Massachusetts Vacation Rentals - Wimdu base64Hash Massachusetts Vacation Rentals - Wimdu

Massachusetts Vacation Rentals

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Choose from 43,656 vacation rentals and homes for your trip!

Best-rated vacation rentals in Massachusetts

Discover vacation rentals with top-notch guest ratings

House Salisbury
from $131 per night
House ∙ 14 guests ∙ 5 bedrooms
4.8
Outstanding(90 ratings)
Salisbury, Essex County, Massachusetts
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House Dennis Port
from $789 per night
House ∙ 16 guests ∙ 8 bedrooms
4.9
Outstanding(69 ratings)
Dennis Port, Dennis, Massachusetts
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House Falmouth
from $877 per night
House ∙ 12 guests ∙ 6 bedrooms
4.9
Outstanding(56 ratings)
Falmouth, Barnstable County, Massachusetts
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Pet-friendly rentals in Massachusetts

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

House Eastham
from $519 per night
House ∙ 11 guests ∙ 5 bedrooms
4.8
Outstanding(22 ratings)
Eastham, Orleans Town, Massachusetts
Pet-friendly
Vrbo
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House East Harwich
from $250 per night
House ∙ 10 guests ∙ 5 bedrooms
4.7
Excellent(18 ratings)
East Harwich, Harwich, Massachusetts
Pet-friendly
Vrbo
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House East Harwich
from $158 per night
House ∙ 9 guests ∙ 3 bedrooms
4.6
Excellent(5 ratings)
East Harwich, Harwich, Massachusetts
Pet-friendly
Vrbo
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Accommodation with Internet in Massachusetts

Choose your ideal rental with Internet and WiFi in Massachusetts

House Centerville
from $838 per night
House ∙ 16 guests ∙ 6 bedrooms
4.8
Outstanding(53 ratings)
Centerville, Barnstable, Massachusetts
Internet
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House Dennis Port
from $245 per night
House ∙ 12 guests ∙ 6 bedrooms
4.9
Outstanding(66 ratings)
Dennis Port, Dennis, Massachusetts
Internet
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House Wellfleet
from $860 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding(46 ratings)
Wellfleet, Barnstable County, Massachusetts
Internet
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Vacation rentals with pool in Massachusetts

Discover best cabin and house rentals with pool in Massachusetts

House Dennis Port
from $701 per night
House ∙ 14 guests ∙ 7 bedrooms
5.0
Outstanding(96 ratings)
Dennis Port, Dennis, Massachusetts
Pool
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House West Barnstable
from $1,045 per night
House ∙ 14 guests ∙ 6 bedrooms
5.0
Outstanding(139 ratings)
West Barnstable, Barnstable, Massachusetts
Pool
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House New Seabury
from $1,532 per night
House ∙ 12 guests ∙ 7 bedrooms
5.0
Outstanding(50 ratings)
New Seabury, Mashpee, Massachusetts
Pool
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Best vacation rental offers in Massachusetts

House Orleans
from $487 per night
House ∙ 9 guests ∙ 4 bedrooms
4.9
Outstanding(11 ratings)
Orleans, Orleans Town, Massachusetts
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House Eastham
from $270 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
Very good(21 ratings)
Eastham, Orleans Town, Massachusetts
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House Edgartown
from $597 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(49 ratings)
Edgartown, Dukes County, Massachusetts
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House Edgartown
from $669 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding(35 ratings)
Edgartown, Dukes County, Massachusetts
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House Harwich Port
from $673 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(6 ratings)
Harwich Port, Harwich, Massachusetts
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House Wareham
from $1,663 per night
House ∙ 16 guests ∙ 8 bedrooms
5.0
Outstanding(185 ratings)
Wareham, Plymouth County, Massachusetts
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House West Dennis
from $292 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(22 ratings)
West Dennis, Dennis, Massachusetts
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House Marblehead
from $384 per night
House ∙ 12 guests ∙ 6 bedrooms
4.8
Outstanding(107 ratings)
Marblehead, Essex County, Massachusetts
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House Gloucester
from $450 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(40 ratings)
Gloucester, Essex County, Massachusetts
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House Orleans
from $244 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(4 ratings)
Orleans, Orleans Town, Massachusetts
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House North Eastham
from $486 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding(36 ratings)
North Eastham, Barnstable County, Massachusetts
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House Dennis
from $664 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(33 ratings)
Dennis, Dennis Town, Massachusetts
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House Rockport
from $498 per night
House ∙ 9 guests ∙ 5 bedrooms
4.9
Outstanding(160 ratings)
Rockport, Essex County, Massachusetts
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House Chatham
from $281 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
Excellent(3 ratings)
Chatham, Barnstable County, Massachusetts
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House Wellfleet
from $515 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(2 ratings)
Wellfleet, Barnstable County, Massachusetts
Vrbo
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House Chatham
from $449 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(66 ratings)
Chatham, Barnstable County, Massachusetts
Vrbo
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House West Falmouth
from $304 per night
House ∙ 14 guests ∙ 6 bedrooms
4.8
Outstanding(83 ratings)
West Falmouth, Falmouth, Massachusetts
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House Truro
from $978 per night
House ∙ 17 guests ∙ 7 bedrooms
4.8
Outstanding(64 ratings)
Truro, Barnstable County, Massachusetts
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House East Sandwich
from $943 per night
House ∙ 10 guests ∙ 5 bedrooms
4.7
Excellent(33 ratings)
East Sandwich, Sandwich, Massachusetts
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Cottage North Truro
from $431 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding(52 ratings)
North Truro, Barnstable County, Massachusetts
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House Gloucester
from $329 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(38 ratings)
Gloucester, Essex County, Massachusetts
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House Plymouth
from $856 per night
House ∙ 18 guests ∙ 10 bedrooms
5.0
Outstanding(63 ratings)
Plymouth, Plymouth County, Massachusetts
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House West Dennis
from $555 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding(32 ratings)
West Dennis, Dennis, Massachusetts
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House Falmouth
from $134 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding(51 ratings)
Falmouth, Barnstable County, Massachusetts
Vrbo
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House Hull
from $388 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding(11 ratings)
Hull, Plymouth County, Massachusetts
Vrbo
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House East Dennis
from $850 per night
House ∙ 12 guests ∙ 5 bedrooms
4.8
Outstanding(44 ratings)
East Dennis, Dennis, Massachusetts
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Cottage Dennis
from $272 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(127 ratings)
Dennis, Dennis Town, Massachusetts
Vrbo
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House Great Barrington
from $295 per night
House ∙ 6 guests ∙ 4 bedrooms
4.9
Outstanding(80 ratings)
Great Barrington, Berkshire County, Massachusetts
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House Oak Bluffs
from $969 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(2 ratings)
Oak Bluffs, Dukes County, Massachusetts
Vrbo
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House East Dennis
from $420 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(1 rating)
East Dennis, Dennis, Massachusetts
Vrbo
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House Dennis
from $357 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(45 ratings)
Dennis, Dennis Town, Massachusetts
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House South Yarmouth
from $513 per night
House ∙ 14 guests ∙ 6 bedrooms
4.6
Excellent(4 ratings)
South Yarmouth, Yarmouth, Massachusetts
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House Vineyard Haven
from $685 per night
House ∙ 10 guests ∙ 6 bedrooms
4.9
Outstanding(46 ratings)
Vineyard Haven, Tisbury, Massachusetts
Vrbo
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House Wellfleet
from $470 per night
House ∙ 8 guests ∙ 4 bedrooms
4.2
Very good(6 ratings)
Wellfleet, Barnstable County, Massachusetts
Vrbo
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House Wellfleet
from $350 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(80 ratings)
Wellfleet, Barnstable County, Massachusetts
Vrbo
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House Dennis
from $649 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding(56 ratings)
Dennis, Dennis Town, Massachusetts
Vrbo
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House East Dennis
from $335 per night
House ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding(12 ratings)
East Dennis, Dennis, Massachusetts
Vrbo
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House Orleans
from $277 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent(28 ratings)
Orleans, Orleans Town, Massachusetts
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House Vineyard Haven
from $747 per night
House ∙ 13 guests ∙ 6 bedrooms
4.9
Outstanding(51 ratings)
Vineyard Haven, Tisbury, Massachusetts
Vrbo
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Price and Availability Index in Massachusetts

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Vacation Rental Price Information in Massachusetts

We analyzed data from the last 12 months and built the graph above to show you accommodation prices in Massachusetts. August is the priciest month to book a vacation rental, so make sure to book in advance for this period to get the best offer. On the other hand, the cheapest month in the year is january, with an average vacation rental price of $328.

Rental availability information in Massachusetts

This graph displays the availability of vacation rentals in Massachusetts over the next 12 months. The busiest week of the year is in November (11/1 – 11/8). It's easiest to find a vacation rental in Massachusetts in June - 44% of the holiday rentals in the area are still available.

Wimdu Insider´s Guide to Massachusetts:Food, Fun and Accommodation and Bed and Breakfasts in Massachusetts

Massachusetts

Massachusetts is a state in New England, also known as the “Bay State” as it is bordered by three large bays. There are 7 regions in Massachusetts; Cape Cod, Greater Boston, Southeast, Northeast and Central Massachusetts, Pioneer Valley and the Berkshire Hills. Boston is the state capital, whereas Cambridge is home to Harvard University. The state is a great travel destination for those seeking outdoor fun, regional flavors, history and culture and a metropolitan vibe. From its cities along the Massachusetts Bay, to the natural beauty of Cape Cod and the Appalachian Trail, this state has plenty to offer. It is one of the oldest states in America, dating back to 1620. The state´s name derives from the Algonquian Indian word for “great mountain”.


Fun Facts

  • Massachusetts official state dessert is Boston Cream Pie.
  • The first U.S. subway system was in Boston, not New York City.
  • Wearing a goatee in public is illegal unless you pay a special fee.
  • Quincy, MA was were the first Dunkin Donuts ever was opened.
  • A state law forbids snoring unless the doors and windows are locked!

Things to Do

There is such a great variety of things to do in Massachusetts that we´ve decided to give you only a small taste for your trip to this great state by listing some of our favorites:

1) The town Gloucester on the coast offers some of the best whale-watching opportunities in the world, rivalled only by far-off places such as Antartica, Patagonia and Alaska.

2) Go biking along the Cape Cod Provincelands Trail for an exhilarating workout in the fresh sea breeze along hilly trails in the dunes.

3) For some classical music plan an evening in the Boston Symphony Orchestra, which has excellent performers, comfortable seating and some great music to offer.

4) Check out the artistic and colorful vibe in Provincetown in Cape Cad and Northampton in Pioneer Valley, both home to artist colonies and a liberal attitude, and with great shopping, restaurants and natural beauty aplenty.


Massachusetts´s Food Delights

If you like shellfish, then you´re in for a treat in coastal Massachusetts. The area is renowned for its abundance of fresh and tasty shellfish, including lobsters, clams and oysters. A New England clambake is a local speciality where a hole is dug in the sand and lined with stones, then a fire started that is later covered with wet seaweed. Packages of shellfish are then steamed in this pit. Clam chowder is probably the most famous dish, with many seacoast towns holding chowder festivals. Inland areas offer their own specialities, such as baked beans, fruit pies and cobblers and roasted chicken. Far eastern and western Massachusetts is famed for its apple and tomato harvest and in Fall you will see local farmers selling fresh cider and fresh apples on the roadside.


Getting To and Around Massachusetts

If you are visiting Eastern Massachusetts, the best airport to arrive is Logan International Airport in Boston, while for Western Massachusetts it would be Bradley International Airport in Windsor Locks, Connecticut. Once in the state, you can choose to traverse the region by train, bus or car. There are also a number of “rail trails”, old railroad lines that have been converted into pedestrian and bike paths, and of course miles of trails to explore on foot along the Appalachian Trail.



Accommodation and Rentals in Massachusetts

Plenty of accommodation is available throughout the state, from hotels, motels and hostels to self-catering rentals. If you prefer the freedom and cost-saving potential of the latter, make sure to check out the amazing rentals available in Massachusetts on Wimdu. Be it an apartment for rent in vibrant Boston, or a bed and breakfast in Cape Cod, each of our rentals belongs to a friendly local host who may even have some special tips on what to do and where to go in your neighbourhood.

23 reviews
23 travelers who stayed in Massachusetts rated their vacation home 4.1/5 stars on average.

And we love our apartments

291 m² House
93 m² House
163 m² House
232 m² House
177 m² House
Show all 42381 apartments in Massachusetts

Features of Massachusetts vacation rentals

💳 Discounts up to 80%
⭐ Popular amenities Pets allowed, Pool and Internet
🏊  Vacation rentals with a pool 10,861 rentals
🌙 Minimum price starting at $110
🐾 Pet friendly vacation homes 12,326 rentals
🏡 Rentals available 43,576 rentals

Popular regions to visit in Massachusetts

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