Airbnbs in Boston to book for the 2021 holiday season

Photo via Airbnb

Holiday staycationers + hosts — with December right around the corner, we’d like a moment of your time to remind you of one the great inventions of the last century: Airbnb. 

Whether you’ll be welcoming back family or need a little rest + relaxation of your own, we’ve found some local Airbnbs with availability around the holiday. Here what’s colorful, walkable, historic, affordable, or buoyant (hint: that one’s a houseboat) around Boston. 

Just a heads up: Prices may vary depending on dates selected and extra taxes + booking, and cleaning fees may be tacked on at the end. (Sorry, Airbnb makes the rules — we just follow them.)

For a five-star location

Brick + Beam Loft | Photo via Airbnb

Brick + Beam Loft

This bright apartment is in the heart of Downtown, just steps away from Boston Commons (and the giant tree that will be lit up there this holiday season.)
$302 a night
2 bedrooms | 1 bathroom
2 beds | sleeps 4
Entire apartment, laundry in-unit, pets allowed.

For outdoor space + a relaxed vibe

Harvard Square Riverside | Photo via Airbnb

Harvard Square Riverside

To escape the cabin fever of winter, book this prime Harvard location with a tree-covered backyard + patio.
$176 a night
Studio | 1 bathroom
3 beds | sleeps 4+
Entire apartment, free street parking permit, self check-in

For a nautical adventure

Boston Harbor boat (named “The Green Turtle II”) | Photo via Airbnb

Boston Harbor boat

What better way to see Boston Harbor than by staying on a 45-ft yacht?
$320 a night
2 bedrooms | 2 bathrooms
2 beds | sleeps 4
Laundry on board, wifi + heat, is a boat

For a stay in the North End

Little Italy Condominium | Photo via Airbnb

Little Italy Condominium

Be close to Little Italy + the Freedom Trail in this condo right across from the Old North Church, where Paul Revere warned “the British are coming.”
$330 a night
1 bedroom | 1 bathroom
1 bed | sleeps 2
Entire condominium, brick interior, self check-in

For a piece of history

Second Oldest Home in Beacon Hill | Photo via Airbnb

Second Oldest Home in Beacon Hill

This studio apartment was built in 1789 at the top of Beacon Hill, right next door to the oldest home in Beacon Hill.
$250 a night
Studio | 1 bathroom
2 beds | sleeps 3
Entire apartment, luggage dropoff allowed

For a quick airport getaway

Fully Renovated 1 bedroom | Photo via Airbnb

Fully Renovated 1 bedroom

This renovated apartment has a straightforward perk: instant airport access.
$170 a night
1 bedroom | 1 bathroom
1 bed | sleeps 2
Entire rental unit, free street parking, self check-in

For a Downtown deal

506 Perfect Studio | Photo via Airbnb

506 Perfect Studio

If you’re looking to be in the heart of Boston without sacrificing your entire end-of-year bonus, this no-fuss studio boasts a great location.
$107 a night
1 bedroom | 1 bathroom
2 beds | sleeps 2
Entire rental unit, washer, long-term stays allowed