Massachusetts Vacation Rentals

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Make Massachusetts your next getaway—choose from 285 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

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House rentals

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Condo rentals

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Studios

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Massachusetts vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Hygge Haven 3D Tour
0 Bed | 1 Bath | Sleeps 3

Hygge Haven - Provincetown, MA

From $117
Lopes Paradise 3D Tour
2 Bed | 2 Bath | Sleeps 6

Lopes Paradise - Nantucket, MA

From $220
Sconset shACK 3D Tour
2 Bed | 1 Bath | Sleeps 6

Sconset shACK - Nantucket, MA

From $185
Beachside Retreat 3D Tour
1 Bed | 1 Bath | Sleeps 2

Beachside Retreat - Provincetown, MA

From $170
The Rose Cottage 3D Tour
2 Bed | 1 Bath | Sleeps 5

The Rose Cottage - Nantucket, MA

From $146

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Recent Massachusetts vacation rental reviews

Enjoyed our stay and loved the location! Really appreciate being able to bring along our beloved pet too!! Just beware there were many steps at the building we stayed in. Difficult for elderly getting around.
Kristi S. | Jun 2021
truly a great place to stay, wicked clean, very nice and helpful staff. great amenities with a pool corn hole tennis, fire pits and more! convenient to the boat terminal and bus stop
Hilary F. | Jun 2021
Then entrance was nice you could see everything other than the bathroom which was inside the kitchen (didn't like that), the beds were comfortable, had to keep the a/c on otherwise we would smell mildew and that wasn't good. the overall stay was okay. the restaurant was very pricey and the food was not that great.
Rachquel H. | Jun 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!

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Pet-Friendly East Coast Vacations Your Dog Will Love