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
Cottage by the Bay 3D Tour
1 Bed | 1 Bath | Sleeps 4

Cottage by the Bay - Pocasset, MA

From $115
Wellfleet Woods 3D Tour
3 Bed | 2 Bath | Sleeps 8 (6 Adults Max)

Wellfleet Woods - Wellfleet, MA

From $281
Home off Main 3D Tour
3 Bed | 2 Bath | Sleeps 5

Home off Main - Tisbury, MA

From $261
Island Inn - 2A 3D Tour
2 Bed | 1 Bath | Sleeps 6

Island Inn - 2A - Oak Bluffs, MA

From $157
Breezy Marie 3D Tour
2 Bed | 1 Bath | Sleeps 4

Breezy Marie - Plymouth, MA

From $112

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Recent Massachusetts vacation rental reviews

We love this property! The location is perfect and the house itself is great. It's equipped with everything you need for a relaxing get away
Regina B. | Jul 2021
Location of this home is incredible. In the woods, near the National Seashore with trails leading to kettle ponds, and Newcombe Hollow Beach. The house is well appointed with lots of open spaces for hanging out. Two of the three bedrooms are great, but the third is very small. When we arrived the water to the outdoor shower was turned off, and we never got a response from our emails and phone calls asking that it be turned on
Joseph W. | Jul 2021
Great location to all our favorite things to do on the Cape. Home was in a quiet location and very well maintained.
Keith M. | 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