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Make a self catering villa or holiday rental in Dennisport, Massachusetts your home away from home

Dennisport is billed as the cultural center of Cape Cod and with its Museum of Art, Cape Playhouse and many art galleries and museums in the area it is probably true. The small town has just a 3,600 population and it is a delightful place to visit with its Cape Cod style beach cottages and quaint town centre. The area offers plenty of opportunities for sports fishing, cycling and hiking as well as swimming and windsurfing on the nearby beaches. There are many good restaurants, cafés and bars which can be enjoyed from your Dennisport self-catering holiday rental.

Things to do in Dennisport, Massachusetts Local Beaches

Mayflower Beach is one of the best beaches close to your Dennisport holiday rental home. At low tide the sand stretches for miles and the tide recedes several hundred yards. Chapin Beach is slightly rockier but generally quieter during the tourist season. Swimming, windsurfing and other watersports can all be enjoyed here. Fishing

The area offers excellent opportunities for deep sea fishing and sport fishing trips from nearby Sesuit harbour.

Cycle the Cape Cod Rail Trail

Hire bicycles locally and enjoy this traffic-free route. This 22-mile long trail follows the flat route of the old railway. It goes through several towns and is a great way to enjoy the local scenery.

Places to visit near Dennisport, Massachusetts Scargo Hill

Some of the best views of the area and across Cape Cod Bay can be seen from the top of the 28 foot (8.5m) high stone tower on the top of Scargo Hill. You can probably see your Dennisport holiday rental from the top! Brewster

Among other local attractions, Brewster is the location of the Cape Cod Museum of Natural History. The exhibits include a Honey Bee Observation Hive, an aquarium of local fish and mollusks and a bird collection compete with sound effects and nests. Other attractions in Brewster include the Brewster Store and the Fire and History Museum.

Hyannis Port

Just 11 miles west of your Dennisport holiday home is the small town of Hyannis Port. A popular attraction is the Toad Hall Classic Sports Cars Collection with a fine array of over 50 Triumphs, Healeys, MGs, Lotuses, Jaguars and more. The JFK Hyannis Museum is a memorial to JF Kennedy. Hyannis Port also has a historic downtown Main Street.

Weather in Dennisport, Massachusetts

Dennisport enjoys warm summers when the temperatures average around 24°C (76°F).   From November to March temperatures regularly drop below freezing overnight. The area has moderate rainfall throughout the year.

Travel to Dennisport, Massachusetts

The most convenient airport to your holiday home in Dennisport is Boston’s Logan International airport which is approximately 67 miles away.

  • Showing 1-50 of 266
Additional service fee may apply.
    Exceptional! 5.0/5
    (16 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    Cottage #564192vb
    16
    Viewed 109 times in the last 48 hours
      Wonderful! 4.8/5
      (23 reviews)
      avg/night
      • Studio
      • 1 BA
      • Sleeps 2
      Studio #605387vb
      23
      Viewed 38 times in the last 48 hours
        Wonderful! 4.8/5
        (13 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 5
        Townhome #3753692
        13
        Viewed 33 times in the last 48 hours
          avg/night
          • Studio
          • Sleeps 4
          Condo #164417
          2
          Viewed 8 times in the last 48 hours
            Wonderful! 4.8/5
            (46 reviews)
            avg/night
            • 3 BR
            • 1 BA
            • Sleeps 6
            Cottage #3023161
            46
            Viewed 25 times in the last 48 hours
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 3 BR
              • 1 BA
              • Sleeps 7
              House #3952391
              6
              Viewed 67 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
                  Excellent! 4.6/5
                  (12 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Cottage #654773vb
                  12
                  Viewed 38 times in the last 48 hours
                    Exceptional! 5.0/5
                    (7 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    House #251748
                    7
                    Viewed 58 times in the last 48 hours
                      avg/night
                      • 3 BR
                      • 1 BA
                      • Sleeps 6
                      House #4223560
                      4
                      Viewed 37 times in the last 48 hours
                        Wonderful! 4.9/5
                        (9 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        House #3943051
                        9
                        Viewed 53 times in the last 48 hours
                          Excellent! 4.4/5
                          (7 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          Condo #4170244
                          7
                          Viewed 59 times in the last 48 hours
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 9
                            House #872367vb
                            4
                            Viewed 25 times in the last 48 hours
                              Exceptional! 5.0/5
                              (6 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Sleeps 6
                              House #4155574
                              6
                              Viewed 21 times in the last 48 hours
                                Wonderful! 4.9/5
                                (8 reviews)
                                avg/night
                                • 3 BR
                                • 1 BA
                                • Separate Toilet
                                • Sleeps 8
                                House #3008289
                                8
                                Viewed 35 times in the last 48 hours
                                  Excellent! 4.7/5
                                  (11 reviews)
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Cottage #587149vb
                                  11
                                  Viewed 14 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (11 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    House #188419
                                    11
                                    Viewed 51 times in the last 48 hours
                                      Good! 3.8/5
                                      (5 reviews)
                                      avg/night
                                      • Studio
                                      • 1 BA
                                      • Sleeps 4
                                      Studio #4174521
                                      5
                                      Viewed 19 times in the last 48 hours
                                        Very Good! 4.2/5
                                        (5 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Cottage #7014707
                                        5
                                        Viewed 44 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (5 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Separate Toilet
                                          • Sleeps 4
                                          Cottage #4118529
                                          5
                                          Viewed 27 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (26 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Cottage #3023171
                                            26
                                            Viewed 40 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (9 reviews)
                                              avg/night
                                              • 4 BR
                                              • 1 BA
                                              • Separate Toilet
                                              • Sleeps 9
                                              House #3951620
                                              9
                                              Viewed 34 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (14 reviews)
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 3
                                                Cottage #357948
                                                14
                                                Viewed 11 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (12 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Cottage #987767
                                                  12
                                                  Viewed 46 times in the last 48 hours
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 10
                                                    House #887951vb
                                                    3
                                                    Viewed 45 times in the last 48 hours
                                                      avg/night
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 5
                                                      House #296670
                                                      4
                                                      Viewed 18 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (5 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 4 BA
                                                        • Sleeps 12
                                                        Cottage #465032vb
                                                        5
                                                        Viewed 24 times in the last 48 hours
                                                          • 5 BR
                                                          • 2 BA
                                                          • Sleeps 10
                                                          House #3865280
                                                          Viewed 14 times in the last 48 hours
                                                            • 5 BR
                                                            • 3 BA
                                                            • Sleeps 12
                                                            House #153596
                                                            4
                                                            Viewed 61 times in the last 48 hours
                                                              Excellent! 4.5/5
                                                              (17 reviews)
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 2
                                                              Cottage #608329vb
                                                              17
                                                              Viewed 37 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (18 reviews)
                                                                avg/night
                                                                • Studio
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Condo #230397
                                                                18
                                                                Viewed 27 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (13 reviews)
                                                                  avg/night
                                                                  • 6 BR
                                                                  • 3 BA
                                                                  • Sleeps 16
                                                                  House #157274
                                                                  13
                                                                  Viewed 79 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (13 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #608291vb
                                                                    13
                                                                    Viewed 33 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      House #3909093
                                                                      9
                                                                      Viewed 38 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (30 reviews)
                                                                        avg/night
                                                                        • Studio
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        Cottage #276402
                                                                        30
                                                                        Viewed 16 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (9 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • Sleeps 6
                                                                          House #3537215
                                                                          9
                                                                          Viewed 24 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            House #221999
                                                                            7
                                                                            Viewed 65 times in the last 48 hours
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              House #987820
                                                                              4
                                                                              Viewed 17 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                House #4171644
                                                                                Viewed 6 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • Studio
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Studio #878273vb
                                                                                  6
                                                                                  Viewed 18 times in the last 48 hours
                                                                                    Excellent! 4.4/5
                                                                                    (8 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Cottage #832417vb
                                                                                    8
                                                                                    Viewed 68 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (10 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 8
                                                                                      House #374157
                                                                                      10
                                                                                      Viewed 28 times in the last 48 hours
                                                                                        Excellent! 4.3/5
                                                                                        (13 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • Sleeps 4
                                                                                        Cottage #138359
                                                                                        13
                                                                                        Viewed 19 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #991889
                                                                                          8
                                                                                          Viewed 81 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 8
                                                                                            House #3992904
                                                                                            6
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (7 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 1 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 10
                                                                                              House #766902vb
                                                                                              7
                                                                                              Viewed 6 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #833095vb
                                                                                                3
                                                                                                Viewed 47 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 8
                                                                                                  House #850405vb
                                                                                                  4
                                                                                                  Viewed 22 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 10
                                                                                                    House #4224107
                                                                                                    4
                                                                                                    Viewed 72 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      House #3535036
                                                                                                      3
                                                                                                      Viewed 10 times in the last 48 hours
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