Holiday rentals near Boston Harbor
We found 2,483 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Boston Harbor that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
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Find the best place to stay - Boston Harbor
"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
Sleeps 2 · 1 bathroom
10 out of 10
exceptional
(219 reviews)
Capricornus: Oceanside Vacation
Sleeps 4 · 2 bedrooms · 1 bathroom
9.6 out of 10
exceptional
(23 reviews)
Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean
Sleeps 5 · 2 bedrooms · 1 bathroom
9.8 out of 10
exceptional
(68 reviews)
Endless Summer: Oceanside Views
Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(21 reviews)
Top rated rentals - Boston Harbor
Great location and space
10 out of 10
exceptional
(112 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value