50 Best Vacation Rentals in Martha's Vineyard - Holiday Lettings - Cabins

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1,179 Vacation rentals

    6

    Edgartown Vacation townhouse rental

    Martha's Vineyard / Edgartown

    3 8 7 nights min

    • 3 bedrooms
    • sleeps 8
    • 7 nights min
    • Child friendly
    • Pet friendly
    The K-4 Duplex is part of the Winnetu Oceanside Resort - the only Resort at South Beach. It's a 10-minute walk to the beach and is situated at the bicycling/jogging path leading to charming Edgartown. This 'Silver Level' home offers three bedrooms, two-and-a-half bathro

    from $1,011 / night

    $7,071 / week

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    from $1,011 / night

      5

      Vacation home rental

      Martha's Vineyard / Oak Bluffs

      4 7 7 nights min

      • 4 bedrooms
      • sleeps 7
      • 7 nights min
      • Nearest beach 1 mi
      • Child friendly
      Nestled in Historical Oak Bluffs is our one level cottage. It features a large (15x37) deck. Location. location. 1.5 miles from either ferry. Oak Bluffs or Vineyard Haven. . Distance to shopping , either town or going to the beach less then 1 mile. Public transportation

      from $453 / night

      $2,863 - $4,008 / week

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      from $453 / night

      (1) Excellent 

        31

        Vacation home in Edgartown

        Martha's Vineyard / Edgartown

        3 8 min stay varies

        • 3 bedrooms
        • sleeps 8
        • min stay varies
        • Child friendly
        • Car not necessary
        The Blue Cape This stately Martha's Vineyard home has new bamboo floors, a gorgeous yard, and an outdoor shower to wash away the sand and surf. And you're in a beautiful secluded area, too. The heart of Edgartown is only five miles away and Ben Toms Preserve and oth

        from $179 / night

        $1,251 / week

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        avg. 2 hours 12 minutes

        from $179 / night

          15

          Vacation home in Oak Bluffs

          Martha's Vineyard / Oak Bluffs

          4 7 min stay varies

          • 4 bedrooms
          • sleeps 7
          • min stay varies
          • Ask about children
          This adorable Gingerbread cottage is located only a block to town and a couple of blocks to the beach. You can enjoy morning coffee on the covered wrap around porch that leads into a cute sitting room with a TV and another small sitting area off of the front room. There

          from $214 / night

          $1,500 - $3,800 / week

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          from $214 / night

            22

            Vacation home in West Tisbury

            Martha's Vineyard / West Tisbury

            5 8 7 nights min

            • 5 bedrooms
            • sleeps 8
            • 7 nights min
            • Ask about children
            • Air conditioning
            Lovely South Shore Area West Tisbury Retreat! Families are sure to enjoy this spacious lovely home that is impeccably maintained by the owners. The main living level offers an open floor plan perfect for relaxing with friends and family. Th living room is comfortabl

            from $400 / night

            $2,800 - $4,200 / week

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            from $400 / night

              33

              Vacation home in West Tisbury

              Martha's Vineyard / West Tisbury

              4 6 min stay varies

              • 4 bedrooms
              • sleeps 6
              • min stay varies
              • Child friendly
              • Car not necessary
              Island Romance Island Romance is a Chilmark vacation rental with ocean views on a quiet plot of land, featuring a shared dock, spacious yard, and studio cottage. Bring your friends and loved ones to this sweet New England farmhouse on Martha's Vineyard. In summer yo

              from $287 / night

              $2,004 / week

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              avg. 2 hours 12 minutes

              from $287 / night

                10

                Edgartown Vacation home rental

                Martha's Vineyard / Edgartown

                3 6 3 nights min

                • 3 bedrooms
                • sleeps 6
                • 3 nights min
                • Nearest beach 3 mi
                Bright, open and light filled contemporary in a wonderful Katama location - off the beaten track but within minutes of beach and town, trolley stop and bike path. First floor has living room with cathedral ceiling, lots of skylights, and 2 paddle fans, dining area, w

                from $544 / night

                $3,779 / week

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                from $544 / night

                  23

                  Vacation home in Vineyard Haven

                  Martha's Vineyard / Vineyard Haven

                  3 4 7 nights min

                  • 3 bedrooms
                  • sleeps 4
                  • 7 nights min
                  • Ask about children
                  • Air conditioning
                  Pristine, spacious light filled condo set in Tashmoo Cove community of Homes and Condominiums. This area is a revisited each year by families who enjoy the quiet area, walk to the association pool and association tennis courts. The associaton also owns a lovely stretc

                  from $372 / night

                  $2,600 - $2,700 / week

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                  from $372 / night

                    32

                    Oak Bluffs Vacation home rental

                    Martha's Vineyard / Oak Bluffs

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Child friendly
                    • Car not necessary
                    Island Inn - 50G Spend an unforgettable summer on the beaches of Martha's Vineyard when you retreat to this two-bedroom townhouse, a charming Oak Bluffs escape with a private deck, a shared swimming pool and tennis courts, and easy walking access to downtown and nearby

                    from $213 / night

                    $1,491 / week

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                    avg. 2 hours 12 minutes

                    from $213 / night

                      36

                      Vacation home in Aquinnah

                      Martha's Vineyard / Aquinnah

                      3 6 min stay varies

                      • 3 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Child friendly
                      • Car not necessary
                      Memory Days Marvel at the old-fashioned, hand-crafted charms of this rustically elegant home in Aquinnah! You'll enjoy a spacious piece of property with a private lake and lovely ocean views, easy walking access to Philbin Beach, and a beautiful two-level deck and picni

                      from $283 / night

                      $1,980 / week

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                      avg. 2 hours 12 minutes

                      from $283 / night

                      (70) Excellent 

                        20

                        Apartment rental in Oak Bluffs

                        Martha's Vineyard / Oak Bluffs

                        2 5 min stay varies

                        • 2 bedrooms
                        • sleeps 5
                        • min stay varies
                        • Beach/lakeside relaxation
                        • Nearest beach 0.2 mi
                        • Child friendly
                        This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the middle of the most active, multi-cultural, charming, and fun town on Martha's Vineyard. Step outside your door for breakfast or ice cream, a great

                        from $178 / night

                        $1,174 - $3,063 / week

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                        avg. 2 hours 32 minutes

                        from $178 / night

                        (2) Excellent 

                          24

                          Oak Bluffs Vacation home rental

                          Martha's Vineyard / Oak Bluffs

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Child friendly
                          • Car not necessary
                          • Air conditioning
                          Bright Grove You'll love this Oak Bluffs vacation rental with plenty of entertainment and a beautiful gourmet kitchen! The surrounding area is quiet and residential, and the water is less than a mile to the northwest. To get to the heart of Oak Bluffs and its shops a

                          from $208 / night

                          $1,451 / week

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                          avg. 53 minutes

                          from $208 / night

                            33

                            Vacation home with shared pool in Oak Bluffs

                            Martha's Vineyard / Oak Bluffs

                            2 6 min stay varies

                            • 2 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Swimming pool
                            • Child friendly
                            • Car not necessary
                            Island Inn - 40G A memorable vacation awaits you on Martha's Vineyard, and this two-level townhouse is the perfect place to stay! You'll have everything you could hope for with a shared pool, tennis courts, and the beach all within easy reach. Please be aware this renta

                            from $188 / night

                            $1,315 / week

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                            avg. 53 minutes

                            from $188 / night

                              27

                              West Tisbury Vacation home rental

                              Martha's Vineyard / West Tisbury

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Swimming pool
                              • Ask about children
                              • Air conditioning
                              This charming home is truly a hidden gem! Located in a quiet, private association, this light filled West Tisbury home features bright, three spacious bedrooms, two hangout spaces, a well-stocked kitchen, large deck and beautiful grounds. Centrally located minutes fro

                              from $329 / night

                              $2,300 - $4,000 / week

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                              from $329 / night

                                13

                                Vineyard Haven Vacation home rental

                                Martha's Vineyard / Vineyard Haven

                                2 6 min stay varies

                                • 2 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Ask about children
                                Located on the beach with spectacular views of the Vineyard Sound, Elizabeth Islands and glorious sunsets. Across the road is Lake Tashmoo with its fabulous clamming. This light and bright cottage is decorated with comfortable and attractive contemporary furnishings.

                                from $857 / night

                                $6,000 - $7,100 / week

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                                from $857 / night

                                  27

                                  Home rental in Oak Bluffs

                                  Martha's Vineyard / Oak Bluffs

                                  3 7 7 nights min

                                  • 3 bedrooms
                                  • sleeps 7
                                  • 7 nights min
                                  • Ask about children
                                  • Air conditioning
                                  Situated just on the outskirts of Oak Bluffs this lovely new vacation home offers renters modern styling with multiple living space,s and all the conveniences renters look for in a vacation home. Outdoor highlights include, a farrmers porch with porch swing and adironda

                                  from $286 / night

                                  $2,000 - $4,000 / week

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                                  from $286 / night

                                    21

                                    Vacation home rental

                                    Martha's Vineyard / West Tisbury

                                    4 8 7 nights min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 7 nights min
                                    • Ask about children
                                    All new contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families. This green home features walls of windows allowing wonderful views

                                    from $243 / night

                                    $1,700 - $3,750 / week

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                                    from $243 / night

                                      10

                                      Edgartown Vacation home rental

                                      Martha's Vineyard / Edgartown

                                      4 8 7 nights min

                                      • 4 bedrooms
                                      • sleeps 8
                                      • 7 nights min
                                      • Child friendly
                                      • Air conditioning
                                      • Pet friendly
                                      Chappaquiddick is truly "a place apart" as the name means in the native Indian language. Caleb's Common Lane is quiet, and private, yet only 1 short mile to the Chappy Ferry to the center of Edgartown. The perfect place to go to the beach all day, and dine in one of Edg

                                      from $376 / night

                                      $2,628 / week

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                                      from $376 / night

                                        29

                                        Home rental in Edgartown

                                        Martha's Vineyard / Edgartown

                                        3 6 7 nights min

                                        • 3 bedrooms
                                        • sleeps 6
                                        • 7 nights min
                                        • Ask about children
                                        • Air conditioning
                                        Pristine summer home, centrally located in Dodger's Hole neighborhood offers a private setting surrounded by beautifully landscaped yard. The home features a wrap around deck, deck dining area and a spacious screened porch with outdoor living room and overlooks the gor

                                        from $315 / night

                                        $2,200 - $3,500 / week

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                                        from $315 / night

                                          32

                                          Edgartown Vacation home rental

                                          Martha's Vineyard / Edgartown

                                          5 12 min stay varies

                                          • 5 bedrooms
                                          • sleeps 12
                                          • min stay varies
                                          • Swimming pool
                                          • Ask about children
                                          • Air conditioning
                                          Luxury and elegance in the heart of downtown Edgartown. Brand new construction featuring four levels of living in the main house and a separate Captain's Quarters for extended family and quests. Enjoy all of the conveniences of this fabulous location including the fines

                                          from $1,786 / night

                                          $12,500 - $18,500 / week

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                                          from $1,786 / night

                                            38

                                            Vacation home with swimming pool in Edgartown

                                            Martha's Vineyard / Edgartown

                                            4 10 7 nights min

                                            • 4 bedrooms
                                            • sleeps 10
                                            • 7 nights min
                                            • Swimming pool
                                            • Ask about children
                                            • Air conditioning
                                            Gorgeous all new Greek Revival home, masterfully crafted and impeccably furnished throughout. Outdoor living for your relaxation with Pebble Teck pool, bordered by bluestone patio, and gorgeous landscaping. A private setting with the convenience of an in-town location.

                                            from $929 / night

                                            $6,500 - $23,500 / week

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                                            from $929 / night

                                              32

                                              Vacation home in Edgartown

                                              Martha's Vineyard / Edgartown

                                              4 8 7 nights min

                                              • 4 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Ask about children
                                              • Air conditioning
                                              Gracious home with spectacular views only steps from the waters edge. One hundred feet of shoreline with small private beach on Sengekontacket provides an ideal area for families to explore and swim. Kayak enthusiasts will enjoy one of the island's most scenic areas.

                                              from $458 / night

                                              $3,200 - $12,000 / week

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                                              from $458 / night

                                                31

                                                Vacation home in Chilmark

                                                Martha's Vineyard / Chilmark

                                                5 10 min stay varies

                                                • 5 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Ask about children
                                                • Air conditioning
                                                This is an updated 5-bedroom, 1/2 bath, farmhouse set back behind ancient Chilmark stonewalls with a key to Hancock Beach! The house lies between West Tisbury (Alley's General Store, 7A Foods, Farmer's Market, Artisan's Market, galleries, etc.) And Chilmark (Chilmark S

                                                from $571 / night

                                                $4,000 - $12,000 / week

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                                                from $571 / night

                                                  15

                                                  Vacation home rental

                                                  Martha's Vineyard / Edgartown

                                                  7 16 7 nights min

                                                  • 7 bedrooms
                                                  • sleeps 16
                                                  • 7 nights min
                                                  • Ask about children
                                                  Waterfront, Chappaquiddick home with dock and guest house. Quintessential Vineyard home sleeps 16. Wonderful views of the bay and 400 feet of private sandy beach for swimming, fishing and kayaking. Large old style living spaces, impeccably maintained. Exceptional privac

                                                  from $2,143 / night

                                                  $15,000 / week

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                                                  from $2,143 / night

                                                    18

                                                    Vineyard Haven Vacation home rental

                                                    Martha's Vineyard / Vineyard Haven

                                                    4 6 7 nights min

                                                    • 4 bedrooms
                                                    • sleeps 6
                                                    • 7 nights min
                                                    • Ask about children
                                                    • Air conditioning
                                                    Spacious, contemporary townhouse with expansive deck, open floor plan, cathedral ceilings, central air conditioning and gas grill. The main level features open living kitchen and dining area! The living room hosts comfortable sofa seating with TV. The spacious dining ar

                                                    from $286 / night

                                                    $2,000 - $3,000 / week

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                                                    from $286 / night

                                                      27

                                                      Vacation home in Edgartown

                                                      Martha's Vineyard / Edgartown

                                                      4 8 7 nights min

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • 7 nights min
                                                      • Ask about children
                                                      • Air conditioning
                                                      Beautiful village area colonial with contemporary designer interior and luxury amenities. For those who love an in town location with easy walking distance to Main St, this home provides the perfect location. South and State Beaches are but a 5 to 8 minute drive from st

                                                      from $715 / night

                                                      $5,000 - $12,500 / week

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                                                      from $715 / night

                                                        20

                                                        Edgartown Vacation home rental

                                                        Martha's Vineyard / Edgartown

                                                        3 8 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Ask about children
                                                        • Air conditioning
                                                        Tastefully decorated and recently renovate this lovely Island Grove home is perfect for families. There are association tennis courts in Island Grove for use by guest renters. This exterior of this home features a farmers porch for relaxing out of the sun and a lovely

                                                        from $329 / night

                                                        $2,300 - $3,450 / week

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                                                        from $329 / night

                                                          24

                                                          Vineyard Haven Vacation home rental

                                                          Martha's Vineyard / Vineyard Haven

                                                          2 6 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Ask about children
                                                          • Air conditioning
                                                          This waterfront ranch style home is the perfect rental for a couple or family who likes a casual, seaside environment with easy access to town. The living room, dining room, kitchen and master bedroom have lovely views of the lagoon. Lounge on the long deck, play summ

                                                          from $325 / night

                                                          $2,275 - $4,125 / week

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                                                          from $325 / night

                                                          (1) Excellent 

                                                            29

                                                            Vacation home in West Tisbury

                                                            Martha's Vineyard / West Tisbury

                                                            3 6 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 7 nights min
                                                            • Private garden
                                                            This house is a traditional Vineyard saltbox, on a two acre, secluded, beautifully landscaped section of West Tisbury near Lambert's Cove. It has a huge deck, that extends from the south to the west side of the house, with an outdoor shower, and outdoor furniture. It i

                                                            from $393 / night

                                                            $2,748 / week

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                                                            from $393 / night

                                                              41

                                                              Vacation home rental

                                                              Martha's Vineyard / Chilmark

                                                              4 8 14 nights min

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • 14 nights min
                                                              • Ask about children
                                                              • Air conditioning
                                                              Gracious expanded Cape style home, situated on 11 acres with water frontage on Wades Cove, Chilmark Pond. This stately home comes with a key to private south shore Hancock Beach just over a mile from the house. The beach is also available directly from the house by kay

                                                              from $1,429 / night

                                                              $10,000 - $20,000 / week

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                                                              from $1,429 / night

                                                                21

                                                                Vacation home in Edgartown

                                                                Martha's Vineyard / Edgartown

                                                                4 8 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Ask about children
                                                                Wonderful, spacious, open & airy contemporary home set on the Wasque plains with great views of Katama Bay & the Atlantic Ocean (walk to both). Spacious kitchen with breakfast counter, cathedral ceilings, skylights, wall to wall carpeting. Large screened porch, open dec

                                                                from $271 / night

                                                                $1,900 - $4,900 / week

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                                                                from $271 / night

                                                                  36

                                                                  Vacation home in Vineyard Haven

                                                                  Martha's Vineyard / Vineyard Haven

                                                                  7 10 7 nights min

                                                                  • 7 bedrooms
                                                                  • sleeps 10
                                                                  • 7 nights min
                                                                  • Ask about children
                                                                  • Air conditioning
                                                                  Tucked in off of Main St and at the beginning of the West Chop Area of Vineyard Haven sits this exquisite 5 bedroom, 5 bath main and guest cottage. All newly furnished in 2018. The location is ideal for vacationers and families as it is only a 7 to 10 minute walk to Mai

                                                                  from $929 / night

                                                                  $6,500 - $10,500 / week

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                                                                  from $929 / night

                                                                    23

                                                                    Home rental in Edgartown with swimming pool

                                                                    Martha's Vineyard / Edgartown

                                                                    4 8 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Ask about children
                                                                    • Air conditioning
                                                                    Wonderful location set in the heart of Katama yet close to town and beach. Bike or walk just a little over a mile to town or to the Katama General Store down the road. Upon entering the light filled home you will be welcomed into the open chefs kitchen, dining and livin

                                                                    from $1,786 / night

                                                                    $12,500 - $17,000 / week

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                                                                    from $1,786 / night

                                                                      31

                                                                      Edgartown Vacation home rental

                                                                      Martha's Vineyard / Edgartown

                                                                      4 8 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Ask about children
                                                                      • Air conditioning
                                                                      This beautiful Edartown home has just under gone a renovation adding a new King Master Suite with luxury bath on 1st Level and an all newly remodeled Chef's kitchen This contemporary and elegant in-town home offers a fabulous location in the desirable Plantingfield Wo

                                                                      from $358 / night

                                                                      $2,500 - $8,000 / week

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                                                                      from $358 / night

                                                                        36

                                                                        Edgartown Vacation home rental

                                                                        Martha's Vineyard / Edgartown

                                                                        3 6 3 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 3 nights min
                                                                        • Child friendly
                                                                        • Car not necessary
                                                                        • Air conditioning
                                                                        Katama Woods Find an island respite among the trees at this three-bedroom Edgartown home, where you'll enjoy free WiFi, a private deck and screened-in porch, a grassy lawn for playing tag and catch, and a wonderful location close to town and beautiful beaches! This h

                                                                        from $218 / night

                                                                        $1,523 / week

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                                                                        avg. 2 hours 12 minutes

                                                                        from $218 / night

                                                                          19

                                                                          Home rental in Edgartown

                                                                          Martha's Vineyard / Edgartown

                                                                          2 4 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Ask about children
                                                                          An absolutely charming, traditional Chappaquiddick cottage furnished with cottage antiques. Gorgeous views of the Edgartown outer harbor from the front porch . Shared private beach just minutes from the cottage. Please go to the "ISLAND INFO" link on our website and cli

                                                                          from $179 / night

                                                                          $1,250 - $1,850 / week

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                                                                          from $179 / night

                                                                            33

                                                                            Vacation home with shared pool in Oak Bluffs

                                                                            Martha's Vineyard / Oak Bluffs

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Car not necessary
                                                                            Island Inn - 43G You'll feel right at home when you stay at this Island Inn townhouse on Martha's Vineyard. Featuring access to a shared pool, tennis courts, and an easy walk to the beach, all you have to do is make the memories! Island Inn occupies a corner of the F

                                                                            from $185 / night

                                                                            $1,291 / week

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                                                                            Responds fast!
                                                                            avg. 2 hours 1 minutes

                                                                            from $185 / night

                                                                              17

                                                                              Edgartown Vacation home rental

                                                                              Martha's Vineyard / Edgartown

                                                                              4 8 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Ask about children
                                                                              • Air conditioning
                                                                              Reverse Contemporary home located just a short distance to popular South Beach. Relax on the deck or play in the nice yard after a day at the beach or indoors in the upstairs Great Room or 1st floor living area, both which have flat screen TVs. Updated kitchen = Cabinet

                                                                              from $229 / night

                                                                              $1,600 - $3,800 / week

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                                                                              from $229 / night

                                                                                21

                                                                                Vacation home in West Tisbury

                                                                                Martha's Vineyard / West Tisbury

                                                                                4 8 7 nights min

                                                                                • 4 bedrooms
                                                                                • sleeps 8
                                                                                • 7 nights min
                                                                                • Beach/lakeside relaxation
                                                                                • Child friendly
                                                                                • Air conditioning
                                                                                Colonial style, open-plan, air-conditioned home, with 4 bedrooms, 2.5 bathrooms, a sprawling lawn (front and back) for kids to run around and enjoy. Large wraparound porch to enjoy morning coffee or dinners al fresco from the outdoor BBQ. The fully equipped chefs kitc

                                                                                from $818 / night

                                                                                $5,725 / week

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                                                                                from $818 / night

                                                                                  21

                                                                                  Home rental in Edgartown

                                                                                  Martha's Vineyard / Edgartown

                                                                                  4 8 7 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 7 nights min
                                                                                  • Ask about children
                                                                                  • Air conditioning
                                                                                  Three-plus bedroom cape is a short walk (20 minutes) into town, two and half miles to beaches and one-half mile to bike path. It is an ideal home for a family, can sleep six to eight very comfortably. Beautifully decorated with upscale furnishings, gourmet kitchen with

                                                                                  from $343 / night

                                                                                  $2,400 - $4,650 / week

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                                                                                  from $343 / night

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