Amazing Airbnb and Vrbo rentals around Boston

Check out some of the coolest, most unique Airbnb and Vrbo rentals around Boston and plan for your next adventure or staycation.

VRBO trendy apartment by the beach

This trendy location includes beach gear.

Photo via Vrbo

Table of Contents

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 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

Photo via Airbnb

Brick + Beam Loft | Photo via Airbnb

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
Inside a Back Bay Brownstone airbnb.

Relax at this one bedroom Back Bay unit.

Photo by Airbnb

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
VRBO trendy apartment by the beach

This trendy location includes beach gear.

Photo via Vrbo

Trendy Apartment by the Beach

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

Duplex in the South End

This South End stay is two blocks from Back Bay and the Pru.

Photo by VRBO

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
Harvard Sq Riverside | Photo via Airbnb

Harvard Square Riverside | Photo via Airbnb

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 (named "The Green Turtle II") | Photo via Airbnb

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

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
Charlestown house boat

Be rocked to sleep on this house boat.

Photo by VRBO

Charlestown Houseboat

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 rooftop deck

Picture yourself on this rooftop deck in the North End.

Photo by AirBnB

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
Little Italy Condominium | Photo via Airbnb

Little Italy Condominium | Photo via Airbnb

Little Italy Condominium

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 | Photo via Airbnb

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 the neighborhood.

  • ~$209 a night
  • 2 BD | 1 BA
  • Entire studio apartment, central AC, luggage dropoff allowed
Historic beacon hill duplex on VRBO

Stay at this historic property in Beacon Hill.

Photo by VRBO

Historic Beacon Hill Duplex

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

Fully Renovated 1 bedroom | Photo via Airbnb

Fully Renovated 1 bedroom | Photo via Airbnb

Fully Renovated one bedroom

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

506 Perfect Studio | Photo via Airbnb

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.

  • ~$109 a night
  • 1 BD | 1 BA
  • Entire rental unit, washer, long-term stays allowed
BOS-the-boiler-room-vrbo-2023

Get cozy in this unique suite.

Photo via Vrbo

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

Vrbo modern house by zoo and gold course

This modern house can sleep 11 guests.

Photo by Vrbo

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
A historic home for rent on Vrbo

This Brighton home was originally built in 1860.

Photo by Vrbo

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.

  • ~$263
  • 4 BD | 2 BA
  • Entire house, back yard and patio, game room
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