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We’ve found 11 unique staycations in Boston. First, we want to talk to you about how you can support this free newsletter — and why your contribution matters.


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🏠 Home sweet home-away-from-home

Airbnb and VRBO rentals featuring this trendy VRBO apartment by the beach
This trendy location includes beach gear. | Photo via Vrbo
Whether you’re looking to visit Boston in style for the weekend or are a local in need of an unforgettable staycation, we’ve compiled a list featuring 11 extraordinary Airbnb and Vrbo rentals in our city that are worthy of a trip for you, your partner, the bestie, or the whole squad this year.

Just a heads up: Prices may vary depending on dates selected, taxes, and booking and cleaning fees (sorry, Airbnb and Vrbo make the rules, we just follow them).

For a five-star location

Brick + Beam Loft

This bright apartment is in the heart of downtown, just steps away from Boston Common and nearby public transit.
  • ~$190 a night
  • 2 BD | 1 BA
  • Entire apartment, laundry in-unit, pets allowed

For outdoor space and a relaxed vibe

Harvard Square Riverside

To escape the cabin fever of winter, book this prime Cambridge location with a tree-covered backyard and patio.
  • ~$238 a night
  • 2 BD| 1 BA
  • Entire apartment, free street parking permit, self check-in

For a nautical adventure

Boston Harbor boat

What better way to see Boston than by staying on the water? This 45-ft yacht has room for six guests to explore Boston’s waterfront.
  • ~$330 a night
  • 2 BD | 2 BA
  • Laundry, Wi-Fi, and heat, is all aboard

For a downtown deal

The Boiler Room

This unique private suite is a five minute walk to the Ashmont T Station for access to the Red Line.
  • ~$99 a night
  • 1 BD | 1 BA
  • Entire unit, private entrance, kitchenette

For the whole family

Brighton Historic House

This house dates back to 1860, can sleep 12 guests, and is located less than a mile from Boston University and Boston College.
  • ~$375
  • 4 BD | 2 BA
  • Entire house, back yard and patio, game room
6 more stunning spots

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