Book Holiday Homes in Eastern Massachusetts

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Featured Holiday Homes in Eastern Massachusetts

WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment

WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment

Salem
This vacation home is in the heart of Salem, within a 5-minute walk of Salem Witch Trials Memorial and Salem Witch Museum.
WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment
Peaceful 2Br House in Cambridge

Peaceful 2Br House in Cambridge

2 out of 5
Cambridge
With a stay at this vacation home in Cambridge (Neighborhood Nine), you'll be within a 5-minute drive of Harvard University and Harvard Square.
Peaceful 2Br House in Cambridge
Historic 1686 Home Near Downtown l 5BR Retreat

Historic 1686 Home Near Downtown l 5BR Retreat

2 out of 5
Beverly
The price is AU$1,026 per night from 1 Dec to 2 Dec
AU$1,026
includes taxes & fees
1 Dec - 2 Dec
With a stay at this vacation home, you'll be centrally located in Beverly, within a 5-minute drive of Salem Witch Museum and John Cabot House.
Historic 1686 Home Near Downtown l 5BR Retreat
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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$862 per night from 1 Dec to 2 Dec
AU$862
includes taxes & fees
1 Dec - 2 Dec
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
New 5B3B Single Family  with Central AC

New 5B3B Single Family with Central AC

Arlington
With a stay at this vacation home in Arlington, you'll be within a 10-minute drive of Harvard University and Harvard Square.
New 5B3B Single Family with Central AC
Spacious & Convenient 1BR unit-20min to Boston

Spacious & Convenient 1BR unit-20min to Boston

2 out of 5
Melrose
The price is AU$666 per night from 24 Nov to 25 Nov
AU$666
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Melrose, you'll be within a 15-minute drive of Encore Boston Harbor and TD Garden.
Spacious & Convenient 1BR unit-20min to Boston
Swedish Blue and Yellow house new 2021!  Just over a block to harbor and Main St

Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Nantucket
The price is AU$1,070 per night from 25 Nov to 26 Nov
AU$1,070
includes taxes & fees
25 Nov - 26 Nov
A stay at this vacation home places you in the heart of Nantucket, steps from The Artists' Association of Nantucket and Maria Mitchell Aquarium.
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Salem
When you stay at this vacation home in Salem, you'll be by the sea, within a 10-minute walk of Salem Witch Museum and Salem Custom House.
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Newly renovated house in Brandt Point, right near town and Children's Beach

Newly renovated house in Brandt Point, right near town and Children's Beach

Nantucket
A stay at this vacation home places you in the heart of Nantucket, steps from Children's Beach and 3 minutes by foot from White Heron Theatre.
Newly renovated house in Brandt Point, right near town and Children's Beach
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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
367 Holiday Homes
Lowest Price
AU$283
Highest Price
AU$1,070
Popular accommodation
WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment, Peaceful 2Br House in Cambridge, Historic 1686 Home Near Downtown l 5BR Retreat, LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches, New 5B3B Single Family with Central AC, Spacious & Convenient 1BR unit-20min to Boston, Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St, Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC , Newly renovated house in Brandt Point, right near town and Children's Beach

Top trending hotels in Eastern 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$296 per night from 22 Dec to 23 Dec
AU$296
includes taxes & fees
22 Dec - 23 Dec
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.
Seaport Hotel 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$289 per night from 8 Dec to 9 Dec
AU$289
includes taxes & fees
8 Dec - 9 Dec
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
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$333 per night from 25 Nov to 26 Nov
AU$333
includes taxes & fees
25 Nov - 26 Nov
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
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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$283 per night from 19 Dec to 20 Dec
AU$283
includes taxes & fees
19 Dec - 20 Dec
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
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.