Massachusetts Vacation Rentals

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Make Massachusetts your next getaway

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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Popular amenities for Massachusetts vacation rentals

Popular
Dog-friendly Hot tub Internet
A Slice of Heaven
0 Bedroom | 1 Bath | Sleeps 2

A Slice of Heaven - Yarmouth, MA

$291 avg / night
(excludes fees and taxes)
4.67 (3)
Sandbars Inn #2
0 Bedroom | 1 Bath | Sleeps 4

Sandbars Inn #2 - North Truro, MA

$334 avg / night
(excludes fees and taxes)
4.46 (46)
Sandbars Inn #9 - 2nd floor
0 Bedroom | 1 Bath | Sleeps 4

Sandbars Inn #9 - 2nd floor - North Truro, MA

$339 avg / night
(excludes fees and taxes)
4.62 (32)
Sandbars Inn #3
0 Bedroom | 1 Bath | Sleeps 2

Sandbars Inn #3 - North Truro, MA

$300 avg / night
(excludes fees and taxes)
4.45 (44)
Sandbars Inn #6
0 Bedroom | 1 Bath | Sleeps 4

Sandbars Inn #6 - North Truro, MA

$305 avg / night
(excludes fees and taxes)
4.48 (50)

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Browse more vacation rental amenities in Massachusetts

Pool | Electric vehicle charger | Lake view | Lakefront | Ocean view | Oceanfront | Riverfront | Sound view | Soundfront | Water view

Recent Massachusetts guest reviews

This house has great views of Cape Cod Bay with beautiful sunrises. Since the beaches are private it is not possible to walk along the beach. The private beach in front is rocky and difficult to get down to, especially for a senior. There are beautiful beaches very nearby that we drove to. The actual drive into the house is a bit of an adventure but easily passable in April when we visited. Despite the unexpected beach issues we enjoyed our stay very much.
Allan D. | May 2025
Our stay was absolutely perfect, close to everything and the room was very clean and had everything we needed. It had everything I needed to cook and eat a meal right down to a bottle of dish soap. The sliding glass door opened up with a great view of a private beach and just on the other side the coast. The beds were clean, comfortable, and pillows were like sleeping on a cloud. The bathroom was clean and well stocked with towels. Really the only thing I can say and it’s not even completely a negative is that the shower has phenomenal pressure. With that being said, you can’t take too long of a shower because it starts to hurt. But overall my stay there was absolutely perfect… I definitely plan to do it again and would highly recommend that space to anybody interested in a nice quiet retreat right on the beach
Michele W. | May 2025
Pros: The location itself was cute and convenient to downtown and very walkable. It is super roomy and clean and plenty of space. It was decorated very tastefully with simple little pieces that didn't clutter it. The bed was comfortable and shower was very roomy. CONS: There were cons to the property including difficult to get in with a random string of numbers for the lock. It would have been nice to have it as my number so I didn't have to rummage through my bag every time I got home. Customer service was not helpful on local recommendations and had no insider knowledge of the area. We went in the offseason and would have loved some cute recommendations but was told they weren't from the area and didn't know. It is located above the ice cream shop which is nice but was still closed for the season when we went. The shop was doing some maintenance late in the evening. Finally check out is super early. I was given an opportunity to purchase it a week before my stay and blew it off. The morning of when I was dissembling my bike and needing some extra time was told that was a one time deal. I proceeded to pull of my belonging out of the room into the parking lot to pack. I did not see any cleaning staff or manager enter while I was there packing up till I left in the afternoon. A sour way to end my trip. The place is great but the property manager was lacking.
Brianna B. | May 2025
Massachusetts vacation rental FAQ

Yes, 162 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. 591 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Massachusetts, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service
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Seamless check-in
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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

The ultimate guide to a dog-friendly East Coast vacation

Travel Guide: Things to do in Cape Cod, MA

The Best Places to See Fall Foliage in New England

Nearby destinations

Appalachian Mountains   |   New England   |   Cape Cod   |   Martha's Vineyard   |   North Shore Massachusetts   |   Sandbars Inn - Cape Cod   |   Plum Island
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