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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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

$237 to $508/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

$221 to $466/night

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CONDOMINIUM

232 Billington Ln Condo

Brewster, MA

You can have it all at Ocean Edge Resort & Golf Club. Step out from your 2BR/1.5BA condo and onto the beautiful fairway—the course was designed by Jack Nicklaus and makes for an incredible backdrop for an afternoon game or a bike ride. Ocean Edge...

Pool

FREE CANCELLATION

2 Bedrooms |

1.5 Bathroom |

Sleeps 4

$111 to $349/night

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HOUSE

Cape Cod Beach Rental

Wellfleet, MA

Total relaxation and comfort in a house that feels like home, not a rental. Just a 3 min. walk to Wellfleet's Chipman's Cove, 6-12min. more to Indian Neck bay beach or a 25 min. nature walk around the cove and over famous Uncle Tim's Bridge to...

Pets OK

FREE CANCELLATION

4 Bedrooms |

2.5 Bathrooms |

Sleeps 10

$237 to $609/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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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

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

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

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

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

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

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

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

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

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

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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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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APARTMENT

Brookline Brownstone

Brookline, MA

This 3 BR 2 BA apartment is fully updated and has in unit laundry. Good for couples, solo adventurers, traveling nurses, doctors, business travelers, families (with kids), and big groups. The apartment is minutes from Longwood Medical Area, home of...

Pool Hot Tub Pets OK

FREE CANCELLATION

3 Bedrooms |

2 Bathrooms |

Sleeps 7

$312 to $740/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

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

C384 Buckley

Charlestown, RI

Begin making those vacation memories in this seaside cottage . Nicely furnished , this one level home has open kitchen & living area , large deck and an outside shower to rinse off that beach sand . Sleeping accommodations for 6 . Master bedroom has...

3 Bedrooms |

2 Bathrooms |

Sleeps 8

$293 to $324/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

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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DUPLEX

460 Lower County Road Duplex Left Side Unit

Dennis Port, MA

This single-story 3BR cottage is a quaint getaway offering superb outdoor space. Relax on the front porch and host a fun cookout in the large backyard. An outdoor shower is great for rinsing sandy toes after a fun beach day. Walk across the street...

FREE CANCELLATION

3 Bedrooms |

1 Bathroom |

Sleeps 6

$106 to $260/night

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HOUSE

16 Alden St Home at Provincetown

Provincetown, MA

Property Overview Tucked away off a quiet residential street in the center of Provincetown, this 4BR/3BA home offers a peaceful retreat along with a convenient location -- just steps away from the pier, ferry, and all the charming boutique shops...

Pets OK

FREE CANCELLATION

4 Bedrooms |

3 Bathrooms |

Sleeps 8

$482 to $1042/night

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HOUSE

90 Lieutenant Island Rd Home

Wellfleet, MA

Property Overview Nestled on 24 acres of Massachusetts Audubon and Wellfleet Conservation Trust Land, this brand-new 2BR/1.5 offers a sunroom, expansive balcony, and miles of lovely hiking trails. Spend sun-dappled afternoons in the enormous yard...

FREE CANCELLATION

2 Bedrooms |

1.5 Bathroom |

Sleeps 4

$245 to $445/night

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