Book Holiday Homes in Massachusetts

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Featured Holiday Homes in 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$1,106 per night from 2 Jan to 3 Jan
AU$1,106
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
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

Newburyport
The price is AU$746 per night from 26 Dec to 27 Dec
AU$746
includes taxes & fees
26 Dec - 27 Dec
Located in Newburyport, this vacation home is by the sea, a 5-minute drive from Newbury Beach and 6 minutes from Plum Island Beach.
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi
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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
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
Cozy 4 bedroom cottage in town, with parking

Cozy 4 bedroom cottage in town, with parking

2 out of 5
Nantucket
With a stay at this vacation home in Nantucket (Nantucket Town), you'll be within a 10-minute walk of Old Mill and Nantucket Lightship Basket Museum.
Cozy 4 bedroom cottage in town, with parking
Pet Friendly,Quiet family neighborhood with  private fenced in yard with hot tub

Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub

south yarmouth
When you stay at this vacation home in South Yarmouth, you'll be by the sea, within a 5-minute drive of Bass River Sports World and Edward Gorey House.
Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub
Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.

Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.

Barnstable
With a stay at this vacation home in Marstons Mills, you'll be within a 10-minute drive of Hamblini Pond Beach and Santuit Pond.
Private suite upstairs: bedroom, office, TV room, bathroom & a large deck.
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!
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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
4818 Holiday Homes
Lowest Price
AU$258
Highest Price
AU$1,106
Popular accommodation
Gorgeous Beacon Hills Studio next to State house, LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches, Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi, The widow’s walk your very own spa experience, OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths, Cozy 4 bedroom cottage in town, with parking , Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub, Private suite upstairs: bedroom, office, TV room, bathroom & a large deck., Charming Scituate Home w/ Deck - Walk to Beaches!

Top trending hotels in 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$345 per night from 26 Dec to 27 Dec
AU$345
includes taxes & fees
26 Dec - 27 Dec
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$299 per night from 24 Jan to 25 Jan
AU$299
includes taxes & fees
24 Jan - 25 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$258 per night from 6 Jan to 7 Jan
AU$258
includes taxes & fees
6 Jan - 7 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$363 per night from 6 Jan to 7 Jan
AU$363
includes taxes & fees
6 Jan - 7 Jan 2025
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 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.