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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Popular amenities for Massachusetts vacation rentals

Popular
Dog-friendly Hot tub Internet
A Little Piece of History
3 Bedroom | 3 Bath | Sleeps 6

A Little Piece of History - Boston, MA

$270 avg / night
4.62 (32)
Urban Oasis in Newton
3 Bedroom | 3 Bath | Sleeps 8

Urban Oasis in Newton - Newton, MA

$345 avg / night
Navy Door Lake Escape
3 Bedroom | 3 Bath | Sleeps 11

Navy Door Lake Escape - Plymouth, MA

$464 avg / night
4.83 (35)
Beaches n' Sunsets
3 Bedroom | 2 Bath | Sleeps 8

Beaches n' Sunsets - Eastham, MA

$761 avg / night
4.24 (62)
Sea House
1 Bedroom | 1 Bath | Sleeps 4

Sea House - Chatham, MA

$221 avg / night
4.74 (31)

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Recent Massachusetts guest reviews

Super clean, efficient unit, comfortable bed, attractively decorated. Since it's winter we didn't use the outdoor areas but they look great, and the off-street parking is clutch. But you really can't beat the location! Quick walk to all the action. Would definitely stay again.
Nancy L. | Feb 2025
Beautiful layout. Room for groups to hang and smaller spaces for quiet.
Suzanne R. | Feb 2025
We can't praise this home enough for it's location, amenities, and inviting warmth that will surely make your stay in Cape Cod a special one. While the website offered photos and information that certainly drew us to this property, the experience of staying there was a revelation. If you're looking for a vacation spot where you can bring your family to relax and enjoy the unique beauty of the Cape Cod seashore, this is a perfect place. Large enough to accommodate extended family, yet cozy enough to offer a romantic retreat for a couple, we highly recommend this "Field of Dreams" home to everyone. Conveniently located to the beach, the town of Truro and Provincetown, you can take scenic walks in the gorgeous landscape where painter Edward Hopper found his inspiration. The owners have shown exceptional care in their choice of furnishings, artwork, and amenities, which makes this property a real find. Highly recommended.
David P. | Feb 2025
Massachusetts vacation rental FAQ

Yes, 168 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. 614 of our Massachusetts vacation rentals have internet access, so you can stay connected throughout your trip.

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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.

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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

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Travel Guide: Things to do in Cape Cod, MA

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