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Holiday rentals in Massachusetts

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Booking Massachusetts accommodation can help to create a memorable trip in and around this fascinating part of the USA.
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Top 15 Recommended holiday lettings in Massachusetts

Find your perfect holiday home, apartment or cottage in Massachusetts from just £115 per night!

Apartment Dennis Port
54 m² apartment ∙ 5 guests ∙ 2 bedrooms
Dennis Port, Dennis, Massachusetts
An inviting apartment rental in Dennis Port, perfect for families seeking beach access. Enjoy a fully equipped kitchen, convenient parking, and comfortable accommodation ...
from £111
per night
from £111
per night
Check prices
House Sandwich
162 m² house ∙ 7 guests ∙ 2 bedrooms
Sandwich, Barnstable County, Massachusetts
This stunning house rental in Sandwich accommodates up to 7 guests, featuring a garden, ocean views, a fireplace, and a kitchen, making it perfect for family getaways or ...
from £287
per night
Outstanding(1 rating)
from £287
per night
Check prices
Cottage Dennis Port
47 m² cottage ∙ 2 guests ∙ 1 bedroom
Dennis Port, Dennis, Massachusetts
This delightful cottage in Dennis Port offers stunning seaviews, beach access, and a relaxing spa, making it perfect for a romantic getaway or memorable family events. En...
from £145
per night
Outstanding(3 ratings)
from £145
per night
Check prices
House Weymouth
144 m² house ∙ 8 guests ∙ 3 bedrooms
Weymouth, Plymouth County, Massachusetts
This stunning house rental in Weymouth accommodates up to 8 guests and boasts a private heated pool, ocean views, a garden, and beach access. Perfect for families and pet...
from £365
per night
Very good(1 rating)
from £365
per night
Check prices
Cottage Plymouth
139 m² cottage ∙ 6 guests ∙ 3 bedrooms
Plymouth, Plymouth County, Massachusetts
This delightful cottage in Plymouth accommodates up to six guests, boasting a fully equipped kitchen, stunning ocean views, and convenient beach access. Perfect for famil...
from £209
per night
from £209
per night
Check prices
Cottage East Sandwich
98 m² cottage ∙ 6 guests ∙ 3 bedrooms
East Sandwich, Sandwich, Massachusetts
A delightful cottage in East Sandwich awaits, featuring a fireplace, spa, and stunning seaviews. Perfect for families or events, with beach access and parking for a memor...
from £256
per night
Outstanding(7 ratings)
from £256
per night
Check prices
House Salisbury
241 m² house ∙ 12 guests ∙ 3 bedrooms
Salisbury, Essex County, Massachusetts
This spacious house rental in Salisbury accommodates up to 12 guests, featuring stunning ocean views, a fully equipped kitchen, family-friendly amenities, and pet-friendl...
from £313
per night
Very good(18 ratings)
from £313
per night
Check prices
House Great Barrington
185 m² house ∙ 10 guests ∙ 4 bedrooms
Great Barrington, Berkshire County, Massachusetts
This stunning house rental in Great Barrington accommodates up to 10 guests, featuring spectacular mountain and lake views, a lovely fireplace, and family-friendly amenit...
from £229
per night
Good(56 ratings)
from £229
per night
Check prices
Cottage South Yarmouth
Cottage ∙ 3 guests ∙ 1 bedroom
South Yarmouth, Yarmouth, Massachusetts
This delightful cottage in South Yarmouth offers stunning seaviews, beach access, and family-friendly amenities, including a fireplace and a fully equipped kitchen, perfe...
from £222
per night
from £222
per night
Check prices
Cottage White Island Shores
89 m² cottage ∙ 7 guests ∙ 2 bedrooms
White Island Shores, Wareham, Massachusetts
A delightful cottage at White Island Shores, perfect for families and pets, offering stunning lake and sea views, beach access, a fully equipped kitchen, and convenient p...
from £203
per night
Outstanding(4 ratings)
from £203
per night
Check prices
House Brant Rock
102 m² house ∙ 6 guests ∙ 3 bedrooms
Brant Rock, Marshfield, Massachusetts
This stunning house rental in Brant Rock offers ocean views and family-friendly amenities for up to 6 guests. Enjoy a waterside location, a fully equipped kitchen, and pe...
from £268
per night
Outstanding(1 rating)
from £268
per night
Check prices
Cottage Harwich Center
59 m² cottage ∙ 4 guests ∙ 2 bedrooms
Harwich Center, Harwich, Massachusetts
This delightful cottage in Harwich Center offers breathtaking lake and sea views, perfect for a family getaway. Enjoy spacious amenities, including a spa, beach access, a...
from £168
per night
Excellent(20 ratings)
from £168
per night
Check prices
House East Harwich
112 m² house ∙ 6 guests ∙ 3 bedrooms
East Harwich, Harwich, Massachusetts
This delightful house rental in East Harwich accommodates up to 6 guests, featuring a stunning lakeview, a family-friendly atmosphere, and ample parking—perfect for event...
from £229
per night
Outstanding(1 rating)
from £229
per night
Check prices
House Plymouth
159 m² house ∙ 11 guests ∙ 4 bedrooms
Plymouth, Plymouth County, Massachusetts
Enjoy a fantastic family getaway in this spacious house rental in Plymouth, featuring stunning lake and sea views, beach access, and pet-friendly amenities for up to 11 g...
from £289
per night
Outstanding(2 ratings)
from £289
per night
Check prices
Condo Dennis Port
26 m² condo ∙ 2 guests ∙ 1 bedroom
Dennis Port, Dennis, Massachusetts
This stylish condo in Dennis Port offers beach access, a pool, and spa, making it perfect for a getaway. Ideal for events, it features a kitchen and is family-friendly fo...
from £137
per night
Outstanding(9 ratings)
from £137
per night
Check prices

Holiday lettings and apartments with air conditioning

Book your stay in an air-conditioned holiday rental in Massachusetts!

House  Buzzards Bay
from £252 per night
6 guests ∙ 3 bedrooms

119 m² House

5.0
Outstanding(1 rating)
Buzzards Bay, Bourne, Massachusetts
Air conditioning
Check prices
House  Bourne
from £269 per night
6 guests ∙ 3 bedrooms

House

4.8
Outstanding(11 ratings)
Bourne, Barnstable County, Massachusetts
Air conditioning
Check prices
House  Plymouth
from £391 per night
8 guests ∙ 3 bedrooms

241 m² House

4.5
Excellent(2 ratings)
Plymouth, Plymouth County, Massachusetts
Air conditioning
Check prices
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Holiday homes with a patio or terrace

Sunset serenity: Book your Massachusetts holiday rental with a private terrace - relaxation awaits!

House  Orleans
from £161 per night
4 guests ∙ 2 bedrooms

102 m² House

5.0
Outstanding(2 ratings)
Orleans, Orleans Town, Massachusetts
Balcony/Patio
Check prices
House  Salisbury Beach
from £191 per night
15 guests ∙ 5 bedrooms

102 m² House

Salisbury Beach, Salisbury, Massachusetts
Balcony/Patio
Check prices
Cottage  Worcester
from £172 per night
4 guests ∙ 2 bedrooms

111 m² Cottage

5.0
Outstanding(3 ratings)
Worcester, Worcester County, Massachusetts
Balcony/Patio
Check prices
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Enjoy a trip to New England with holiday rentals in Massachusetts

Bordering Connecticut to the south and New Hampshire to the north, the New England state of Massachusetts is brimming with history and culture, whether you want to follow the Freedom Trail or fancy exploring the campus at Harvard. The history of Massachusetts stretches back longer than many other American states and this history plays a large part in the appeal that the area has to visiting groups. By making sensible use of holiday rentals in Massachusetts, every party can discover exactly what makes this area so special. Thankfully for visitors, there is a wide range of holiday homes on offer in this state.

Things to do and see in and around Massachusetts

The renting of self catering Massachusetts accommodation can act as a great gateway to enjoying everything this state has to offer. The area is famous for its art, culture and history, and as such its great institutions of museums, concert halls and galleries can be a great start to understanding exactly what makes this place tick. Boston is the state capital and visitors staying Massachusetts accommodation should certainly check out the Boston Museum of Fine Arts and the Boston Ballet. Visitors can also readily enjoy the towns and welcoming villages dotting along this magnificent state, as well as explore further afield and discover more about its fell Northeastern states such as New York and Maine.

14 reviews
We collected 14 reviews from travellers who stayed in Massachusetts. Holiday homes in this destination received an average rating of 4.5/5.

Frequently asked questions

What are the most popular accommodations in Massachusetts?

The most in-demand accommodations in Massachusetts are bed and breakfast rental and house rentals. With 1,376 offers in Massachusetts, we always find the perfect accommodation for you.

What does it cost to rent a holiday home in Massachusetts?

Prices start at just £115 per night. Most house rentals in Massachusetts are 173 m² and bed and breakfast rental are 29 m².

Do you offer pet-friendly bed and breakfast rental in Massachusetts?

When travelling with your dog in Massachusetts, apartment rental are recommended. These are the most common type of pet-friendly accommodations and cost an average of £366 per night.

Do you also offer accommodations that are suitable for groups in Massachusetts ?

For your holiday in Massachusetts, we have a great selection of accommodations for groups. The typical bed and breakfast rental has space for 2 guests.

Destinations in Massachusetts

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Regions nearby to consider for next holiday

Explore More States Across the Country

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Most popular holiday destinations around Massachusetts

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