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 16 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
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
One Bedroom Condo with Private Roof Deck
This cozy top floor condo is inside a brownstone in Back Bay.
- ~$200 a night
- 1 BD | 1 BA
- Entire condo, laundry in-unit, Wi-Fi, private patio area
This South Boston town home is near Castle Island and M Street Beach, located two miles from the city center.
- ~$189 a night
- 1 BA | 1 BA
- Central AC, Wi-Fi, beach chairs
For outdoor space and a relaxed vibe
South End/Back Bay One Bedroom
This duplex features a private garden and patio table so you can sit and enjoy the neighborhood.
- ~$298 a night
- 1 BD | 1 BA
- Grill, laundry, private patio area
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
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
Skip a hotel and stay at this floating home in a protected marina on the Boston Harbor.
- ~$239 a night
- 1 BD | 1 BA
- Kitchenette, long-term stay optional, parking available for additional fee
For a taste of Italy
North End one bedroom with Common Roof Deck
This newly renovated fourth floor condo is located a block over from Hanover Street and the waterfront.
- ~$150 a night
- 1 BD | 1 BA
- Shared rooftop patio, dedicated work space, central AC
Stay in the North End and right off the Freedom Trail in this condo, located across from the Old North Church.
- ~$88 a night
- 1 BD | 1 BA
- Entire second floor condominium, brick interior, indoor fireplace, self check-in
For a piece of history
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 the neighborhood.
- ~$209 a night
- 2 BD | 1 BA
- Entire studio apartment, central AC, luggage dropoff allowed
Stay at this multi-floor unit with a spiral stair case, within walking distance of the State House and Boston Common.
- ~$293 a night
- 2 BD | 1.5 BA
- Entire unit, AC, Wi-Fi, dedicated work space
For a quick airport getaway
This renovated East Boston apartment has a straightforward perk: easy airport access.
- ~$179 a night
- 1 BD | 1 BA
- Entire rental unit, free street parking, private patio, self check-in
For a Downtown deal
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.
- ~$109 a night
- 1 BD | 1 BA
- Entire rental unit, washer, long-term stays allowed
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
Modern Luxury by zoo and golf course
This renovated third floor unit features multiple queen beds, bunk beds, and close proximity to the Franklin Park Zoo.
- ~$302 a night
- 4 BD | 2 BA
- Private gym, balcony, games for kids, street parking
This house dates back to 1860, can sleep 12 guests, and is located less than a mile from Boston University and Boston College.
- ~$263
- 4 BD | 2 BA
- Entire house, back yard and patio, game room
