Book Holiday Homes in Massachusetts

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Featured Holiday Homes in Massachusetts

Beautiful, Cozy Ultra Convenient Salem Home

Beautiful, Cozy Ultra Convenient Salem Home

Salem
The price is NZ$638 per night from 16 May to 17 May
NZ$638
per night
16 May - 17 May
Stay at this vacation home in Salem. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Witch House and Salem Witch Museum are located ...
Beautiful, Cozy Ultra Convenient Salem Home
Lovely Hyannis Cottage, Walk to Beach & Main St!

Lovely Hyannis Cottage, Walk to Beach & Main St!

Barnstable
Stay at this vacation home in Hyannis. Enjoy patios, in-room fireplaces, and air conditioning. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are ...
Lovely Hyannis Cottage, Walk to Beach & Main St!
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis
The price is NZ$456 per night from 13 May to 14 May
NZ$456
per night
13 May - 14 May
Stay at this vacation home in Dennis Port. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Our guests praise the clean rooms in our reviews. Popular ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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Oceanfront hotel suite at beachfront Sandbars Inn with balcony, AC & firepit

Oceanfront hotel suite at beachfront Sandbars Inn with balcony, AC & firepit

North Truro
Book a stay at this beach vacation home in North Truro. Enjoy a beach locale, balconies, and cable/satellite TV service. Our guests praise the clean rooms in ...
Oceanfront hotel suite at beachfront Sandbars Inn with balcony, AC & firepit
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
Stay at this vacation home in Nantucket. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Children's Beach and White Heron Theatre are ...
Newly renovated house in Brandt Point, right near town and Children's Beach
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach

Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach

East Sandwich
Stay at this vacation home in East Sandwich. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Cape Codder Water Park and Scorton Neck ...
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath

Billerica
The price is NZ$1,244 per night from 17 May to 18 May
NZ$1,244
per night
17 May - 18 May
Stay at this vacation home in Billerica. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Burlington Mall and Nutting Lake Conservation ...
Lake Access 4 Bed 3 Full Bath
Adorable waterfront home w/ boat access & a three-season sunroom

Adorable waterfront home w/ boat access & a three-season sunroom

East Falmouth
Book a stay at this beach vacation home in East Falmouth. Enjoy a beach locale, a water park, and a garden. Popular attractions Waquoit Bay National Estuarine ...
Adorable waterfront home w/ boat access & a three-season sunroom
Cozy apartment located in quiet Williamsburg

Cozy apartment located in quiet Williamsburg

Williamsburg
The price is NZ$423 per night from 13 May to 14 May
NZ$423
per night
13 May - 14 May
Stay at this vacation home in Williamsburg. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the clean rooms in our reviews. Popular attractions ...
Cozy apartment located in quiet Williamsburg
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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
4485 Holiday Homes
Lowest Price
NZ$227
Highest Price
NZ$1,244
Popular accommodation
Beautiful, Cozy Ultra Convenient Salem Home, Lovely Hyannis Cottage, Walk to Beach & Main St!, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Oceanfront hotel suite at beachfront Sandbars Inn with balcony, AC & firepit, Newly renovated house in Brandt Point, right near town and Children's Beach, Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach, Lake Access 4 Bed 3 Full Bath, Adorable waterfront home w/ boat access & a three-season sunroom, Cozy apartment located in quiet Williamsburg

Top trending hotels in Massachusetts

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$381 per night from 9 Jun to 10 Jun
NZ$381
per night
9 Jun - 10 Jun
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Omni Boston Hotel at the Seaport
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street, Newton, MA
The price is NZ$227 per night from 27 May to 28 May
NZ$227
per night
27 May - 28 May
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Four Points by Sheraton Boston Newton
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 NZ$369 per night from 27 May to 28 May
NZ$369
per night
27 May - 28 May
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in ...
The Dagny Boston
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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 NZ$346 per night from 27 May to 28 May
NZ$346
per night
27 May - 28 May
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
Hilton Boston Park Plaza
Don't see what you're looking for?
See all available properties in Massachusetts
View all properties
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.

More ways to explore Massachusetts

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