Massachusetts Vacation Rentals - Wimdu base64Hash Massachusetts Vacation Rentals - Wimdu

Massachusetts Vacation Rentals

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Choose from 45,632 vacation rentals and homes for your trip!

Best-rated vacation rentals in Massachusetts

Discover vacation rentals with top-notch guest ratings

House Lanesborough
from $456 per night
House ∙ 14 guests ∙ 5 bedrooms

232 m² House

5.0
Outstanding(118 ratings)
Lanesborough, Berkshire County, Massachusetts
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House Salisbury
from $133 per night
House ∙ 14 guests ∙ 5 bedrooms

167 m² House

4.8
Outstanding(74 ratings)
Salisbury, Essex County, Massachusetts
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House Falmouth
from $784 per night
House ∙ 12 guests ∙ 6 bedrooms

294 m² House

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 East Falmouth
from $520 per night
House ∙ 14 guests ∙ 6 bedrooms

186 m² House

5.0
Outstanding(120 ratings)
East Falmouth, Falmouth, Massachusetts
Pet-friendly
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House Eastham
from $650 per night
House ∙ 9 guests ∙ 4 bedrooms

139 m² House

5.0
Outstanding(45 ratings)
Eastham, Orleans Town, Massachusetts
Pet-friendly
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House West Chatham
from $1,001 per night
14 guests ∙ 7 bedrooms

House

5.0
Outstanding(73 ratings)
West Chatham, Chatham, Massachusetts
Pet-friendly
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Vacation rentals with pool in Massachusetts

Discover best cabin and house rentals with pool in Massachusetts

House East Dennis
from $1,066 per night
House ∙ 16 guests ∙ 7 bedrooms

372 m² House

4.9
Outstanding(57 ratings)
East Dennis, Dennis, Massachusetts
Pool
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House Manchester-by-the-Sea
from $1,468 per night
House ∙ 19 guests ∙ 9 bedrooms

697 m² House

4.8
Outstanding(52 ratings)
Manchester-by-the-Sea, Essex County, Massachusetts
Pool
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House Wellfleet
from $194 per night
House ∙ 4 guests ∙ 2 bedrooms

74 m² House

4.9
Outstanding(11 ratings)
Wellfleet, Barnstable County, Massachusetts
Pool
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Best vacation rental offers in Massachusetts

House South Chatham
from $1,305 per night
16 guests ∙ 7 bedrooms

House

South Chatham, Chatham, Massachusetts
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House Northwest Harwich
from $660 per night
House ∙ 14 guests ∙ 7 bedrooms

316 m² House

4.8
Outstanding(47 ratings)
Northwest Harwich, Harwich, Massachusetts
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House Dennis
from $619 per night
15 guests ∙ 5 bedrooms

House

4.7
Excellent(6 ratings)
Dennis, Dennis Town, Massachusetts
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House Dennis
from $527 per night
House ∙ 12 guests ∙ 7 bedrooms

186 m² House

4.8
Outstanding(58 ratings)
Dennis, Dennis Town, Massachusetts
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Cottage Wellfleet
from $165 per night
5 guests ∙ 3 bedrooms

Cottage

4.9
Outstanding(18 ratings)
Wellfleet, Barnstable County, Massachusetts
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House East Dennis
from $398 per night
House ∙ 10 guests ∙ 5 bedrooms

279 m² House

5.0
Outstanding(75 ratings)
East Dennis, Dennis, Massachusetts
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House Dennis Port
from $207 per night
6 guests ∙ 3 bedrooms

House

Dennis Port, Dennis, Massachusetts
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House Chatham
from $441 per night
House ∙ 10 guests ∙ 6 bedrooms

204 m² House

4.9
Outstanding(83 ratings)
Chatham, Barnstable County, Massachusetts
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House Edgartown
from $1,054 per night
House ∙ 15 guests ∙ 5 bedrooms

390 m² House

5.0
Outstanding(41 ratings)
Edgartown, Dukes County, Massachusetts
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House Orleans
from $904 per night
House ∙ 12 guests ∙ 5 bedrooms

344 m² House

4.9
Outstanding(59 ratings)
Orleans, Orleans Town, Massachusetts
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House Dennis Port
from $319 per night
House ∙ 10 guests ∙ 4 bedrooms

167 m² House

5.0
Outstanding(12 ratings)
Dennis Port, Dennis, Massachusetts
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House Oak Bluffs
from $448 per night
House ∙ 8 guests ∙ 4 bedrooms

181 m² House

5.0
Outstanding(37 ratings)
Oak Bluffs, Dukes County, Massachusetts
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House Dennis Port
from $229 per night
House ∙ 12 guests ∙ 6 bedrooms

195 m² House

4.9
Outstanding(66 ratings)
Dennis Port, Dennis, Massachusetts
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House Oak Bluffs
from $1,816 per night
House ∙ 12 guests ∙ 7 bedrooms

279 m² House

4.9
Outstanding(64 ratings)
Oak Bluffs, Dukes County, Massachusetts
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House Brewster
from $733 per night
12 guests ∙ 5 bedrooms

House

4.7
Excellent(38 ratings)
Brewster, Brewster Town, Massachusetts
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House East Dennis
from $577 per night
House ∙ 12 guests ∙ 5 bedrooms

283 m² House

4.8
Outstanding(45 ratings)
East Dennis, Dennis, Massachusetts
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House Plymouth
from $970 per night
House ∙ 18 guests ∙ 10 bedrooms

372 m² House

5.0
Outstanding(64 ratings)
Plymouth, Plymouth County, Massachusetts
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House Wareham
from $1,730 per night
House ∙ 16 guests ∙ 8 bedrooms

557 m² House

5.0
Outstanding(186 ratings)
Wareham, Plymouth County, Massachusetts
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House South Yarmouth
from $485 per night
House ∙ 14 guests ∙ 5 bedrooms

223 m² House

4.9
Outstanding(24 ratings)
South Yarmouth, Yarmouth, Massachusetts
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House Gloucester
from $448 per night
House ∙ 10 guests ∙ 5 bedrooms

325 m² House

5.0
Outstanding(24 ratings)
Gloucester, Essex County, Massachusetts
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House Oak Bluffs
from $835 per night
10 guests ∙ 5 bedrooms

House

5.0
Outstanding(4 ratings)
Oak Bluffs, Dukes County, Massachusetts
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House Dennis Port
from $618 per night
House ∙ 18 guests ∙ 8 bedrooms

344 m² House

5.0
Outstanding(7 ratings)
Dennis Port, Dennis, Massachusetts
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Cottage Dennis Port
from $175 per night
Cottage ∙ 4 guests ∙ 3 bedrooms

70 m² Cottage

4.8
Outstanding(36 ratings)
Dennis Port, Dennis, Massachusetts
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House Chatham
from $1,028 per night
10 guests ∙ 5 bedrooms

House

4.9
Outstanding(23 ratings)
Chatham, Barnstable County, Massachusetts
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House West Tisbury
from $563 per night
House ∙ 10 guests ∙ 6 bedrooms

335 m² House

5.0
Outstanding(94 ratings)
West Tisbury, Dukes County, Massachusetts
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House Dennis
from $138 per night
House ∙ 10 guests ∙ 4 bedrooms

204 m² House

4.9
Outstanding(20 ratings)
Dennis, Dennis Town, Massachusetts
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House Salisbury
from $140 per night
House ∙ 8 guests ∙ 3 bedrooms

82 m² House

4.8
Outstanding(57 ratings)
Salisbury, Essex County, Massachusetts
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House West Barnstable
from $696 per night
House ∙ 8 guests ∙ 4 bedrooms

204 m² House

5.0
Outstanding(27 ratings)
West Barnstable, Barnstable, Massachusetts
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House Truro
from $350 per night
House ∙ 8 guests ∙ 4 bedrooms

180 m² House

5.0
Outstanding(58 ratings)
Truro, Barnstable County, Massachusetts
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House Barnstable
from $1,039 per night
24 guests ∙ 7 bedrooms

House

5.0
Outstanding(2 ratings)
Barnstable, Barnstable County, Massachusetts
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Show all 43325 apartments in Massachusetts

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 $295.

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 March (3/7 – 3/14). It's easiest to find a vacation rental in Massachusetts in June - 51% 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.

8,585,949 reviews
8,585,949 travelers who stayed in Massachusetts rated their vacation home 4.4/5 stars on average.

And we love our apartments

House
316 m² House
House
186 m² House
Cottage
Show all 43325 apartments in Massachusetts

Features of Massachusetts vacation rentals

💳 Discounts up to 80%
⭐ Popular amenities Pets allowed, Pool and Internet
🏊  Vacation rentals with a pool 11,148 rentals
🌙 Minimum price starting at $126
🐾 Pet friendly vacation homes 13,068 rentals
🏡 Rentals available 45,632 rentals

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Popular regions to visit in Massachusetts

Get inspired for your vacation in Massachusetts

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