30 Best Massachusetts Vacation Rentals - Vacation Homes, Cabins and Condos in Massachusetts

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HOUSE

Colbyco Oceanside- Scituate

Scituate, MA

Spectacular Colonial where you wake up to the sound of the waves and unobstructed ocean views! Wake up to the sound of the waves as you take in the unobstructed ocean views! This spectacular newer (2013) colonial features the best in craftsmanship,...

4 Bedrooms |

2.5 Bathrooms |

Sleeps 8

$847/night

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CONDOMINIUM

Bentley Brook Studio

Hancock, MA

The town of Hancock is off the beaten path near the Taconic Mountains, which are part of the Appalachians. Hancock is 14 miles northwest of Pittsfield, MA, and 28 miles east of Albany, NY. Bentley Brook is tucked away in a peaceful rural setting...

Pool Hot Tub

Studio |

1 Bathroom |

Sleeps 4

$87 to $106/night

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CONDOMINIUM

Bentley Brook 2 Bedroom

Hancock, MA

Bentley Brook Surround yourself with the natural beauty of Massachusetts at Bentley Brook. Situated at the bottom of Jiminy Peak in the stunning Berkshires, Bentley Brook is the ski enthusiast dream come true. Ski out your door and straight to the...

Pool Hot Tub

2 Bedrooms |

2 Bathrooms |

Sleeps 8

$195 to $227/night

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HOUSE

112 Ransom Home at Falmouth

Falmouth, MA

Sitting directly on Oyster Pond with a view of Vineyard Sound, tucked away on a private wooded peninsula, this 1930s summer home radiates charm and comfort with its own dock, two rowboats (with sails), a large canoe, and a kayak. Oyster Pond...

Pets OK

FREE CANCELLATION

4 Bedrooms |

3 Bathrooms |

Sleeps 9

$244 to $740/night

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APARTMENT

306 on Parker Hill Apartment

Boston, MA

525 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill Neighborhood. Full kitchen including dishwasher, disposal, coffee maker and pots and pans, Unit is brand new for...

Pets OK

FREE CANCELLATION

1 Bedroom |

1 Bathroom |

Sleeps 4

$243 to $486/night

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APARTMENT

201 on Washington Apartment

Jamaica Plain, Boston, MA

The 201 at 3389 Washington St. is a recent addition to the Jamaica Plain neighborhood where the original Sam Adams Brewery is located. Each unit is brand new and features a washer/dryer, private patio access, full kitchen including dishwasher,...

Pets OK

FREE CANCELLATION

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$220 to $466/night

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HOUSE

Coastal/Beach Access Cottage in Centerville

Barnstable, MA

Historic grandeur, quaint seaside energy and a friendly community bring visitors from near and far to the shores of Cape Cod. This renovated 3-bedroom, 1-bath cottage embodies the best of this town by the sea, on a lakefront property in a tranquil...

FREE CANCELLATION

3 Bedrooms |

1 Bathroom |

Sleeps 6

$217 to $556/night

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HOUSE

49 Winthrop Drive Home

East Falmouth, MA

The beach is just steps away from this beautifully remodeled 3-bedroom cottage! We’re just 7 houses from the path to the private, association beachfront. A true Cape Cod home with a high-end kitchen, hardwood floors, a lovely tiled bathroom, and...

FREE CANCELLATION

3 Bedrooms |

1 Bathroom |

Sleeps 6

$113 to $410/night

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HOUSE

22 Sunrise Lane Home

Harwich, MA

Completely renovated, this beautiful 4BR/2BA Harwich home features a welcoming open floor plan with high ceilings, hardwood floors, and central AC throughout. Whip up tasty dishes in the gourmet kitchen, relax in one of three living areas, or spend...

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 10

$368 to $682/night

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HOUSE

Oceanside Hyannis Beach House

Hyannis, MA

This 4BR, 2BA Hyannis beach house sleeps 9. Relax on the deck with spectacular views of both sunrise and sunset, and watch the island ferries shuttling passengers to Nantucket and Martha’s Vineyard. You are a 3 minute walk from Kalmus Beach and...

Hot Tub

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 9

$166 to $780/night

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HOUSE

75 Red Brook Rd Home

East Falmouth, MA

Enjoy the magnificent water views from inside or out. Beautiful gardens with a waterfall, gunite heated saltwater pool with spa, outdoor shower and pool house w/half bath make this home perfect for outdoor and indoor fun. Launch our 2 kayaks or...

Pool Hot Tub

FREE CANCELLATION

4 Bedrooms |

2.5 Bathrooms |

Sleeps 8

$601 to $1140/night

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APARTMENT

101 on Parker Hill Apartment

Boston, MA

Mission Hill Apartment, 2 bedroom, 1.5 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill Neighborhood. Full kitchen including dishwasher, disposal, coffee maker and pots and pans, Unit is brand new for 2018 and...

Pets OK

FREE CANCELLATION

1 Bedroom |

1 Bathroom |

Sleeps 4

$266 to $561/night

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HOUSE

6 Mockingbird Lane House

Harwich, MA

Look out over Buck's Pond from this 3BR/2BA Cape Cod house with water views from almost every room. Your own private beach is just steps away, where you can fish, swim, sail, or just stroll the sandy shore. This home is located in the idyllic family...

FREE CANCELLATION

3 Bedrooms |

2 Bathrooms |

Sleeps 6

$119 to $557/night

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HOUSE

97 Pheasant Cove Cir Home

Yarmouth Port, MA

Take in incredible, ever-changing marsh views from this traditional 4BR home (sleeps 8) in a quiet Yarmouth Port neighborhood. Enjoy the convenience of 2.5 bathrooms in addition to an oversized outdoor shower for rinsing off after the beach. A...

FREE CANCELLATION

4 Bedrooms |

2.5 Bathrooms |

Sleeps 8

$303 to $583/night

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HOUSE

Cape Cod House at Truro 599

Truro, MA

Water surrounds you at our 3BR/2BA classic Cape Cod vacation rental! Watch the sun rise and sink over two different bodies of water. At first light, bring your coffee to the home’s back deck and watch the sunrise on Pilgrim Lake, which is also...

FREE CANCELLATION

3 Bedrooms |

2 Bathrooms |

Sleeps 6

$191 to $559/night

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HOUSE

Corner Lot Home

South Yarmouth, MA

Situated on a corner lot with views of James Pond from nearly every room, this 4BR/2BA house offers a tranquil retreat. Affording a walkable locale, you’ll love being a pleasant stroll from Long Pond as well as local restaurants and attractions....

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 8

$164 to $475/night

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HOUSE

50 Sea Pine Road House

Wellfleet, MA

This quaint 4BR/3BA is surrounded by tall trees and lush greenery. The Cape Cod Rail Trail (a 22-mile scenic path from Wellfleet to Dennis) is quite literally in your backyard. Just wander past the vegetable patch and hop on the trail! Enjoy a...

FREE CANCELLATION

4 Bedrooms |

3 Bathrooms |

Sleeps 10

$252 to $561/night

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HOUSE

73 Sequat House at Harwich

Harwich, MA

Business : nearby atm, nearby post office, nearby internet cafe, nearby bank Living : central air, air conditioning, ceiling fans, linens, washer & dryer, ironing board, high speed internet, fireplace, iron, hair dryer, cable, dvd, games, heat Local...

Pets OK

FREE CANCELLATION

5 Bedrooms |

4 Bathrooms |

Sleeps 10

$488 to $1473/night

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APARTMENT

506 on Parker Hill Apartment

Boston, MA

525 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill Neighborhood. Full kitchen including dishwasher, disposal, coffee maker and pots and pans, Unit is brand new for...

Pets OK

FREE CANCELLATION

1 Bedroom |

1 Bathroom |

Sleeps 4

$243 to $486/night

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HOUSE

62 Crowell Road Home

East Falmouth, MA

Set on three scenic acres beside the glittering waters of Bourne’s Pond, this 4 Bedroom / 2 Bathroom home offers a tranquil haven with fabulous sunrises, its own private beach, dock and a sunny screened-in porch. Feel like a day on the water?...

Pets OK

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 8

$170 to $684/night

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HOUSE

63 Harbor Road House

Hyannis, MA

This spacious 4BR/3BA classic Cape Cod abode is located just a 3-minute walk from a private beach. Enjoy quality time with friends and family in three inviting living spaces, or savor al fresco meals on the patio in the big fenced yard. Spend...

FREE CANCELLATION

4 Bedrooms |

3 Bathrooms |

Sleeps 12

$254 to $744/night

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HOUSE

C315 Broccoli 676

Charlestown, RI

Ocean front on Charlestown Beach. Make a lifetime of memories at this newly built beach house. Relax on the deck overlooking the Atlantic Ocean, Block Island, the Breachway and miles of one of South County’s most sought after beaches. Enjoy your...

3 Bedrooms |

1.5 Bathroom |

Sleeps 6

$581 to $844/night

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HOUSE

C368 Dudek (3-Bedroom Home)

Charlestown, RI

Beach Pass to Blue Shutters and Charlestown Town Beach. Charming and spacious three bedroom Cape with central air and nice hardwood floors thru out. Large spacious bright living room with wall of atrium doors and windows that welcomes in the gardens...

3 Bedrooms |

1.5 Bathroom |

Sleeps 8

$202 to $367/night

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HOUSE

C359 Matos (5-Bedroom Home)

Charlestown, RI

This 5 bedroom, 2 bath gem has room for the whole family to vacation in comfort. A recent interior renovation offers updates everywhere. An extra large deck overlooking the acre of back yard lends itself to summer fun and entertaining. New outside...

5 Bedrooms |

2 Bathrooms |

Sleeps 10

$263 to $458/night

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HOUSE

C047 Sol (2-Bedroom Home)

Charlestown, RI

Charlestown Beach. Sit on the deck and enjoy the beautiful views of the ocean and Block Island. There are no houses in front of you to block the views. There is a private walkway across the sand dune that takes you to the beach where you can jump...

2 Bedrooms |

1.5 Bathroom |

Sleeps 8

$367 to $489/night

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HOUSE

W091 Vaccaro

Charlestown, RI

We welcome you to enjoy our family cottage nestled in the woods and just a 10 minutes from the beach. Our place has a large backyard with plenty of shade and privacy. Take advantage of our deck and patio on our one acre lot. Feel free to gather...

3 Bedrooms |

2 Bathrooms |

Sleeps 8

$134 to $210/night

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HOUSE

W531 Manente

Charlestown, RI

Large, well-appointed home within walking distance to the beach plus beach parking pass at Charlestown Town beach. Home has 4 bedrooms, one on the first floor, with master suite. It is located on a quiet road with pond views from second and third...

4 Bedrooms |

3 Bathrooms |

Sleeps 8

$350 to $526/night

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HOUSE

C024 Broccoli

Charlestown, RI

This two story cottage offers tons of sleeping and generous sized rooms. Fresh, immaculate and cute. Large dining/sun bathing deck. 1 acre of yard, shed for the bikes. .75 of a mile to beach, 1/4 mile to ice cream, bakery & deli shops. "Sea Breeze...

4 Bedrooms |

2 Bathrooms |

Sleeps 12

$318 to $440/night

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HOUSE

C291 Reeb (1-Bedroom Home)

Charlestown, RI

Ocean views are captured by the sun-filled windows; waves lull you to sleep, miles of fabulous wide sandy beach steps from the front door. Bright, light and all refurbished in 09-new kitchen. Seafood dining "al fresco" around the corner... fishing,...

1 Bedroom |

1.5 Bathroom |

Sleeps 6

$507 to $605/night

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HOUSE

C129 Albert (3-Bedroom Home)

Charlestown, RI

A vacation spot where memories are made! Come and enjoy family time at this spacious 1700 sqft home by the beach. The house is newly remodeled features hardwood flooring, newly carpeted bedrooms, renovated baths.New kitchen has granite counterops...

3 Bedrooms |

1.5 Bathroom |

Sleeps 6

$306 to $324/night

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