Holiday Homes in Massachusetts

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Massachusetts Accommodation: Most Popular Cities to Stay

Our top choices for Massachusetts holiday homes

Spacious, New Renovation | Near T

Spacious, New Renovation | Near T
Dorchester
10.0 out of 10, Exceptional, (29 reviews)
"Great location and incredibly well maintained property. Always responded quickly and would 100% stay here again!"
United States
Sasha K.
Spacious, New Renovation | Near T

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
South Boston
9.8 out of 10, Exceptional, (186 reviews)
"Great location and very comfortable stay"
United Kingdom
Benjamin L.
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (102 reviews)
"Great place for our family trip. Plenty of room and gathering spaces. Location was convenient for touring. "
United States
Penny R.
The price is £515
includes taxes & fees
13 Apr - 14 Apr
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Cozy Apartment | Near T

Cozy Apartment | Near T
Roxbury
9.2 out of 10, Wonderful, (36 reviews)
"House was nice, beds were incredibly comfortable"
United States
Andrew K.
Cozy Apartment | Near T

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (8 reviews)
"Great location. Good central location to explore the area."
United States
Robyn L.
Cape Cod's "Beach Rose"

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
8.8 out of 10, Excellent, (3 reviews)
"Easy check-in, and the host was available to assist with any needs. Space was nice and cozy. Also, the view from the top floor was pretty dope. Will definitely book again."
United States
Breshan B.
The price is £154
includes taxes & fees
13 Apr - 14 Apr
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay
Fairhaven
2-bedroom ocean-front Fairhaven home overlooking Buzzards Bay

Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port
Harwich
10.0 out of 10, Exceptional, (84 reviews)
"Great place to stay!"
United States
Thomas R.
Darling Cape Cottage - Steps from Downtown Harwich Port

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (214 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
United States
Gail B.
The price is £401
includes taxes & fees
14 Apr - 15 Apr
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (17 reviews)
"Very comfortable home. We wish it had had a few more spices avaliable for cooking but overall it was perfect for our needs. Would definitely come back"
United States
michael B.
Home Away from Home!

Cozy 3BD 1BA near Beach T-10 Min from Boston

Cozy 3BD 1BA near Beach T-10 Min from Boston
Revere
9.0 out of 10, Wonderful, (4 reviews)
"Clean home, great host "
United States
Ricky M.
Cozy 3BD 1BA near Beach T-10 Min from Boston

Welcome home. Comfortable four bedroom , two bath house

Welcome home. Comfortable four bedroom , two bath house
Plymouth
9.4 out of 10, Exceptional, (14 reviews)
"nice place good location"
United States
Jason A.
Welcome home. Comfortable four bedroom , two bath house

Stylish Ptown Condo with driveway parking, waterviews and prime location!

Stylish Ptown Condo with driveway parking, waterviews and prime location!
Provincetown
9.4 out of 10, Exceptional, (38 reviews)
"The available pet areas, cleanliness off the home were phenomenal. This is highly recommended host (Pia) Hope to get back very soon. "
United States
Edward M.
The price is £469
includes taxes & fees
15 Apr - 16 Apr
Stylish Ptown Condo with driveway parking, waterviews and prime location!

Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (47 reviews)
"The house was just what we needed and the stay was super simple. "
United States
Chris B.
The price is £323
includes taxes & fees
16 Apr - 17 Apr
Cozy three-bedroom home close to Boston w/ plenty of parking

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (180 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is £227
includes taxes & fees
13 Apr - 14 Apr
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
East Falmouth
10.0 out of 10, Exceptional, (113 reviews)
"We were very happy with our stay. Very clean and well appointed."
United States
Leslie M.
Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Clean, Contemporary Escape | Near T

Clean, Contemporary Escape | Near T
Roxbury
9.6 out of 10, Exceptional, (29 reviews)
"Enjoyed our stay. Close to the T making it a convenient location."
United States
Robert B.
Clean, Contemporary Escape | Near T

Newly renovated house in Brandt Point, right near town and Children's Beach

Newly renovated house in Brandt Point, right near town and Children's Beach
Nantucket Town
9.8 out of 10, Exceptional, (50 reviews)
"Great location , very clean easy check in and out "
United States
Kathleen E.
The price is £312
includes taxes & fees
14 Apr - 15 Apr
Newly renovated house in Brandt Point, right near town and Children's Beach

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Falmouth Heights
10.0 out of 10, Exceptional, (194 reviews)
"As advertised perfect place to stay. "
United States
RYAN C.
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Cliff House - Oceanfront Year-Round Romantic Getaway w/Hot Tub

Cliff House - Oceanfront Year-Round Romantic Getaway w/Hot Tub
Plymouth
10.0 out of 10, Exceptional, (139 reviews)
"Stunning views and the perfect getaway for family. All bedrooms have an attached bath. Hot tub is top notch! "
United States
Deanna F.
Cliff House - Oceanfront Year-Round Romantic Getaway w/Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Massachusetts Hotel Reviews

Find out more about Massachusetts

Massachusetts Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Massachusetts?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Massachusetts?

Choose from 5856 beautiful holiday homes in Massachusetts for your getaway.


How much is a holiday home in Massachusetts?

You can find perfect holiday homes in Massachusetts for as low as £154 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Massachusetts?

Find the best deals on Massachusetts holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Massachusetts?

There’s no better way to spend your well-earned holiday than in a private, cosy Massachusetts holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Massachusetts.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Massachusetts holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Massachusetts—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Massachusetts car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Massachusetts Holiday Homes information

Number of reviews
1,196
Accommodation
5856 Holiday Homes
Lowest Price
£154
Highest Price
£515

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