Book Family Friendly Rentals in Boston

We selected the 16 homes worth renting in this location

Home spotlights in Boston

The Heart of the Square

The Heart of the Square

  • 2 guests

  • 1 bedrooms

Central Square, Cambridge

With an exposed red brick wall giving an elegant nod to the building’s exterior, this cosy home offers a warm and welcoming retreat from the hustle and bustle of the local neighbourhood. Light and bright with classic grey drapes, you’ll feel a calmness settle over you as soon as you set your suitcases down.

Guiding Lights

Guiding Lights

  • 2 guests

  • 1 bedrooms

Beacon Hill, Boston

When visiting the city, people in the know choose to stay in Beacon Hill, Boston’s most prestigious address - and the location of this chic apartment. Boasting charming cobblestone streets brimming with intriguing history, eclectic shopping and eating scenes, and close proximity to both the waterfront (fifteen minutes on foot) and downtown, it’s easy to see why.

One If By Land

One If By Land

  • 2 guests

  • 1 bedrooms

Beacon Hill, Boston

Tucked away on a tranquil street in Boston's postcard-worthy Beacon Hill, this cosy apartment is ideal for a solo traveller or a couple on a getaway in Bean Town. Known for its picturesque Federal rowhouses, this neighbourhood oozes charm, from the red brick sidewalks to the tree-lined streets.

Leading Lights

Leading Lights

  • 2 guests

  • 1 bedrooms

Beacon Hill, Boston

It would be hard to beat the location of this charming apartment, perched in Boston's well-heeled Beacon Hill. With its fascinating history, distinctive architecture, and neighbourly charms, you'll be staying in the city's most prestigious address.


We selected the top 3% holiday homes in Boston Family Friendly Rentals

Explore the 16 most perfect homes in our collection

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Most popular homes in Boston

World Series

World Series

  • 2 guests

  • 1 bedrooms

West Fens, Boston

Take Me Out To The Ball Game

Take Me Out To The Ball Game

  • 2 guests

  • 1 bedrooms

West Fens, Boston

Redbrick Reverie

Redbrick Reverie

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

The Boston Beauty

The Boston Beauty

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

Where Everybody Knows Your Name

Where Everybody Knows Your Name

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

Swing For The Fences

Swing For The Fences

  • 2 guests

  • 1 bedrooms

West Fens, Boston

Spun Glass Hideaway

Spun Glass Hideaway

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

A Home Run

A Home Run

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Boston, Suffolk County, Massachusetts, United States. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Boston Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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