Massachusetts Vacation Rentals

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Make Massachusetts your next getaway—choose from 295 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, condo rentals, studios, and more


House rentals

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Condo rentals

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Massachusetts vacation rentals for every getaway

Dog-friendly Hot tub Internet
Beach Happy 3D Tour
3 Bed | 2 Bath | Sleeps 6

Beach Happy - Harwich Port, MA

From $171
The Spray 3D Tour
2 Bed | 1 Bath | Sleeps 5

The Spray - Harwich Port, MA

From $111
Island Inn - 43G 3D Tour
2 Bed | 1.5 Bath | Sleeps 6

Island Inn - 43G - Oak Bluffs, MA

From $185
Olde New House 3D Tour
1 Bed | 1 Bath | Sleeps 3

Olde New House - Rockport, MA

From $99
Harbour-Side Loft 2 3D Tour
0 Bed | 1 Bath | Sleeps 2

Harbour-Side Loft 2 - Provincetown, MA

From $136

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Recent Massachusetts vacation rental reviews

Fantastic home and great location
Greg F. | Jul 2021
We loved this location in Orleans! A cozy home with lots of beds and space for a family vacation. We had fun at the beach nearby and fun playing all of the basement games on our one rainy day. I highly recommend this property.
Stacey E. | Jul 2021
The beach house was well decorated and had all of the amenities we needed. Our stay was very pleasant!
Fiona H. | Jul 2021

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!

Discover Massachusetts

Pet-Friendly East Coast Vacations Your Dog Will Love