Massachusetts Vacation Rentals - Wimdu base64Hash Massachusetts Vacation Rentals - Wimdu

Massachusetts Vacation Rentals

Massachusetts
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Massachusetts
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Find quality vacation rentals and city apartments!

Best-rated vacation rentals in Massachusetts

Discover vacation rentals with top-notch guest ratings

House Dennis Port
from $186 per night
House ∙ 4 guests ∙ 2 bedrooms
4.5
Excellent
Dennis Port, Dennis, Massachusetts
Vacasa
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House Dennis Port
from $210 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding
Dennis Port, Dennis, Massachusetts
Vacasa
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Cottage Dennis Port
from $337 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding
Dennis Port, Dennis, Massachusetts
Vacasa
View deal

Pet-friendly rentals in Massachusetts

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

House Rockport
from $386 per night
House ∙ 10 guests ∙ 5 bedrooms
4.2
Very good (74 ratings)
Rockport, Essex County, Massachusetts
Pet-friendly
Vrbo
View deal
House West Chatham
from $227 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0
Very good (65 ratings)
West Chatham, Chatham, Massachusetts
Pet-friendly
Vrbo
View deal
Condo Eastham
from $147 per night
Condo ∙ 2 guests ∙ 1 bedroom
4.7
Excellent (62 ratings)
Eastham, Orleans Town, Massachusetts
Pet-friendly
Vrbo
View deal
See all pet-friendly offers

Accommodation with Internet in Massachusetts

Choose your ideal rental with Internet and WiFi in Massachusetts

House Salisbury
from $132 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding (51 ratings)
Salisbury, Essex County, Massachusetts
Internet
Vrbo
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House Plymouth
from $295 per night
House ∙ 8 guests ∙ 2 bedrooms
5.0
Outstanding
Plymouth, Plymouth County, Massachusetts
Internet
Vacasa
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Cottage Dennis
from $265 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (123 ratings)
Dennis, Dennis Town, Massachusetts
Internet
Vrbo
View deal
See all offers with internet

Vacation rentals with pool in Massachusetts

Discover best cabin and house rentals with pool in Massachusetts

House East Dennis
from $899 per night
House ∙ 16 guests ∙ 7 bedrooms
4.9
Outstanding (55 ratings)
East Dennis, Dennis, Massachusetts
Pool
Vrbo
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House Plymouth
from $316 per night
House ∙ 6 guests ∙ 4 bedrooms
4.2
Very good (7 ratings)
Plymouth, Plymouth County, Massachusetts
Pool
Vrbo
View deal
House East Harwich
from $310 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding (12 ratings)
East Harwich, Harwich, Massachusetts
Pool
Vrbo
View deal
See all offers with pool

Best vacation rental offers in Massachusetts

Apartment Salisbury
from $186 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding (22 ratings)
Salisbury, Essex County, Massachusetts
Vrbo
View deal
House East Falmouth
from $297 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (54 ratings)
East Falmouth, Falmouth, Massachusetts
Vrbo
View deal
House New Seabury
from $127 per night
House ∙ 5 guests ∙ 2 bedrooms
4.9
Outstanding (73 ratings)
New Seabury, Mashpee, Massachusetts
Vrbo
View deal
House Dennis Port
from $240 per night
House ∙ 6 guests ∙ 3 bedrooms
Dennis Port, Dennis, Massachusetts
Vacasa
View deal
House Westport
from $452 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (3 ratings)
Westport, Bristol County, Massachusetts
HomeToGo
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House Menemsha
from $293 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding
Menemsha, Chilmark, Massachusetts
Vacasa
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House Yarmouth Port
from $204 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding
Yarmouth Port, Yarmouth, Massachusetts
Vacasa
View deal
House West Dennis
from $484 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
Outstanding (30 ratings)
West Dennis, Dennis, Massachusetts
Vrbo
View deal
House Wellfleet
from $455 per night
House ∙ 7 guests ∙ 4 bedrooms
4.0
Very good
Wellfleet, Barnstable County, Massachusetts
Vacasa
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Cottage Gloucester
from $450 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (221 ratings)
Gloucester, Essex County, Massachusetts
Vrbo
View deal
House Hinsdale
from $249 per night
House ∙ 8 guests ∙ 2 bedrooms
4.6
Excellent (71 ratings)
Hinsdale, Berkshire County, Massachusetts
Vrbo
View deal
Cottage Ocean Bluff-Brant Rock
from $258 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (6 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
Vrbo
View deal
House East Sandwich
from $270 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (6 ratings)
East Sandwich, Sandwich, Massachusetts
Vrbo
View deal
Cottage Hyannis
from $157 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (259 ratings)
Hyannis, Barnstable, Massachusetts
Vrbo
View deal
House Orleans
from $279 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (26 ratings)
Orleans, Orleans Town, Massachusetts
Vrbo
View deal
House Rockport
from $329 per night
House ∙ 10 guests ∙ 5 bedrooms
4.2
Very good (74 ratings)
Rockport, Essex County, Massachusetts
Vacasa
View deal
House Eastham
from $707 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding (30 ratings)
Eastham, Orleans Town, Massachusetts
Vrbo
View deal
House Dennis Port
from $816 per night
House ∙ 16 guests ∙ 7 bedrooms
4.8
Outstanding (68 ratings)
Dennis Port, Dennis, Massachusetts
Vrbo
View deal
House Ocean Bluff-Brant Rock
from $119 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (126 ratings)
Ocean Bluff-Brant Rock, Plymouth County, Massachusetts
Vrbo
View deal
House Brewster
from $252 per night
House ∙ 10 guests ∙ 3 bedrooms
4.8
Outstanding (19 ratings)
Brewster, Brewster Town, Massachusetts
Vrbo
View deal
Cottage Wareham Center
from $110 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (6 ratings)
Wareham Center, Wareham, Massachusetts
Vrbo
View deal
House Gloucester
from $393 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (14 ratings)
Gloucester, Essex County, Massachusetts
Vrbo
View deal
Cottage Salisbury
from $324 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (42 ratings)
Salisbury, Essex County, Massachusetts
Vrbo
View deal
House Dennis Port
from $220 per night
House ∙ 12 guests ∙ 4 bedrooms
4.9
Outstanding (65 ratings)
Dennis Port, Dennis, Massachusetts
Vrbo
View deal
House Wellfleet
from $372 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
Excellent (21 ratings)
Wellfleet, Barnstable County, Massachusetts
Vrbo
View deal
House Eastham
from $610 per night
House ∙ 15 guests ∙ 5 bedrooms
5.0
Outstanding (44 ratings)
Eastham, Orleans Town, Massachusetts
Vrbo
View deal
House Hyannis
from $262 per night
House ∙ 7 guests ∙ 3 bedrooms
4.7
Excellent (86 ratings)
Hyannis, Barnstable, Massachusetts
Vrbo
View deal
House South Dennis
from $218 per night
House ∙ 7 guests ∙ 3 bedrooms
4.0
Very good
South Dennis, Dennis, Massachusetts
Vacasa
View deal
Cottage South Dennis
from $174 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent
South Dennis, Dennis, Massachusetts
Vacasa
View deal
House Gloucester
from $92 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding (78 ratings)
Gloucester, Essex County, Massachusetts
Vrbo
View deal
House Rockport
from $696 per night
House ∙ 14 guests ∙ 5 bedrooms
5.0
Outstanding (3 ratings)
Rockport, Gloucester, Massachusetts
Vrbo
View deal
House South Chatham
from $278 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
South Chatham, Chatham, Massachusetts
Vrbo
View deal
House Wareham
from $225 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent
Wareham, Plymouth County, Massachusetts
Vacasa
View deal
House Eastham
from $294 per night
House ∙ 6 guests ∙ 3 bedrooms
4.4
Very good (20 ratings)
Eastham, Orleans Town, Massachusetts
Vrbo
View deal
House West Chatham
from $241 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0
Very good (65 ratings)
West Chatham, Chatham, Massachusetts
Vacasa
View deal
House Dennis Port
from $176 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (25 ratings)
Dennis Port, Dennis, Massachusetts
Vrbo
View deal
Cottage West Dennis
from $354 per night
Cottage ∙ 10 guests ∙ 5 bedrooms
4.8
Outstanding (47 ratings)
West Dennis, Dennis, Massachusetts
Vrbo
View deal
House Gloucester
from $439 per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding
Gloucester, Essex County, Massachusetts
Vacasa
View deal
House South Yarmouth
from $169 per night
House ∙ 8 guests ∙ 3 bedrooms
4.4
Very good (45 ratings)
South Yarmouth, Yarmouth, Massachusetts
Vrbo
View deal
View all 33333 apartments in Massachusetts

Price and Availability Index in Massachusetts

Click on any bar to see price and availability information

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 february, with an average vacation rental price of $287.

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 January (1/18 – 1/25). It's easiest to find a vacation rental in Massachusetts in September - 61% 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.

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

And we love our apartments

60 m² Apartment
112 m² House
House
112 m² House
265 m² House
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Features of Massachusetts vacation rentals

💳 Discounts up to 80%
⭐ Popular amenities Pets allowed, Pool and Internet
🏊  Vacation rentals with a pool 9,810 rentals
🌙 Minimum price starting at $119
🐾 Pet friendly vacation homes 10,308 rentals
🏡 Rentals available 34,014 rentals

Popular regions to visit in Massachusetts

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