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Massachusetts Wineries and Vineyards Vacation Rentals


Regions in Massachusetts:   Berkshires | Boston | Cape Cod | Central Mass | Marthas Vineyard | Nantucket | North Shore Massachusetts | South Shore

Lovely, renovated antique 5 bedroom home overlooking Chatham's Oyster Pond Property 95450
  • Chatham
  • House
  • 5 bedrooms
  • Sleeps 9
  • 4.5 bathrooms
Wonderful Vacation Home Overlooking the Elizabeth Islands and Vineyard Sound - Martha's Vineyard Property 14872
  • Chilmark
  • House
  • 5 bedrooms
  • Sleeps 10
  • 5 bathrooms
  • July
    $10,000 Weekly



Family friendly Cape sleeps eight. Wrap-around deck. Wonderful views of Little Pond and beyond to Martha's Vineyard. Property 76405
  • Maravista
  • House
  • 4 bedrooms
  • Sleeps 8
  • 2 bathrooms
Close to everything. Beach...village...shopping..restaurants...Ferry to Vineyard...it's all so very close. Property 76384
  • Surf Drive
  • House
  • 4 bedrooms
  • Sleeps 8
  • 2 bathrooms
Maravista! Walk to Bristol Beach in 5 minutes. Enjoy the huge fully fenced in backyard that is children friendly. Property 76378
  • Maravista
  • House
  • 4 bedrooms
  • Sleeps 7
  • 2 bathrooms
AC in upstairs bedrooms! Maravista! Quiet street, great for families. This house is only 2 blocks to an inlet beach, or 1 mile to the ocean beaches Property 76355
  • Maravista
  • House
  • 4 bedrooms
  • Sleeps 8
  • 1 bathrooms
This is a great vacation home! - Walking Distance to the Ocean! Property 52034
  • Surf Drive
  • House
  • 4 bedrooms
  • Sleeps 8
  • 2 bathrooms
This lovely home features an open kitchen,family room&large dining room(seating 8-10) Property 112707
  • East Falmouth
  • House
  • 3 bedrooms
  • Sleeps 8
  • 2 bathrooms
Large, open, Cape Style house with three bedrooms. two full baths, and fabulous enclosed outdoor shower. Property 112706
  • Maravista
  • House
  • 3 bedrooms
  • Sleeps 8
  • 2 bathrooms
Cozy ranch in Chatham's Countryside neighborhood. Property 95581
  • Chatham
  • House
  • 3 bedrooms
  • Sleeps 6
  • 2 bathrooms
Maravista home with ample yard, pet friendly, sleeping capacity for large families or groups of couples, and handicap accessibility! Property 51772
  • Maravista
  • House
  • 3 bedrooms
  • Sleeps 8
  • 2 bathrooms
Charming 2 bedroom condo only steps to Chatham's most popular beach Property 95560
  • Chatham
  • Condo
  • 2 bedrooms
  • Sleeps 4
  • 1 bathrooms
Charming 2 bedroom cottage just steps to the warm waters of the Nantucket Sound at Ridgevale Beach! Property 95487
  • Chatham
  • Cottage
  • 2 bedrooms
  • Sleeps 6
  • 2 bathrooms
Walk across the street to your own private beach right on Vineyard Sound! Property 76264
  • Maravista
  • House
  • 2 bedrooms
  • Sleeps 4
  • 1 bathrooms
Immaculate and beautiful, this well-kept home is a short walk to the Vineyard Sound and a block from Great Bay Beach. Property 76248
  • Maravista
  • House
  • 2 bedrooms
  • Sleeps 4
  • 1 bathrooms
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