Massachusetts Vacation Rentals

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Make Massachusetts your next getaway

From its founding in 1788 to its position today as a science mecca, Massachusetts delights visitors wanting to explore our nation's history, and offers great spots to dine and enjoy the outdoors. With a coast spanning nearly 200 miles, encompassing grassy heaths and rugged slopes, to inland lakes, streams, meadows, and mountains, Massachusetts boasts myriad places to escape from the every day. So, enjoy your time in this lush and vibrant state - home of John F. Kennedy, Nathaniel Hawthorne and Dr. Seuss - at one of our picturesque Massachusetts vacation rentals.

Explore Massachusetts house rentals, condo rentals, studios, and more

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House rentals

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Condo rentals

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Studios

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Massachusetts vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Immaculate Beach Condo
1 Bed | 2 Bath | Sleeps 4

Immaculate Beach Condo - Dennis Port, MA

$272 avg / night
Lucky Number Seven
2 Bed | 1 Bath | Sleeps 6

Lucky Number Seven - Chatham, MA

$380 avg / night
Haskell Street Hideaway
3 Bed | 1.5 Bath | Sleeps 7 (6 Adults Max)

Haskell Street Hideaway - Gloucester, MA

$281 avg / night
Beaches n' Sunsets
3 Bed | 2 Bath | Sleeps 8

Beaches n' Sunsets - Eastham, MA

$885 avg / night
The Lemonade Stand
1 Bed | 1 Bath | Sleeps 4

The Lemonade Stand - West Tisbury, MA

$424 avg / night

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Recent Massachusetts vacation rental reviews

This house not only has a gorgeous view of the water, but is very comfortable and spacious. It has everything you could need and comfortable beds. Even in the cold, I couldn’t resist taking in the sights and sounds of the ocean outside. You can see it from pretty every room inside too. Definitely recommend this house!
Jon W. | Feb 2024
Proximity to Commercial Street and Race Point, dog park down the street was great. Beautiful home, clean and well stocked with everything you need.
Ben S. | Feb 2024
Great place to stay - thank you!
Meredith H. | Feb 2024
Massachusetts Frequently Asked Questions

Yes, 189 of our Massachusetts homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 698 of our Massachusetts vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Massachusetts vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Massachusetts team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Massachusetts, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Visiting Boston, Massachusetts

Boston is the largest city in the state, but still retains much of its historic flavor. Tour the Freedom Trail, a historic 2.5-mile journey commemorating the brave men who fought in the American Revolution. Relive John F. Kennedy's heyday at the John F. Kennedy Memorial Library, or head to Beacon Hill and admire the many well-preserved buildings and monuments to our country's founding. Or enjoy a baseball game at historic Fenway Park, one of the last remaining vintage ballparks in the nation. A stay in one of our Boston vacation rentals gives you a comfortable place to call home while you explore the city - which is important, as you'll need more than a week to see all the sites!

Find a small-town getaway in Massachusetts

Looking to avoid the big city? Explore picturesque Cape Cod, with its myriad beach towns, from gay-friendly Provincetown to Nantucket. Martha's Vineyard lures thousands of tourists each year, thanks to its quaint atmosphere, lovely vacation rentals, and gorgeous beaches. North Adams plays host to Mass MoCA every summer, and the Norman Rockwell Museum in Stockbridge delights lovers of Americana. Find inspiration at Walden Pond State Reservation in Concord, home to Henry David Thoreau for nearly two years. Head to historic Quincy, birthplace of two presidents, and stroll through the Adams National Historic Park. 

History and the outdoors collide in verdant Massachusetts. It's New England at its finest, so definitely plan a stay at one of our Massachusetts vacation rentals!

Massachusetts travel inspiration

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Travel Guide: Things to do in Cape Cod, MA

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