Choose Chappaquiddick Rentals for Charming Memories

Though Chappaquiddick Island, a sleepy little village on Martha's Vineyard in Massachusetts may be more well-known for the tragedy involving Senator Ted Kennedy in 1969, it is a great destination for visitors. Chappaquiddick Island is located within Edgartown, the county seat, and was once connected by a large sandbar that has since been diminished by storms. To this day, Chappaquiddick rentals are in high demand and provide some of the most memorable vacations for the whole family.

Chappaquiddick Cottages Are Homes away from Home


Chappaquiddick vacation rentals are set within a picturesque little village surrounded by the natural beauty of the island. Because the island is home to beautiful beaches and soothing seas, Chappaquiddick cottages provide the perfect homes away from home within a perfect seaside setting. Visitors can enjoy shopping for produce, fine cheeses, and fresh seafood at the local markets to enjoy dinners at their Chappaquiddick rentals.

Bike through Town from Chappaquiddick Vacation Rentals


Though swimming and sand are much loved by those staying in Chappaquiddick vacation rentals, there is much more fun to be had on the island. Renting bicycles is a great way to not only get around town, but to see the gorgeous natural landscaping and beautiful vacation homes. Riding bikes from Chappaquiddick cottages to the local beaches can be fun for the whole family. Just remember to pack a picnic basket for lunch!

Chappaquiddick Rentals Let You Fish All Day


Fishing is also a fun way to spend the time at Chappaquiddick rentals. In the fall in particular, Wasque Point is a great location to make that perfect catch for dinner! If you prefer to fish from a boat, there are plenty of charters available near all Chappaquiddick vacation rentals. You can spend a full or half-day out on the high seas catching fish and having fun and return to Chappaquiddick cottages to prepare your catch for dinner.

Increase your search options for Martha's Vineyard lodging in the following areas: Chilmark beach rentals, lodging in Edgartown MA, Katama beach homes, Vineyard Haven home rental, or vacation accommodation West Tisbury MA.



Use filters to narrow your search results!

Chappaquiddick: Houses, Cottages & More(55)

55 Results
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
#238889
    7 night minimum stay
    • 4 BR,
    • 4 BA,
    • Sleeps 12
    #921866
      7 night minimum stay
      • 1 BR,
      • 2 BA,
      • Sleeps 6
      #3564281
        7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 4
        #3660464
          2 - 7 night minimum stay
          • 4 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 8
          #105250
          (17)
            2 night minimum stay
            • 4 BR,
            • 2 BA,
            • 1 HF BA,
            • Sleeps 8
            #106466
            1 Review
              2 - 7 night minimum stay
              • 2 BR,
              • 1 BA,
              • 1 HF BA,
              • Sleeps 6
              #275327
              (3)
                2 - 3 night minimum stay
                • 3 BR,
                • 2 BA,
                • Sleeps 6
                #104816
                  7 night minimum stay
                  • 4 BR,
                  • 2 BA,
                  • Sleeps 8
                  #121311
                  1 Review
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 8
                    #105245
                      7 night minimum stay
                      • 4 BR,
                      • 2 BA,
                      • Sleeps 8
                      #120466
                        7 night minimum stay
                        • 3 BR,
                        • 1 BA,
                        • Sleeps 6
                        #120465
                          $1,800 - $2,400
                          per week
                          7 night minimum stay
                          • 3 BR,
                          • 1 BA,
                          • 1 HF BA,
                          • Sleeps 8
                          #134239
                          1 Review
                            7 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 8
                            #3737523
                              6 night minimum stay
                              • 5 BR,
                              • 2 BA,
                              • Sleeps 9
                              #3734278
                              3 - 7 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                              #3652927
                                5 - 7 night minimum stay
                                • 4 BR,
                                • 2 BA,
                                • Sleeps 8
                                #3652906
                                  5 - 7 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • Sleeps 8
                                  #3652913
                                    7 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 6
                                    #3652897
                                      5 - 7 night minimum stay
                                      • 3 BR,
                                      • 1 BA,
                                      • Sleeps 6
                                      #3652922
                                        5 - 7 night minimum stay
                                        • 5 BR,
                                        • 3 BA,
                                        • Sleeps 8
                                        #3652941
                                          1 - 7 night minimum stay
                                          • 4 BR,
                                          • 2 BA,
                                          • Sleeps 10
                                          #3652916
                                            5 - 7 night minimum stay
                                            • 4 BR,
                                            • 2 BA,
                                            • Sleeps 10
                                            #3652938
                                              2 - 7 night minimum stay
                                              • 4 BR,
                                              • 3 BA,
                                              • Sleeps 10
                                              #3652899
                                                1 - 7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                #3652933
                                                  5 - 7 night minimum stay
                                                  • 1 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                  #3652967
                                                    5 - 7 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 8
                                                    #3652993
                                                      5 - 7 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                      #3653025
                                                        7 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 7
                                                        #3653066
                                                          7 night minimum stay
                                                          • 6 BR,
                                                          • 4 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 12
                                                          #3653043
                                                            Advertisement