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.

Top Massachusetts property types

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House rentals

View 371 House rentals
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Condo rentals

View 54 Condo rentals
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Studios

View 35 Studios

Popular amenities for Massachusetts vacation rentals

Popular
Dog-friendly Hot tub Internet
The Lodge
0 Bedroom | 1 Bath | Sleeps 2

The Lodge - Provincetown, MA

$387 avg / night
(excludes fees and taxes)
4.8 (5)
Longview House
4 Bedroom | 2.5 Bath | Sleeps 9

Longview House - Gloucester, MA

$335 avg / night
(excludes fees and taxes)
4.38 (8)
Immaculate Beach Condo
1 Bedroom | 2 Bath | Sleeps 4

Immaculate Beach Condo - Dennis Port, MA

$161 avg / night
(excludes fees and taxes)
4.46 (59)
Vintage Rockport Escape
3 Bedroom | 2 Bath | Sleeps 6

Vintage Rockport Escape - Rockport, MA

$235 avg / night
(excludes fees and taxes)
4.48 (128)
Paradise On Cape Cod
4 Bedroom | 3.5 Bath | Sleeps 8

Paradise On Cape Cod - Orleans, MA

$257 avg / night
(excludes fees and taxes)
4.56 (27)

View 508 more homes

Recent Massachusetts guest reviews

Not far from Downtown and the harbor.. super clean and functional spot. Great for a short weekend getaway!
robert s. | Mar 2026
This was a terrific house for a family get together. A good amount of personal space and gathering spaces. The furnishings are comfortable and stylish. The house was very clean. The location is great- walking distance to town and a beach. Would highly recommend.
Patricia K. | Mar 2026
If you’re lucky enough to stay at Groggy Anchor, you’re lucky enough. I’ve waited to write this review because I left my visit, quite literally stunned by the mix of comfort and exquisitely tailored elegance of this historic home at a place on the globe that’s hard to convey how perfectly perfect it is; literally, stunning. A view of the ocean from the dining room table, public access beach is straight ahead, you’re on vibrant Commercial Street but around the bend a little away from the rush and more accessible to Pilgrim’s First Landing park, a great way to enjoy the sunset. The experience of staying in this warm treasure box of a home is as fine and exclusive as any luxury stay anywhere. We were there on Valentine’s Day weekend so lucky to spend extra time inside just enjoying the gift of the experience. Colin and Steve were gracious, delightful, beyond attentive. When I left my iPad there, it was beautifully packaged and priority mailed to me promptly without question of expense first. First rate all the way around. If I could them 6 stars I would.
Courtney H. | Mar 2026
Massachusetts vacation rental FAQ

Yes, 140 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. 513 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Massachusetts, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
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Seamless check-in
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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

The ultimate guide to a dog-friendly East Coast vacation

Travel Guide: Things to do in Cape Cod, MA

The Best Places to See Fall Foliage in New England