175528
      20
      Viewed 26 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 18 times in the last 48 hours
          • 3 BR
          • 2 BA
          • Separate Toilet
          • Sleeps 8
          House #4218016
          3
          Viewed 9 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 44 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 121 times in the last 48 hours
                Wonderful! 4.9/5
                (8 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 5
                Cottage #584210vb
                8
                Viewed 42 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 29 times in the last 48 hours
                    Exceptional! 5.0/5
                    (9 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 7
                    Cottage #7081894
                    9
                    Viewed 10 times in the last 48 hours
                      avg/night
                      • Studio
                      • 1 BA
                      • Sleeps 2
                      Studio #592570vb
                      3
                      Viewed 26 times in the last 48 hours
                        Wonderful! 4.8/5
                        (9 reviews)
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 2
                        Studio #4011094
                        9
                        Viewed 11 times in the last 48 hours
                          Wonderful! 4.9/5
                          (16 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 2
                          Apartment #4011868
                          16
                          Viewed 19 times in the last 48 hours
                            Excellent! 4.7/5
                            (6 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            Cottage #607303vb
                            6
                            Viewed 35 times in the last 48 hours
                              avg/night
                              • Studio
                              • 1 BA
                              • Sleeps 4
                              Condo #695319vb
                              7
                              Viewed 36 times in the last 48 hours
                                Wonderful! 4.8/5
                                (6 reviews)
                                avg/night
                                • 3 BR
                                • 4 BA
                                • Sleeps 8
                                House #371624
                                6
                                Viewed 26 times in the last 48 hours
                                  avg/night
                                  • 4 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #3756794
                                  4
                                  Viewed 34 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (11 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 8
                                    Cottage #111263
                                    11
                                    Viewed 13 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (11 reviews)
                                      avg/night
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 8
                                      Cottage #57908vb
                                      11
                                      Viewed 20 times in the last 48 hours
                                        avg/night
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 6
                                        House #4132766
                                        2
                                        Viewed 27 times in the last 48 hours
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 14
                                          House #903033vb
                                          2
                                          Viewed 55 times in the last 48 hours
                                            • 5 BR
                                            • 3 BA
                                            • Sleeps 8
                                            House #3895784
                                            3
                                            Viewed 46 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #4131908
                                              0
                                              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 26 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  Cottage #837221vb
                                                  4
                                                  Viewed 36 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (5 reviews)
                                                    avg/night
                                                    • 7 BR
                                                    • 4 BA
                                                    • Sleeps 16
                                                    House #555019vb
                                                    5
                                                    Viewed 71 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 7
                                                      Cottage #7063010
                                                      9
                                                      Viewed 12 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (6 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 7
                                                        Cottage #606254vb
                                                        6
                                                        Viewed 32 times in the last 48 hours
                                                          avg/night
                                                          • 3 BR
                                                          • 1 BA
                                                          • Separate Toilet
                                                          • Sleeps 6
                                                          House #3859318
                                                          1
                                                          Viewed 13 times in the last 48 hours
                                                            avg/night
                                                            • 6 BR
                                                            • 2 BA
                                                            • Sleeps 12
                                                            House #3887364
                                                            0
                                                            Viewed 23 times in the last 48 hours
                                                              • 5 BR
                                                              • 5 BA
                                                              • Sleeps 14
                                                              House #3966432
                                                              1
                                                              Viewed 28 times in the last 48 hours
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                House #4147797
                                                                1
                                                                Viewed 21 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
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #4144555
                                                                    1
                                                                    Viewed 10 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Cottage #434595vb
                                                                      19
                                                                      Viewed 33 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 7
                                                                        Condo #3925165
                                                                        5
                                                                        Viewed 49 times in the last 48 hours
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 9
                                                                          House #4150735
                                                                          0
                                                                          Viewed 31 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #862113vb
                                                                            0
                                                                            Viewed 46 times in the last 48 hours
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              House #4373899
                                                                              0
                                                                              Viewed 14 times in the last 48 hours
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Cottage #994510vb
                                                                                0
                                                                                Viewed 7 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 9
                                                                                  House #512496vb
                                                                                  9
                                                                                  Viewed 35 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 6 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 12
                                                                                    House #4373527
                                                                                    0
                                                                                    Viewed 28 times in the last 48 hours
                                                                                      Excellent! 4.3/5
                                                                                      (11 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 8
                                                                                      House #62029vb
                                                                                      11
                                                                                      Viewed 115 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        House #999246
                                                                                        0
                                                                                        Viewed 19 times in the last 48 hours
                                                                                          • 6 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 14
                                                                                          House #3592859
                                                                                          3
                                                                                          Viewed 44 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            House #581210vb
                                                                                            6
                                                                                            Viewed 65 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #584743vb
                                                                                              1
                                                                                              Viewed 11 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                House #3782897
                                                                                                2
                                                                                                Viewed 31 times in the last 48 hours
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  House #3922246
                                                                                                  0
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    House #831938vb
                                                                                                    0
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #4435258
                                                                                                      0
                                                                                                      Viewed 12 times in the last 48 hours
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