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Massachusetts Rentals I Massachusetts Vacation Rentals by Owner

Imagine spending your next vacation in a fully equipped Massachusetts vacation rental home of your choice, the possibilities are endless. We offer a diverse selection of Massachusetts private vacation rentals, Berkshires home rentals, Marthas Vineyard beach vacation rentals and Cape Cod and Nantucket Island Rentals.

Massachusetts Vacation Rentals

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Massachusetts Featured Listing
4 bedrooms - View Cape Cod Bay, sandy be

Listing Main Photo
Beach
Living Room
Kitchen
Bedroom
Dining Room

Plymouth, Massachusetts

  • Type: Home
  • Beds: 4
  • Baths: 2
  • Capacity: 10
  • Rate: Over $250

House with a view of Cape Cod Bay in Plymouth Massachusetts. 4 bedrooms: king, queen, double and twins. Plus a rec room with a day-bed/trundle (can be king or twins). Crib available. 2 full baths, sleeps 10. Short walk to private sandy ocean beach. You can walk the beach for miles, all the way to th...

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Sampling of Top Massachusetts Vacation Rentals by Area

View All 17 Berkshires Listings

Featured Vacation Rental From

Berkshires

View OverBrook  LAST WK OF SUMMER SPECIAL

OverBrook - LAST WK OF SUMMER SPECIAL 8/29-9/5

Stockbridge, Massachusetts

Privacy on scenic acreage with brook - 3 bedrooms, 2 1/2 baths- sleeps up to 12. Enjoy the scenic views and serenity or explore the local waterways by launching your canoe on the brook running through this 4.8 acre property. Close to all Berkshire...

  • Type: Home
  • Max Cap.: 12
  • Bedrooms: 3
  • Rate: $100 to $250 Per Night
  • Viewed: 2914

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View OverBrook LAST WK OF SUMMER SPECIAL

View All 163 Cape Cod Listings

Featured Vacation Rental From

Cape Cod

View Ocean Bluff Cottages National

Ocean Bluff Cottages, National Seashore Treasures!

Truro, Massachusetts

Experience the Cape the way it was meant to be! This charming sunny property is located in the National Seashore, home of spectacular Highland Lighthouse, with golf course views -- during a full moon, the view of the lighthouse is breathtaking! It...

  • Type: Home
  • Max Cap.: 4
  • Bedrooms: 2
  • Rate: $99 or Less Per Night
  • Viewed: 6615

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View Ocean Bluff Cottages National

View All 33 Marthas Vineyard Listings

Featured Vacation Rental From

Marthas Vineyard

View Phils House in Tashmoo

Phil's House in Tashmoo

Vineyard Haven, Massachusetts

Quiet townhouse in Tashmoo Condo. Right near the pool and tennis courts. Beautiful vacation resort!

...

  • Type: Home
  • Max Cap.: 13
  • Bedrooms: 4
  • Rate: $100 to $250 Per Night
  • Viewed: 4441

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View Phils House in Tashmoo

View All 6 Massachusetts Central Listings

Featured Vacation Rental From

Massachusetts Central

View Cabin at Hawk Hollow

Cabin at Hawk Hollow

Douglas, Massachusetts

Log cabin on 550feet of shoreline. Large dock, fishing,swimming,relaxing.Close to Boston,Providence,in the Blackstone Valley National Corridor. Privacy galore.Two golf courses within 3 miles. Brimfield Flea Market 35 min.away. Foxwoods and Mohegan...

  • Type: Cabin
  • Max Cap.: 5
  • Bedrooms: 2
  • Rate: $100 to $250 Per Night
  • Viewed: 7031

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View Cabin at Hawk Hollow

View All 65 Massachusetts Coastal Listings

Featured Vacation Rental From

Massachusetts Coastal

View 4 bedrooms  View Cape Cod Bay

4 bedrooms - View Cape Cod Bay, sandy beach

Plymouth, Massachusetts

House with a view of Cape Cod Bay in Plymouth Massachusetts. 4 bedrooms: king, queen, double and twins. Plus a rec room with a day-bed/trundle (can be king or twins). Crib available. 2 full baths, sleeps 10. Short walk to private sandy ocean beach...

  • Type: Home
  • Max Cap.: 10
  • Bedrooms: 4
  • Rate: Over $250 Per Night
  • Viewed: 3617

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View 4 bedrooms View Cape Cod Bay

View All 40 Nantucket Listings

Featured Vacation Rental From

Nantucket

View Honeysuckle

Honeysuckle

Nantucket, Massachusetts

Honeysuckle is a duplex cottage located within a five minute walk to historic downtown yet very private and secluded.

These bright cheery units are full of windows and sunlight. Each two bedroom plus loft unit sleeps a total of 6 and has a...

  • Type: Duplex
  • Max Cap.: 6
  • Bedrooms: 3
  • Rate: $100 to $250 Per Night
  • Viewed: 4654

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View Honeysuckle