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
Romantic Retreat 3D Tour
0 Bed | 1 Bath | Sleeps 4

Romantic Retreat - Gloucester, MA

From $152
Plum Cove Beach House 3D Tour
2 Bed | 2 Bath | Sleeps 6

Plum Cove Beach House - Gloucester, MA

From $173
The Spray 3D Tour
2 Bed | 1 Bath | Sleeps 5

The Spray - Harwich Port, MA

From $116
A Chatham Pearl on Oyster River 3D Tour
3 Bed | 2 Bath | Sleeps 6

A Chatham Pearl on Oyster River - Chatham, MA

From $232
Weeks Pond Charmer 3D Tour
2 Bed | 2 Bath | Sleeps 6

Weeks Pond Charmer - Forestdale, MA

From $132

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Recent Massachusetts vacation rental reviews

Neal J M. | Oct 2021
Happy to find a pet friendly rental for our 15 lb pooch. As noted it is on the second floor but it really wasn’t a problem for us to take him out for walks and bathroom trips. The apartment was clean and no evidence of previous dog hair or odors. It served our 2 day visit well and the kitchen was well equipped for making meals. It’s about a 1.7 mile walk from the ferry so we were glad we had backpacks for our clothing instead of suitcases. There is a bike rental store right around the corner so that was convenient! We rented e-bikes to tour the island leisurely!
Nancy C. | Oct 2021
The location of this home is fantastic - the views from the deck are beautiful, and being right on the beach is extremely convenient. We had a great time staying here and would come back again!
Jillian P. | Oct 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