Massachusetts Romantic Accommodation

We selected the 18 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.

A Little Love Note

A Little Love Note

  • 6 guests

  • 2 bedrooms

New Lebanon, New York

Surrounded by acres of forest, flowing streams, waterfalls and historic ruins, this little cottage welcomes you to experience the natural beauty of the Berkshire mountains. Located within a former Shaker settlement, there’s an abundance of charm and character here.

Ode to the Past

Ode to the Past

  • 10 guests

  • 5 bedrooms

New Lebanon, New York

When you want to get away from the hustle and bustle, this New Lebanon home is the perfect choice. You’ll not only leave the hectic city behind – stepping through the doors feels a little like stepping back in time.

Sea Urchin Escape

Sea Urchin Escape

  • 6 guests

  • 3 bedrooms

Provincetown, Barnstable County

On the very tip of Cape Cod's curved finger, Provincetown is an East Coast beach destination like no other. Not overly developed, it's managed to retain its small-town vibe and reputation as a haven for artists and writers.


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

Explore the 18 most perfect homes in our collection

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Most popular homes in Massachusetts

Mystic Countryside Farm

Mystic Countryside Farm

  • 4 guests

  • 2 bedrooms

North Stonington, New London County

Upstate Serenity

Upstate Serenity

  • 6 guests

  • 3 bedrooms

Sharon, Litchfield County

The Old Silo

The Old Silo

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

Leading Lights

Leading Lights

  • 2 guests

  • 1 bedrooms

Beacon Hill, Boston

Swing For The Fences

Swing For The Fences

  • 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

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

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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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