Massachusetts Vacation Rentals

Compare 21,709 available properties from 34 providers
Massachusetts

Top Vacation Destinations in Massachusetts

Save up to 64%

Best Vacation Home Deals in Massachusetts

-21%
e.g. 5/18 - 5/25
House ∙ 5 guests ∙ 2 bedrooms
Vineyard Haven, Tisbury, Massachusetts
from $272 $345
VRBO
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-40%
e.g. 9/29 - 10/6
House ∙ 6 guests ∙ 3 bedrooms
Scituate, Plymouth County, Massachusetts
from $152 $252
VRBO
4.9
View deal
-64%
e.g. 11/3 - 11/10
House ∙ 5 guests ∙ 2 bedrooms
South Yarmouth, Yarmouth, Massachusetts
from $87 $242
VRBO
4.9
View deal

Find a dreamlike property from $61 per night by searching through the 21,709 properties being offered in Massachusetts. By comparing these accommodations, HomeToGo features the most economical offers as well as the highest rated properties in Massachusetts.

Recommended Vacation Rentals in Massachusetts

Rent a vacation accommodation in Massachusetts: from $61 per night

House ∙ 2 guests
The Lanes, Waltham, Massachusetts
from $68
Homestay.com
5.0
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Apartment ∙ 4 guests ∙ 1 bedroom
South Deerfield, Deerfield, Massachusetts
from $100
VRBO
5.0
View deal
House ∙ 12 guests ∙ 4 bedrooms
West Yarmouth, Yarmouth, Massachusetts
from $110
VRBO
4.9
View deal
Apartment ∙ 4 guests ∙ 2 bedrooms
North End, Boston, Massachusetts
from $306
VRBO
4.7
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Apartment ∙ 4 guests ∙ 1 bedroom
Back Bay West, Boston, Massachusetts
from $111
VRBO
5.0
View deal
House ∙ 4 guests ∙ 1 bedroom
Oxford, Worcester County, Massachusetts
from $76
VRBO
5.0
View deal
House ∙ 5 guests ∙ 2 bedrooms
South Chatham, Chatham, Massachusetts
from $115
VRBO
4.0
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Resort ∙ 4 guests
West Yarmouth, Yarmouth, Massachusetts
from $78
Booking.com
4.4
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 10 guests ∙ 4 bedrooms
Popponesset, Mashpee, Massachusetts
from $62
VRBO
5.0
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Scituate, Plymouth County, Massachusetts
from $152
VRBO
4.9
View deal
Fishing
Apartment ∙ 6 guests ∙ 2 bedrooms
Charlemont, Franklin County, Massachusetts
from $101
VRBO
4.5
View deal
Fishing
House ∙ 7 guests ∙ 3 bedrooms
Westport, Bristol County, Massachusetts
from $52
VRBO
4.9
View deal
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Vacation Rentals With a Fireplace

Fireplace
House ∙ 5 guests ∙ 2 bedrooms
South Yarmouth, Yarmouth, Massachusetts
from $88
VRBO
4.9
View deal
Fireplace
House ∙ 2 guests ∙ 1 bedroom
Swampscott, Essex County, Massachusetts
from $200
VRBO
4.9
View deal
Fireplace
Apartment ∙ 2 guests ∙ 1 bedroom
East Brookfield, Worcester County, Massachusetts
from $126
VRBO
4.9
View deal
Fireplace
Apartment ∙ 3 guests ∙ 1 bedroom
Dennis Port, Dennis, Massachusetts
from $141
VRBO
4.9
View deal
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Apartments With a Balcony or Patio

Balcony/Patio
House ∙ 5 guests ∙ 2 bedrooms
Vineyard Haven, Tisbury, Massachusetts
from $46
VRBO
5.0
View deal
Balcony/Patio
House ∙ 4 guests ∙ 2 bedrooms
Chilmark, Dukes County, Massachusetts
from $193
VRBO
4.6
View deal
Balcony/Patio
House ∙ 6 guests ∙ 2 bedrooms
Sherwood Forest, Becket, Massachusetts
from $160
VRBO
4.8
View deal
Balcony/Patio
House ∙ 6 guests ∙ 3 bedrooms
East Sandwich, Sandwich, Massachusetts
from $565
VRBO
5.0
View deal
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Popular Rental Amenities in Massachusetts

  • No smoking (18,467)
  • Internet (18,466)
  • TV (18,260)
  • Kitchen (18,117)
  • Microwave (16,417)
  • AC (15,194)
  • Parking (14,462)
  • Washer (13,726)
  • Dishwasher (13,232)
  • Grill (12,489)
  • No pets (12,248)
  • Fishing (7,749)
Our search page's filters will help you find your dream accommodation in Massachusetts. In Massachusetts, 17,267 properties include "TVs". So, if you never miss an episode of your favorite show, select the TVs filter to compare these accommodations. Plan your vacation in advance if you need a crib for your baby or you love sweating the stress away in saunas. There are just 4 listed rentals providing "cribs" and 174 properties including "saunas."

Price and Availability Index Massachusetts

Vacation Rental Price Information in Massachusetts

This graph displays average prices of the vacation rentals and holiday apartments located in Massachusetts. The most expensive week to book a rental in Massachusetts is in August (8/18 - 8/25). Prices drop in January to an average of $321 per night (1/26 - 2/2).

Rental Availability Information in Massachusetts

Have a look at the above graph to see the global availability of vacation rentals in Massachusetts. The week with the highest booking rate is in August (8/18 - 8/25). Only 23% of the rentals are still available. On the other hand, the week with the most available offers is in September (9/29 - 10/6).

The Weather in Massachusetts

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19°
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19°
45°
28°
57°
39°
68°
50°
75°
57°
82°
64°
81°
63°
73°
57°
61°
46°
50°
36°
43°
30°
Jan.
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Sep.
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- Rainy days

In Massachusetts, house rentals are the most frequent vacation accommodation type. In addition, the average nightly price of house rentals in this destination is $551, and their size, on average, is 2,020 ft². Furthermore, if you are going in a group of 8, house rentals are the ideal type of accommodation in Massachusetts, as they usually welcome this exact group size. You can also search and compare other accommodation options in Massachusetts. Apartment rentals are, for example, another common property type in this destination, with 4,389 listed accommodations. Our data reveals that the average price of apartment rentals is $360 a night for an area of 890 ft².

Explore the diversity of Massachusetts with a vacation home

The state of Massachusetts was the site of the first colony in New England. Despite being a small state, there is a lot for travelers to do in Massachusetts. You can learn about fascinating historical events such as the Salem witch trials and the Boston Tea Party, or simply lounge on a Cape Cod beach.

When visiting Massachusetts, consider staying in one of the area’s many vacation rentals – they offer privacy and modern amenities, and they also feel like home.

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Food & Drinks

Most iconic dishes of Massachusetts

Seafood lovers will be in for a treat in Massachusetts, which offers a wide range of dishes, including scallops, oysters, cod, and trout. A dish you must try while visiting is New England Clam Chowder. This rich and creamy dish is a New England classic, and you will find it in restaurants throughout the state.

Another dish to sample is Boston Baked Beans – so popular that Boston is also known as ‘Beantown’ today. Unlike other types of baked beans, this Massachusetts dish is made of salt pork and molasses. One bite of this meaty wonder will leave you craving more.

Weather & Climate

Best time to visit Massachusetts

As New England experiences four distinct seasons, the best time to visit Massachusetts depends on what kind of landscape and weather you want. Spring is the perfect time to visit if you’re a Red Sox fan, as that’s when the baseball season starts in Boston.

Beach lovers will find that there’s much to explore along the coastline of Massachusetts, and the best time to sunbathe is in summer when it is hot and sunny. Winters in Massachusetts, cold and snowy, make for the perfect climate for winter sports and festivals, such as Winterfest in Lowell. If you’re eager to catch the leaves changing color, visit between the middle of September and the end of October.

Art & Culture

Historical landmarks in Massachusetts

If you’d like to experience what life was like in the early 1800s, pay a visit to Old Sturbridge Village. Home to over 40 historic houses and farm buildings, it is one of the most popular attractions in Massachusetts. People in costumes recreate life in the 1800s and demonstrate the routine tasks of craftspeople, blacksmiths, and farmers.

You can also venture along the Freedom Trail, which takes you to 16 historic landmarks in Boston – just keep following the brass medallions and the red brick line. Some of the landmarks along the route include the State House, the Old Granary Burial Ground, Old North Church, and Faneuil Hall. Faneuil Hall, also known as “the cradle of liberty” is where revolutionaries regularly met.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Massachusetts VRBO Vacation Rentals in Massachusetts HomeAway Vacation Rentals in Massachusetts TripAdvisor Vacation Rentals in Massachusetts VacationRentals.com Vacation Rentals in Massachusetts HouseTrip Vacation Rentals in Massachusetts FlipKey Vacation Rentals in Massachusetts Wimdu Vacation Rentals in Massachusetts 9flats.com Vacation Rentals in Massachusetts VaycayHero Vacation Rentals in Massachusetts PerfectPlaces.com Vacation Rentals in Massachusetts Homestay.com Vacation Rentals in Massachusetts only-apartments Vacation Rentals in Massachusetts Interhome Vacation Rentals in Massachusetts Bedycasa Vacation Rentals in Massachusetts Novasol Vacation Rentals in Massachusetts HomeEscape Vacation Rentals in Massachusetts

Things to See and Do in Massachusetts

Popular Regions to Visit in Massachusetts

Popular Cities to Visit in Massachusetts