Massachusetts Vacation Rentals

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Make Massachusetts your next getaway—choose from 652 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


House rentals

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View 55 Studios

Condo rentals

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Massachusetts vacation rentals for every getaway

Dog-friendly Hot tub Internet
Naushon Nest
3 Bed | 1 Bath | Sleeps 6

Naushon Nest - Mashpee, MA

$453 avg / night
The Rose Cottage
2 Bed | 1 Bath | Sleeps 5

The Rose Cottage - Nantucket, MA

$504 avg / night
Island Escape
5 Bed | 3 Bath | Sleeps 10

Island Escape - Nantucket, MA

$590 avg / night
Charmer on Main
0 Bed | 1 Bath | Sleeps 2

Charmer on Main - West Dennis, MA

$225 avg / night
Island Inn - 25F
0 Bed | 1 Bath | Sleeps 4

Island Inn - 25F - Oak Bluffs, MA

$343 avg / night

View 647 more homes

Recent Massachusetts vacation rental reviews

We enjoyed staying here! Equipped with everything we needed to cook an awesome dinner of fresh lobster! Loved sitting at the kitchen island,and the wonderful back yard.
Barbara H. | Sep 2022
This house was extremely well-appointed. It is tucked away on a quiet little street but is deceptively close to Osterville, Centerville, the beach, etc. The back deck and yard are expansive and absolutely beautiful. We loved our stay and hope to be back very soon!
Kath H. | Sep 2022
I spent three nights with a friend on the first floor of Bradford Beauty. From the street you can't tell how spacious the apartment is. The owner has decorated the unit beautifully with comfortable furniture and great art, including some local Ptown art. The location was ideal: quiet but also close to restaurants and shops and art galleries when we wanted to wander in town. We had coffee on the front porch each morning, a porch that gets lovely sun all day when the weather is nice. There is also a nice back patio with chairs, decorative hanging lights, and a fire pit that I wish we had time to use, but didn't. Other than breakfast, we splurged and ate out the whole time, but I'm a cook and was very aware that the large kitchen is well stocked with everything you need to save money and cook in. (There's even a large separate dining room, which is unheard of in most of the places I've rented in the area.) The beds were comfortable and the shower was divine. For me, those are all the things that make a vacation perfect, and this one was. I will definitely be back!
Anne S. | Sep 2022
Massachusetts Frequently Asked Questions

Yes, 178 of our Massachusetts homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 646 of our Massachusetts vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Massachusetts vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Massachusetts team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Massachusetts, log in to Trip Manager to see options available for your specific trip.

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