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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.

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  • 1 - 50 of 300+
Additional service fee may apply.
    Exceptional! 5.0/5
    (14 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    Cottage #564192vb
    14
    Viewed 24 times in the last 48 hours
      Wonderful! 4.8/5
      (23 reviews)
      avg/night
      • Studio
      • 1 BA
      • Sleeps 2
      Studio #605387vb
      23
      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 20 times in the last 48 hours
          Wonderful! 4.8/5
          (11 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          House #188419
          11
          Viewed 24 times in the last 48 hours
            avg/night
            • Studio
            • Sleeps 4
            Condo #164417
            2 Reviews
            Viewed 7 times in the last 48 hours
              Exceptional! 5.0/5
              (6 reviews)
              avg/night
              • 3 BR
              • 1 BA
              • Sleeps 7
              House #3952391
              6
              Viewed 22 times in the last 48 hours
                Excellent! 4.6/5
                (12 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 4
                Cottage #654773vb
                12
                Viewed 13 times in the last 48 hours
                  Wonderful! 4.8/5
                  (12 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 5
                  Townhome #3753692
                  12
                  Viewed 14 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 13 times in the last 48 hours
                      Exceptional! 5.0/5
                      (7 reviews)
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #251748
                      7
                      Viewed 11 times in the last 48 hours
                        Excellent! 4.7/5
                        (11 reviews)
                        avg/night
                        • 3 BR
                        • 1 BA
                        • Sleeps 6
                        Cottage #587149vb
                        11
                        Viewed 6 times in the last 48 hours
                          Exceptional! 5.0/5
                          (6 reviews)
                          avg/night
                          • 3 BR
                          • 1 BA
                          • Sleeps 6
                          House #4155574
                          6
                          Viewed 7 times in the last 48 hours
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 9
                            House #872367vb
                            4
                            Viewed 31 times in the last 48 hours
                              Wonderful! 4.9/5
                              (9 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 5
                              House #3943051
                              9
                              Viewed 5 times in the last 48 hours
                                Excellent! 4.4/5
                                (7 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                Condo #4170244
                                7
                                Viewed 8 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 17 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (9 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    House #130541
                                    9
                                    Viewed 11 times in the last 48 hours
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Cottage #3023171
                                      26
                                        Good! 3.8/5
                                        (5 reviews)
                                        avg/night
                                        • Studio
                                        • 1 BA
                                        • Sleeps 4
                                        Studio #4174521
                                        5
                                        Viewed 7 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 9 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 5 times in the last 48 hours
                                              • 5 BR
                                              • 2 BA
                                              • Sleeps 10
                                              House #3865280
                                              Viewed 11 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (9 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                House #3537215
                                                9
                                                  Exceptional! 5.0/5
                                                  (13 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #608291vb
                                                  13
                                                  Viewed 17 times in the last 48 hours
                                                    Excellent! 4.3/5
                                                    (13 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • Sleeps 4
                                                    Cottage #138359
                                                    13
                                                      Wonderful! 4.8/5
                                                      (5 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 4 BA
                                                      • Sleeps 12
                                                      Cottage #465032vb
                                                      5
                                                      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 15 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 5 times in the last 48 hours
                                                            • 5 BR
                                                            • 3 BA
                                                            • Sleeps 12
                                                            House #153596
                                                            4
                                                            Viewed 19 times in the last 48 hours
                                                              Excellent! 4.4/5
                                                              (8 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cottage #832417vb
                                                              8
                                                              Viewed 10 times in the last 48 hours
                                                                • Studio
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Condo #230397
                                                                18
                                                                  Exceptional! 5.0/5
                                                                  (12 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  Cottage #987767
                                                                  12
                                                                  Viewed 8 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (8 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 8
                                                                    Cottage #991889
                                                                    8
                                                                    Viewed 19 times in the last 48 hours
                                                                      Excellent! 4.4/5
                                                                      (16 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Cottage #608329vb
                                                                      16
                                                                      Viewed 17 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        Cottage #237263
                                                                        5
                                                                          Excellent! 4.6/5
                                                                          (30 reviews)
                                                                          avg/night
                                                                          • Studio
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Cottage #276402
                                                                          30
                                                                          Viewed 7 times in the last 48 hours
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            House #4223560
                                                                            4
                                                                            Viewed 15 times in the last 48 hours
                                                                              • 3 BR
                                                                              • Sleeps 5
                                                                              House #296670
                                                                              4
                                                                                Exceptional! 5.0/5
                                                                                (14 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Cottage #357948
                                                                                14
                                                                                Viewed 7 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 8
                                                                                  House #374157
                                                                                  10
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 10
                                                                                    House #4159925
                                                                                    Viewed 7 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 5
                                                                                      House #3749356
                                                                                      4
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #833095vb
                                                                                        3
                                                                                        Viewed 26 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          House #4171644
                                                                                            • Studio
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Studio #878273vb
                                                                                            6
                                                                                              Exceptional! 5.0/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 6 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 16
                                                                                              House #157274
                                                                                              13
                                                                                              Viewed 21 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 10
                                                                                                House #221999
                                                                                                7
                                                                                                Viewed 17 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 10
                                                                                                  House #987820
                                                                                                  4
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    House #3535036
                                                                                                    3
                                                                                                    Viewed 8 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #3560809
                                                                                                      6
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Excellent Vacation Cottage

                                                                                                      5 of 5
                                                                                                      The cottage was an absolute joy - like home from home. Everything you could require was available even down to the lobster pot. Spotlessly clean and the TV and XBox in the bedroom was a brilliant addn especially for my son. The owner left a handbook which provided places to visit, places to eat and handbooks for all equipment. This was very well rec'd. Excellent location for all Cape amenities, e.g. beaches, shopping, whale watching, restaurants. I would definitely recommend "The Dog House" and Sundae School" and the whale watching was brilliant. I would definitely recommend the cottage to all my friends and family. Excellent value for money
                                                                                                      • Review Submitted: 06-Sep-2009
                                                                                                      • Date of Stay: Jun 2009