Book Holiday Homes in Massachusetts

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Featured Holiday Homes in Massachusetts

3 Mi to Beach: Historic Farmhouse on Cape Cod!

3 Mi to Beach: Historic Farmhouse on Cape Cod!

South Dennis
Stay at this vacation home in South Dennis. Enjoy a garden, laundry facilities, and patios. Popular attractions Cape Cod Inflatable Park and Mayflower Beach ...
3 Mi to Beach: Historic Farmhouse on Cape Cod!
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

Gloucester
Stay at this vacation home in Gloucester. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Good Harbor Beach and Wingaersheek Beach ...
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

Newbury
Stay at this vacation home in Newbury. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Seabrook Beach and Newbury Beach are located ...
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
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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
The price is NZ$753 per night from 12 Aug to 13 Aug
NZ$753
12 Aug - 13 Aug
includes taxes & fees
Stay at this vacation home in Salem. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Salem Witch Museum and Salem Custom House are located ...
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

marblehead
The price is NZ$1,403 per night from 11 Aug to 12 Aug
NZ$1,403
11 Aug - 12 Aug
includes taxes & fees
Stay at this vacation home in Marblehead. Enjoy a fitness center, laundry facilities, and patios. Popular attractions Salem Witch Museum and Salem Harbor are ...
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
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$631 per night from 14 Aug to 15 Aug
NZ$631
14 Aug - 15 Aug
includes taxes & fees
Stay at this vacation home in Dennis Port. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Cape Cod Inflatable Park and Cape Cod Theatre ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Great Home Close to Craigville Beach

Great Home Close to Craigville Beach

Barnstable
Stay at this vacation home in Centerville. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Cape Codder Water Park and ...
Great Home Close to Craigville Beach
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

Chatham
Stay at this vacation home in Chatham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chatham Drama Guild and Veterans Field are located ...
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Boston
Stay at this vacation home in Boston. Enjoy laundry facilities, balconies, and cable/satellite TV service. Popular attractions Boston Common and New England ...
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
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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.

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
NZ$342
Highest Price
NZ$1,403
Popular accommodation
3 Mi to Beach: Historic Farmhouse on Cape Cod!, "Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester, Walk to Beach. Private Nature and Bird Watching Trail. Quiet., Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC , Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Great Home Close to Craigville Beach, Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants, Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

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 NZ$429 per night from 24 Aug to 25 Aug
NZ$429
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star spa 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
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$342 per night from 24 Aug to 25 Aug
NZ$342
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
citizenM Boston North Station
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$372 per night from 10 Aug to 11 Aug
NZ$372
10 Aug - 11 Aug
includes taxes & fees
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
citizenM Boston Back Bay
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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
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
The Revolution Hotel
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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^Subject to availability and chosen travel dates.