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Massachusetts Luxury Rentals

We selected the 102 homes worth renting in this location

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Adults

Age 13+

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Age 1 to 12

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Home spotlights in Massachusetts

Dahlia Darling

Dahlia Darling

  • 10 guests

  • 5 bedrooms

Bethel, New York

Indulge yourself in the natural world at this sun-drenched home, with plenty of space for friends and family indoors and out. You'll find toys and games along with free children's sledges for enjoying the snow, and kids will love the bunk beds.

Hitchbrook

Hitchbrook

  • 6 guests

  • 3 bedrooms

Sharon, Litchfield County

Built in 1800, Hitchbrook is a quintessential New England home. Surrounded by farmland and rolling hills, this home is a private getaway for those looking for a pastoral retreat.

Dappled Sunlight

Dappled Sunlight

  • 8 guests

  • 4 bedrooms

Northwest Harbor, East Hampton

Make like a New Yorker and escape to the famous Hamptons. This home has everything you could need for an effortless, laidback break from the city.

A New Perspective

A New Perspective

  • 6 guests

  • 4 bedrooms

Orange County, Newburgh

On the bank of the Hudson river lies A New Pespective. Designed by renowned architect Philip Johnson in the late 20th Century, attention has been paid to every element of the architecture here.

We selected the top 3% holiday homes in Massachusetts Luxury Rentals

Explore the 102 most perfect homes in our collection

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Most popular homes in Massachusetts

NoHo Serenity

NoHo Serenity

  • 4 guests

  • 2 bedrooms

NoHo, Manhattan

Cloud Divine

Cloud Divine

  • 6 guests

  • 3 bedrooms

Tribeca, Manhattan

Borne Back

Borne Back

  • 6 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

The Berkshires Splendour

The Berkshires Splendour

  • 14 guests

  • 6 bedrooms

New Marlborough, Berkshire County

Want For Nothing

Want For Nothing

  • 11 guests

  • 5 bedrooms

Northwest Harbor, East Hampton

Retreat to Nature

Retreat to Nature

  • 15 guests

  • 7 bedrooms

Jewett, New York

Suite Life

Suite Life

  • 8 guests

  • 4 bedrooms

Union Square, Manhattan

The NY Loft

The NY Loft

  • 6 guests

  • 3 bedrooms

Greenwich Village, Manhattan

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Frequently asked questions

A handpicked selection of the best luxury homes in Massachusetts, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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