Massachusetts Romantic Accommodation

We selected the 14 homes worth renting in this location

Home spotlights in Massachusetts

The Golden Dawn

The Golden Dawn

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

There are some homes that simply capture your heart from the moment you arrive. And we won’t be surprised if it’s love at first sight when you see this charming Colonial saltbox house.

Mystic Countryside Farm

Mystic Countryside Farm

  • 4 guests

  • 2 bedrooms

North Stonington, New London County

A nature lover's dream atop a 100-acre historic farm in North Stonington, away from the hustle and bustle of everyday life. This home offers a one-of-a-kind stay – spend your mornings in the fresh air helping the hosts tend to the farm animals in the tranquil setting to feel at one with nature – from feeding chickens and collecting eggs to brushing the horses and rooster calls here and there, but it's all part of the experience.

The Old Silo

The Old Silo

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

Formerly a grain silo, this extraordinary house is as unique and beautiful as its surroundings. Set on 170 acres of rolling green New England countryside, there are breathtaking views from all sides.

Swing For The Fences

Swing For The Fences

  • 2 guests

  • 1 bedrooms

West Fens, Boston

Just a five-minute walk from Fenway Park, this studio apartment is a home run. We love that it's fully accessible for wheelchair users and those with limited mobility – the walk-in shower has a bench, the counters have space underneath for chairs and all the appliances are at a good height.


We selected the top 3% holiday homes in Massachusetts Romantic Accommodation

Explore the 14 most perfect homes in our collection

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Most popular homes in Massachusetts

Take Me Out To The Ball Game

Take Me Out To The Ball Game

  • 2 guests

  • 1 bedrooms

West Fens, Boston

Leading Lights

Leading Lights

  • 2 guests

  • 1 bedrooms

Beacon Hill, Boston

Guiding Lights

Guiding Lights

  • 2 guests

  • 1 bedrooms

Beacon Hill, Boston

Where Everybody Knows Your Name

Where Everybody Knows Your Name

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

The Boston Beauty

The Boston Beauty

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

A Home Run

A Home Run

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

Ivory Riverside

Ivory Riverside

  • 4 guests

  • 1 bedrooms

Central Square, Cambridge

Redbrick Reverie

Redbrick Reverie

  • 2 guests

  • 1 bedrooms

Back Bay West, Boston

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Frequently asked questions

Discover the most romantic accommodation in Massachusetts, United States. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Massachusetts, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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