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

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HOUSE

A Healing Home in Cape Cod

Centerville , MA

An owner-occupied, private home decorated with lush gardens and nature trails. Great for family getaways. Lounge on the sun deck with summer time snacks for the perfect tan, or have a late night fireside chat while roasting marshmallows: enjoy a cup...

FREE CANCELLATION

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$156 to $273/night

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HOUSE

SeaWatch

Nantucket, MA

SeaWatch is an oceanfront dream in Quidnet Treat your group to a captain's view of the Atlantic Ocean and Sesachacha Pond at SeaWatch, an exceptional vacation rental at the edge of the ocean complete with beach access and a separate guest house....

4 Bedrooms |

4.5 Bathrooms |

Sleeps 8

$1511 to $3189/night

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HOUSE

Carpe Diem at Nantucket Retreats

Nantucket, Massachusetts

Overlook the moors of Forever Wild Sanctuary and Polpis Harbor from Carpe Diem New for 2019 - Pool and fire pit! The photos in the photo gallery of the pool and fire pit are included only to show what the finished product will look like. These...

Pool Hot Tub

6 Bedrooms |

8 Bathrooms |

Sleeps 14

$2686 to $5204/night

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HOUSE

Monument Square Home on Bunker Hill

Charlestown, MA

Tucked off Monument Square on a gas-lit private way, this 3BR/2.5BA single family home townhouse features an ideal layout with sunny corner exposure! The main level features an open living room with gas fireplace with handsome white mantel, crown...

FREE CANCELLATION

3 Bedrooms |

2.5 Bathrooms |

Sleeps 8

$607/night

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APARTMENT

C400 Caswell

Charlestown, RI

Beach: Blue Shutters Beach: Blue Shutters Beach, East Beach, Charlestown Beach, Ninigret Pond, Burlingame State Park/Watchaug Pond COMES WITH BEACH PASS TO BLUE SHUTTERS BEACH AND CHARLESTOWN BEACH Our place has a large backyard with plenty of...

3 Bedrooms |

1 Bathroom |

Sleeps 6

$153/night

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HOUSE

C382 Linehan

Charlestown, RI

Enjoy plenty of open living space in this reverse living beach home with pretty views of Ninigret Pond. This 4 bedroom, 2 bath home will comfortably sleep 7 people. The upper floor living area offers an open living room, kitchen and dining area with...

4 Bedrooms |

2 Bathrooms |

Sleeps 7

$355/night

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DUPLEX

460 Lower County Road Duplex Right Side Unit

Dennis Port, MA

Walk everywhere from this cute 3BR cottage! Enjoy an amazing outdoor space, including a quintessential front porch with lounge furniture and a shared yard that has an outdoor shower, grill, and shaded al fresco dining. Your rental commands a prime...

FREE CANCELLATION

3 Bedrooms |

1 Bathroom |

Sleeps 6

$106 to $260/night

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DUPLEX

Lower County Road Duplex

Dennis Port, MA

Host your next family get together at this quaint 6BR/2BA duplex cottage. This rental includes two identical side-by-side units -- each with a full-size kitchen, living area, and awesome outdoor space. Hang out on comfy furniture on the front porch...

FREE CANCELLATION

6 Bedrooms |

2 Bathrooms |

Sleeps 12

$211 to $516/night

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HOUSE

C365 Willinsky

Charlestown, RI

Beach: Charlestown Beach Charlestown By The Sea. This home offers the perfect retreat after a day at the beach or sightseeing. A light and airy contemporary it has central air, spacious bedrooms. It is clean, bright and nicely appointed on quiet...

3 Bedrooms |

2 Bathrooms |

Sleeps 7

$289/night

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HOUSE

C417 Nutmeg Lane

Charlestown, RI

Amenities:Allow PetsBeach Location Type - Walk to BeachBedding 2 - QueenBlenderDining Seats - 6Distance to Beach - 0.5-1 mi.Full KitchenLobster PotNearby Grocery StoreNearby MedicalNearby PlaygroundNumber of Bathrooms - 1Stove -...

Pets OK

2 Bedrooms |

1 Bathroom |

Sleeps 6

$342/night

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HOUSE

C197 Perry (3-Bedroom Home)

Charlestown, RI

Just a short walk to Charlestown Beach from this 3 bedroom, 2 bath Cottage. There is a double sleep sofa in the family room/den for extra sleeping space. Distance to the Charlestown Beach is approximately 0.25 miles and a really short walk to...

3 Bedrooms |

2 Bathrooms |

Sleeps 6

$232 to $300/night

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HOUSE

Daisy Street Home 12

Harwich, MA

Boasting classic Cape Cod style and a prime location just 200 steps from Long Pond, this 4BR/2BA cottage offers the perfect home base for your vacation. Spend your days fishing, swimming, and boating on Long Pond, the largest freshwater lake on Cape...

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 8

$185 to $415/night

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COTTAGE

C396 Schroeder

Charlestown, RI

Beach: West Beach *Classic Rhode Island beach cottage with full view of the ocean & Block Island * Located on private West Beach in Charlestown, RI *Rental comes with beach privileges * Porches on three sides for both shade and sun relaxing...

Pets OK

4 Bedrooms |

1 Bathroom |

Sleeps 9

$202 to $458/night

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HOUSE

C021 Howard (3-Bedroom Home)

Charlestown, RI

Neighborhood: Charlestown Beach: Charlestown Beach This comfortable home is yours to enjoy on your vacation. It has an open living, dining and kitchen areas. There are three nice sized bedrooms; the master bedroom with its own bath and two...

3 Bedrooms |

2 Bathrooms |

Sleeps 8

$202/night

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HOUSE

Cape Cod Home in the Trees

Eastham, MA

Have a classic American beach trip at this 4-bed, 2-bath Eastham Cape Cod style house with room for 8. With a charming wood-burning fireplace, huge back deck, horseshoe toss, and a great location within biking distance to the beach, your group will...

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 8

$306 to $420/night

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HOUSE

Walkable Falmouth Hts Beach Home

Falmouth, MA

Bring the whole gang for a quintessential Cape Cod getaway at this adorable and spacious 5BR, 1.5BA (sleeps 10) bungalow. Park your car and leave it—you’re within walking distance of Falmouth Heights Beach, ferry to Martha’s Vineyard and Cape...

Pets OK

FREE CANCELLATION

5 Bedrooms |

1.5 Bathroom |

Sleeps 10

$228 to $622/night

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HOUSE

Wooded Chatham Home on the Monomoy

Chatham, MA

Wooded 3BR, 2BA Chatham Home on the Monomoy with Hot Tub & Kayak Launch This peaceful 3BR, 2BA woodland Chatham home (sleeps 6) is located right on the Monomoy River. Patio doors open to the travertine stone terrace, where a hot tub overlooks the...

Hot Tub

FREE CANCELLATION

3 Bedrooms |

2 Bathrooms |

Sleeps 6

$249 to $498/night

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HOUSE

8 Peck's Way Orleans Home

Orleans, MA

Kayakers and nature lovers take note! This 4BR, 2BA (sleeps 8) house sits on 7+ waterfront acres in Orleans, offering extraordinary privacy with exquisite water views of historic Arey's Pond, part of Pleasant Bay. Note: this is a salt water pond....

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 8

$158 to $534/night

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COTTAGE

Small Cottage | Woods Hole

Woods Hole, MA

Follow the dirt road to our 2BR (sleeps 4) cottage by the sea. With charming yet modernized character as well as a private beach plus access to the Shining Sea Bikeway, our rental offers you the chance to truly explore Cape Cod. Walk or bike to...

FREE CANCELLATION

2 Bedrooms |

1 Bathroom |

Sleeps 4

$238 to $717/night

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CONDOMINIUM

Cape Townhouse Unit 11

Brewster, MA

ThisThis charming 2-bedroom, 2-bath plus a loft townhouse promises a fantastic stay on the Cape! Newly renovated and filled with natural light, this rental features warm wood floors and modern marble-touched bathrooms. Brewster is famous for its...

FREE CANCELLATION

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$299 to $418/night

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HOUSE

46 Paola Dr Home at East Falmouth

East Falmouth, MA

Picturesque views of Bournes Pond await from this quaint 4BR/2BA East Falmouth home. Enjoy a great location just minutes from downtown Falmouth and the Martha's Vineyard ferry and surrounded by opportunities to paddle board, fish, clam, and kayak....

Pets OK

FREE CANCELLATION

4 Bedrooms |

2 Bathrooms |

Sleeps 8

$162 to $499/night

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CONDOMINIUM

Sky View on Jones Hill

Boston, MA

Property Description Easy Walk to the Subway Convenient Off-street Parking for 2 cars with plentiful and free on-street parking near the residence. No meters to feed and no parking garage to pay! Breathtaking Panoramic views of Downtown Boston 2...

Pets OK

FREE CANCELLATION

3 Bedrooms |

1 Bathroom |

Sleeps 8

$222 to $473/night

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APARTMENT

304 on Washington Apartment

Jamaica Plain, Boston, MA

The 304 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, full kitchen including dishwasher, disposal,...

Pets OK

FREE CANCELLATION

2 Bedrooms |

1 Bathroom |

Sleeps 5

$221 to $451/night

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APARTMENT

301 on Washington Apartment

Jamaica Plain, Boston, MA

All New for 2017! Wonderfully built brand new 990sq foot 2 bed / 2 bath apartment in Jamaica Plain with patio! Minutes walk to gorgeous Jamaica Pond and the night life on Centre Street, 5 min walk to Subway! Dedicated parking, central air, gas...

Pets OK

FREE CANCELLATION

2 Bedrooms |

2 Bathrooms |

Sleeps 6

$221 to $484/night

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APARTMENT

206 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

$245 to $486/night

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CONDOMINIUM

Dorset at Upham's Corner

Boston, MA

Property DescriptionMinutes to the South End - Walk to Castle Beach - Easy & Free Parking Fully furnished 1200 square foot luxury apartment centrally located in Boston near the historic South End 3 Bedrooms/1 Bathroom All beds are queen sized...

Pets OK

FREE CANCELLATION

3 Bedrooms |

1 Bathroom |

Sleeps 6

$225 to $483/night

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CONDOMINIUM

Sawyer on Jones Hill

Boston, MA

Savin Hill - UMass Boston - Minutes from South End The Sawyer is what most travelers wish to find and rarely do. The Sawyer is walking distance to the subway for a direct line into downtown and the historic district of Boston. This unit is a...

FREE CANCELLATION

2 Bedrooms |

2.5 Bathrooms |

Sleeps 5

$217 to $495/night

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HOUSE

40 Major Doane Rd Home

Wellfleet, MA

Welcome to this ideal 5BR/2.5BA Wellfleet getaway in a quiet, residential cul-de-sac less than 2 miles from the town pier and Cahoon Hollow Beach on the Cape Cod National Seashore. With three decks for breathing in the salty sea air, three levels of...

FREE CANCELLATION

5 Bedrooms |

2.5 Bathrooms |

Sleeps 10

$232 to $626/night

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HOUSE

200 Shurtleff Rd Home

Eastham, MA

Situated less than 50 yards from a private Association Beach on Cape Cod Bay, this 3BR/2BA Eastham home is perfect for the relaxed coastal vacation you’ve been dreaming about. Enjoy lazing on the sand, swimming in the waters, and strolling along...

FREE CANCELLATION

3 Bedrooms |

2 Bathrooms |

Sleeps 6

$305 to $704/night

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HOUSE

43 Santuit Ln Home at Mashpee

Mashpee, MA

This four-season vacation home is designed for comfort and family fun. In warm weather, pick up fresh lobster for your crew, and enjoy a seafood feast on the deck overlooking the lake. During chilly months, reconnect with loved ones in the spacious...

FREE CANCELLATION

3 Bedrooms |

3.5 Bathrooms |

Sleeps 10

$418 to $750/night

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