Book Holiday Homes in Eastern Massachusetts
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Featured Holiday Homes in Eastern Massachusetts

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

Clean, Contemporary Escape | Near T

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left
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 | 493 Holiday Homes |
---|---|
Lowest Price | AU$324 |
Highest Price | AU$968 |
Popular accommodation | Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay, West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy, LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches, Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK, Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi, Clean, Contemporary Escape | Near T, 2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything , Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!, Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left |
Top Locations for Holiday Homes in Eastern Massachusetts
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citizenM Boston Back Bay

Seaport Hotel Boston

Harborside Inn Of Boston

The Revolution Hotel
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Top picks
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^Subject to availability and chosen travel dates.