Book Holiday Homes in Massachusetts

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Featured Holiday Homes in Massachusetts

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Chelsea
With a stay at this vacation home in Chelsea, you'll be within a 10-minute drive of TD Garden and Encore Boston Harbor.
Opens in a new windowCasa Castor • Private Room 1
Leslie's Retreat: Spacious home ideally located to everything

Leslie's Retreat: Spacious home ideally located to everything

Salem
With a stay at this vacation home, you'll be centrally located in Salem, within a 5-minute drive of Salem Witch Museum and Witch House.
Opens in a new windowLeslie's Retreat: Spacious home ideally located to everything
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Salem
This vacation home is in the heart of Salem, within a 5-minute walk of Salem Witch Trials Memorial and Salem Witch Museum.
Opens in a new windowPrime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
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LUXURIOUS New Cottage!  5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Nantucket
The price is AU$1,179 per night from 12 Oct to 13 Oct
AU$1,179
12 Oct - 13 Oct
includes taxes & fees
A stay at this vacation home places you in the heart of Nantucket, steps from Greater Light Garden and Fire Hose Cart House.
Opens in a new windowLUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Boston
A stay at this vacation home places you in the heart of Boston, within a 15-minute walk of Fenway Park and Boston University.
Opens in a new windowHistoric Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ

Lincoln
With a stay at this vacation home in Lincoln, you'll be a 5-minute walk from Minute Man National Historical Park and within a 5-minute drive of The Wayside.
Opens in a new windowCozy Pet-Friendly 4BR | Fireplace, Patio and BBQ
Maushop -  6 Hammock Pond Rd

Maushop - 6 Hammock Pond Rd

Mashpee
When you stay at this vacation home in Mashpee, you'll be near the beach and 13 minutes by foot from South Cape Beach.
Opens in a new windowMaushop - 6 Hammock Pond Rd
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

Mashpee
With a stay at this vacation home in Mashpee (Popponesset), you'll be a 2-minute drive from Popponesset Beach and 5 minutes from Cape Cod Children's Museum.
Opens in a new windowPopponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Barnstable
With a stay at this vacation home in Hyannis, you'll be within a 5-minute drive of Hyannis Harbor and Cape Cod Beaches.
Opens in a new windowBrand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Massachusetts Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Massachusetts vacation homes are the perfect way for you to wing it.

Holiday houses in Massachusetts let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Massachusetts in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Massachusetts adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Massachusetts with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Massachusetts vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Massachusetts Holiday Homes essential information

Accommodation
6639 Holiday Homes
Lowest Price
AU$334
Highest Price
AU$1,179
Popular accommodation
Casa Castor • Private Room 1, Leslie's Retreat: Spacious home ideally located to everything, Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!, LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches, Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston, Cozy Pet-Friendly 4BR | Fireplace, Patio and BBQ, Maushop - 6 Hammock Pond Rd, Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C, Brand New 5BR - Pool, Hot Tub, A/C – Walk to Beach, Main St. & Ferry - Sleeps 12

Top trending hotels in Massachusetts

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$407 per night from 21 Sept to 22 Sept
AU$407
21 Sept - 22 Sept
includes taxes & fees
Located in Boston (Seaport District), Seaport Hotel Boston is a 3-minute walk from Liberty Wharf and 8 minutes by foot from Institute of Contemporary Art.
Opens in a new windowSeaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$484 per night from 21 Sept to 22 Sept
AU$484
21 Sept - 22 Sept
includes taxes & fees
With a stay at Omni Boston Hotel at the Seaport, you'll be centrally located in Boston, a 9-minute walk from Harpoon Brewery and 11 minutes by foot from Seaport ...
Opens in a new windowOmni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$334 per night from 21 Sept to 22 Sept
AU$334
21 Sept - 22 Sept
includes taxes & fees
With a stay at citizenM Boston North Station, you'll be centrally located in Boston, steps from TD Garden and 13 minutes by foot from Faneuil Hall ...
Opens in a new windowcitizenM Boston North Station
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The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
Located in Boston (South End), The Revolution Hotel is within a 10-minute walk of Copley Place and Newbury Street.
Opens in a new windowThe Revolution Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.