Book Holiday Homes in Eastern Massachusetts

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Featured Holiday Homes in Eastern Massachusetts

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house

Boston
The price is AU$366 per night from 7 Jan to 8 Jan
AU$366
includes taxes & fees
7 Jan - 8 Jan 2025
Located in Boston (Beacon Hill), this vacation home is within a 15-minute walk of Boston Common and TD Garden.
Gorgeous Beacon Hills Studio next to State house
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$1,104 per night from 2 Jan to 3 Jan
AU$1,104
includes taxes & fees
2 Jan - 3 Jan 2025
A stay at this vacation home places you in the heart of Nantucket, steps from Greater Light Garden and Fire Hose Cart House.
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
The widow’s walk your very own spa experience

The widow’s walk your very own spa experience

Marblehead
Located in Marblehead, this vacation home is on the waterfront, within a 5-minute drive of Marblehead Museum & Historical Society and Massachusetts Bay.
The widow’s walk your very own spa experience
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OLD TOWN CHARM.  
Sleeps 4- 2 bedrooms - 2.5 baths

OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

Marblehead
Located in Marblehead, this vacation home is by the sea, a 3-minute walk from Marblehead Museum & Historical Society and within a 5-minute drive of Fort ...
OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths
Charming Scituate Home w/ Deck - Walk to Beaches!

Charming Scituate Home w/ Deck - Walk to Beaches!

Scituate
When you stay at this vacation home in Scituate, you'll be near the beach, within a 15-minute walk of Sand Hills Beach and Museum Beach.
Charming Scituate Home w/ Deck - Walk to Beaches!
Stunning 2 bed apt in Revere 15 mins to Boston

Stunning 2 bed apt in Revere 15 mins to Boston

Revere
With a stay at this vacation home in Revere, you'll be within a 10-minute drive of TD Garden and Encore Boston Harbor.
Stunning 2 bed apt in Revere 15 mins to Boston
Beautiful Priscilla Beach Few Min.Walk to Beach!

Beautiful Priscilla Beach Few Min.Walk to Beach!

Plymouth
With a stay at this vacation home, you'll be centrally located in Plymouth, just a 4-minute walk from Priscilla Beach Theatre and 6 minutes by foot from White ...
Beautiful Priscilla Beach Few Min.Walk to Beach!
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

Gloucester,
With a stay at this vacation home in Gloucester, you'll be on the waterfront, just a 2-minute walk from Rocky Neck Art Colony and 5 minutes by foot from Bryan ...
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
WALK THROUGH THE MOORS BY LONG POND TO DIONIS BEACH | bikes & beach gear incl!

WALK THROUGH THE MOORS BY LONG POND TO DIONIS BEACH | bikes & beach gear incl!

Nantucket
Located in Nantucket (Eel Point), this vacation home is within a 5-minute drive of Madaket Beach and Founder's Cemetery.
WALK THROUGH THE MOORS BY LONG POND TO DIONIS BEACH | bikes & beach gear incl!
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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.

Eastern 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 Eastern Massachusetts vacation homes are the perfect way for you to wing it.

Holiday houses in Eastern 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 Eastern 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 Eastern Massachusetts adventures, obvs.

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

Eastern Massachusetts Holiday Homes essential information

Accommodation
360 Holiday Homes
Lowest Price
AU$257
Highest Price
AU$1,104
Popular accommodation
Gorgeous Beacon Hills Studio next to State house, LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches, The widow’s walk your very own spa experience, OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths, Charming Scituate Home w/ Deck - Walk to Beaches!, Stunning 2 bed apt in Revere 15 mins to Boston, Beautiful Priscilla Beach Few Min.Walk to Beach!, "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester, WALK THROUGH THE MOORS BY LONG POND TO DIONIS BEACH | bikes & beach gear incl!

Top trending hotels in Eastern Massachusetts

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$338 per night from 5 Jan to 6 Jan
AU$338
includes taxes & fees
5 Jan - 6 Jan 2025
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 ...
Omni Boston Hotel at the Seaport
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$330 per night from 23 Jan to 24 Jan
AU$330
includes taxes & fees
23 Jan - 24 Jan 2025
With a stay at The Dagny Boston, you'll be centrally located in Boston, within a 10-minute walk of New England Aquarium and Faneuil Hall Marketplace.
The Dagny Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$257 per night from 1 Jan to 2 Jan
AU$257
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at Hilton Boston Park Plaza, you'll be centrally located in Boston, steps from Boston Public Garden and within a 5-minute walk of Newbury ...
Hilton Boston Park Plaza
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Omni Parker House

Omni Parker House

4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$371 per night from 27 Dec to 28 Dec
AU$371
includes taxes & fees
27 Dec - 28 Dec
Omni Parker House is centrally located in Boston, a 3-minute walk from Boston City Hall and 7 minutes by foot from Quincy Market.
Omni Parker House
Don't see what you're looking for?
See all available properties in Eastern Massachusetts
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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.