A coastal village with houses, a lighthouse, and boats on the water.

Holiday Homes in Massachusetts

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Massachusetts Accommodation: Most Popular Cities to Stay

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
Holiday HomesHoliday Homes

Boston

Boston

Our top choices for Massachusetts holiday homes

Smart TV, fireplace

1. Home Away from Home!

Home Away from Home!
Worcester
9.6 out of 10, Exceptional, (31 reviews)
"This is a delightfully designed house that was perfect for a college graduation weekend stay! Multiple bedrooms and baths throughout the house offer privacy, with an open dining and living room open to the balcony above for group activities. Communication with the host was quick and easy before and during the stay."
United States
Charlotte G.
Home Away from Home!
Interior

2. Lorenzo Inn

Lorenzo Inn
Dorchester
9.8 out of 10, Exceptional, (7 reviews)
The price is £283
includes taxes & fees
15 Sept - 16 Sept
Lorenzo Inn
Interior

3. 76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Dorchester
9.8 out of 10, Exceptional, (18 reviews)
"Our stay was excellent, the property was clean and spacious with everything we needed. The host was responsive and very helpful before and throughout the trip."
United States
Clark A.
The price is £549
includes taxes & fees
9 Sept - 10 Sept
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Beach nearby

4. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
10.0 out of 10, Exceptional, (3 reviews)
"Clean, quiet & quaint! Perfect for a couple’s get away!"
United States
Shannon S.
The price is £286
includes taxes & fees
8 Sept - 9 Sept
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Property grounds

5. Peaceful centrally located home: w/ yard & walking distance to town

Peaceful centrally located home: w/ yard & walking distance to town
Gloucester
8.8 out of 10, Excellent, (13 reviews)
"Clean house, well stocked kitchen, great location, nice backyard. "
United States
Linda O.
Peaceful centrally located home: w/ yard & walking distance to town
Exterior detail

6. Gorgeous 3-bedroom house close to Willowbend, New Seabury in charming Mashpee

Gorgeous 3-bedroom house close to Willowbend, New Seabury in charming Mashpee
Mashpee
9.8 out of 10, Exceptional, (7 reviews)
Gorgeous 3-bedroom house close to Willowbend, New Seabury in charming Mashpee
Smart TV, books, computer monitors

7. Modern 2BR Home Close to Campus & 10 min Boston

Modern 2BR Home Close to Campus & 10 min Boston
Wellington
9.6 out of 10, Exceptional, (22 reviews)
"Good restaurants in the area for dinner and breakfast! Highly recommend The Ford tavern for dinner and the donut villa for breakfast! "
United States
Samantha P.
Modern 2BR Home Close to Campus & 10 min Boston
Iron/ironing board, WiFi, bed sheets

8. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is £262
includes taxes & fees
2 Sept - 3 Sept
Cozy private 2 bed apartment in Shelburne Falls
Interior

9. Chill beach 3-bedroom getaway on Nobadeer beach

Chill beach 3-bedroom getaway on Nobadeer beach
Nantucket
10.0 out of 10, Exceptional, (1 review)
"We had a great stay here! It is so close to the beach! Hosts were very helpful and communicative! They do have a car available to rent, though we needed a bigger one to accommodate all of us. Plenty of towels and beach chairs, a nice touch! We will come back!"
United States
karen p.
The price is £1,057
includes taxes & fees
30 Aug - 31 Aug
Chill beach 3-bedroom getaway on Nobadeer beach
Dining

10. Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Stockbridge
10.0 out of 10, Exceptional, (146 reviews)
"It was a really nice house, very clean! Great location! Lots of living space for a large family. We really enjoyed our stay!"
United States
Deanna N.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Interior

11. Cozy 2BR Fort Hill Apartment | Near the T

Cozy 2BR Fort Hill Apartment | Near the T
Roxbury
9.2 out of 10, Wonderful, (45 reviews)
"It was was a really cute place, beds are very comfortable, and was easy to get around, and parking was not an issue. I would stay here again "
United States
Elissa R.
Cozy 2BR Fort Hill Apartment | Near the T
Interior

12. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (62 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is £152
includes taxes & fees
27 Aug - 28 Aug
Lovely 2nd Floor Apartment
On the beach, sun-loungers

13. Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
Bass River
9.8 out of 10, Exceptional, (153 reviews)
"What a perfect spot!"
United States
Maureen W.
Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
Interior

14. Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.6 out of 10, Exceptional, (23 reviews)
"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"
United States
Colin E.
The price is £218
includes taxes & fees
24 Sept - 25 Sept
Cozy Riverside Berkshires Retreat
Interior

15. The widow’s walk your very own spa experience

The widow’s walk your very own spa experience
Marblehead
9.4 out of 10, Exceptional, (21 reviews)
"Great! Lots of activities on property. House is beautiful! You can access the wrap around deck around the widows walk"
United States
Lucy Danielle R.
The price is £482
includes taxes & fees
1 Sept - 2 Sept
The widow’s walk your very own spa experience
TV, offices

16. Pristine bungalow with amazing walkable location - WiFi, firepit, dog-friendly

Pristine bungalow with amazing walkable location - WiFi, firepit, dog-friendly
West Yarmouth
8.0 out of 10, Very good, (2 reviews)
"The rental itself was nice and as described in the listing. The check in process was a total misery. The keypad lock on the front door did not work and the lockbox meant to house a mechanical key was completely empty. After a few hours of waiting around for someone to bring me a key, a "maintenance man" came with a key -- he was outrageously rude, impatient, unprofessional, and wildly inappropriately verbally aggressive. The lock never worked properly for the rest of the week and I had to leave...
United States
Ady B.
Pristine bungalow with amazing walkable location - WiFi, firepit, dog-friendly
Exterior

17. Cozy 4 bedroom cottage in town, with parking

Cozy 4 bedroom cottage in town, with parking
Nantucket Town
8.6 out of 10, Excellent, (30 reviews)
"Excellent value, lot of space, great location, seamless check-in, and clean property!"
United States
Mathew S.
Cozy 4 bedroom cottage in town, with parking
Exterior

18. Charming 5BR Retreat on 1 Acre , Quiet Cul-de-Sac + Garden & Deck

Charming 5BR Retreat on 1 Acre , Quiet Cul-de-Sac + Garden & Deck
West Barnstable
9.8 out of 10, Exceptional, (20 reviews)
"All around great stay, very clean, had everything we needed."
United States
Donald G.
Charming 5BR Retreat on 1 Acre , Quiet Cul-de-Sac + Garden & Deck
Private kitchen

19. The Foxboro Game Day House — 7 Min to Gillette

The Foxboro Game Day House — 7 Min to Gillette
Foxborough
10.0 out of 10, Exceptional, (4 reviews)
"We loved the place, it’s clean and great location for going to concerts or Patriots games"
United States
Mark A.
The price is £335
includes taxes & fees
7 Sept - 8 Sept
The Foxboro Game Day House — 7 Min to Gillette
Sun-loungers, beach towels

20. New listing 3-bedroom house with AC in Falmouth Heights, close to beach & parks.

New listing 3-bedroom house with AC in Falmouth Heights, close to beach & parks.
Falmouth Heights
10.0 out of 10, Exceptional, (3 reviews)
"The house was more beautiful than the pictures. We enjoyed every part of it! It was clean, spacious, comfortable, fully equipped, and perfectly located for an easy walk to the beach or short drive to main st. The owner Lynn was also very gracious, communicative, and a wonderful host. Book this property- you won’t regret it!"
United States
Andrea H.
New listing 3-bedroom house with AC in Falmouth Heights, close to beach & parks.
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Everything"
Charles 1-night trip
Posted 1 hour ago
Harborside Inn Of Boston

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 6216 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 £152 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
580
Accommodation
6216 Holiday Homes
Lowest Price
£152
Highest Price
£1,057

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