Massachusetts Vacation Rentals

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Make Massachusetts your next getaway—choose from 578 great vacation rentals

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, studios, condo rentals, and more

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House rentals

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Studios

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Condo rentals

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Massachusetts vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Good Harbor Haven
2 Bedroom | 1 Bath | Sleeps 6

Good Harbor Haven - Gloucester, MA

From $138
Bridge View 3D Tour
6 Bedroom | 3 Bath | Sleeps 16

Bridge View - Bourne, MA

From $177
The Lemonade Stand 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

The Lemonade Stand - West Tisbury, MA

From $233
Jenkins Ponderosa 3D Tour
1 Bedroom | 1 Bath | Sleeps 2

Jenkins Ponderosa - East Falmouth, MA

From $150
Ships Ahoy 3D Tour
0 Bedroom | 1 Bath | Sleeps 4 (3 Adults Max)

Ships Ahoy - Truro, MA

From $123

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Recent Massachusetts vacation rental reviews

Everything!!!
deborah p. | May 2022
Xiaoting Y. | May 2022
The entire house...Great location, great view of the water and perfect for a Cape Cod "get away"...
Timothy M. | May 2022

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