Book Luxury Airbnb Alternatives in Massachusetts

We selected the 40 homes worth renting in this location

Home spotlights in Massachusetts

Beauty & Peace

Beauty & Peace

  • 8 guests

  • 4 bedrooms

Cornwall, Litchfield

This home combines rustic charm with cosy comforts to bring you an unforgettable stay in the heart of Litchfield County. Set across two floors, the rooms are well suited to families, friends and remote workers in search of simplicity and ease.

Sail of the Century

Sail of the Century

  • 16 guests

  • 6 bedrooms

Stonington, Connecticut

Sitting on the edge of Mason's Island, this waterfront location doesn't just bring peaceful views of Fisher Island Sound – there's also a private beach plus a dock so you can fill your stay with swimming and watersports. If relaxing is more your bag, the large terrace has plenty of seating, plus an impressive outdoor kitchen for when dinnertime rolls around again.

The Tree House

The Tree House

  • 6 guests

  • 3 bedrooms

Egremont, Hillsdale

And breathe. Cue fresh air, nature and an abundance of peace and quiet.

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.


We selected the top 3% holiday homes in Massachusetts Airbnb Alternatives

Explore the 40 most perfect homes in our collection

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Most popular homes in Massachusetts

Sea Urchin Escape

Sea Urchin Escape

  • 6 guests

  • 3 bedrooms

Provincetown, Barnstable County

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

Trees & Caramel Pine

Trees & Caramel Pine

  • 8 guests

  • 3 bedrooms

Lenox, Berkshire County

Divine Inspiration

Divine Inspiration

  • 10 guests

  • 4 bedrooms

Great Barrington, Lee

A Little Love Note

A Little Love Note

  • 6 guests

  • 2 bedrooms

New Lebanon, New York

Pondering Soul

Pondering Soul

  • 14 guests

  • 7 bedrooms

Copake, New York

Crop And Saddle

Crop And Saddle

  • 6 guests

  • 4 bedrooms

Washington, Litchfield

Upstate Serenity

Upstate Serenity

  • 6 guests

  • 3 bedrooms

Sharon, Litchfield County

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Frequently asked questions

Explore our collection of the most remarkable Airbnb Alternatives that Massachusetts, United States has to offer. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Massachusetts Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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