Middlesex County Four Bedroom Homes

We selected the 188 homes worth renting in this location

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Home spotlights in Middlesex County

The Old Life-Saving Station

The Old Life-Saving Station

  • 13 guests

  • 6 bedrooms

East Marion, North Fork

Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman.

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

It’s no wonder why a multitude of actors, composers, and artists have hideaways in the Berkshires. This classic Berkshires home, originally built as a schoolhouse in 1866, is steeped in history and rural charm.

Upstate Escape

Upstate Escape

  • 10 guests

  • 4 bedrooms

Woodstock, Ulster County

Tucked away just outside of Woodstock, this impressive home welcomes families and friends to spend a few relaxing days in the Hudson Valley. Fully renovated in 2017, your hosts have truly thought of everything to ensure anyone who stays here has a magical experience.

Life on the Lake

Life on the Lake

  • 14 guests

  • 4 bedrooms

Raymond, Cumberland County

Situated on a lakeside peninsula, with views of the water from almost every room, this home is a dreamy escape from everyday life. With 200 feet of pristine waterfront and two acres of land to explore, it's the ultimate getaway for fans of the great outdoors.


We selected the top 3% holiday homes in Middlesex County Four Bedroom Homes

Explore the 188 most perfect homes in our collection

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Most popular homes in Middlesex County

Divine Inspiration

Divine Inspiration

  • 10 guests

  • 4 bedrooms

Great Barrington, Lee

The Architect's Gallery

The Architect's Gallery

  • 10 guests

  • 5 bedrooms

Cairo, New York

Ode to the Past

Ode to the Past

  • 10 guests

  • 5 bedrooms

New Lebanon, New York

Summer Fridays

Summer Fridays

  • 10 guests

  • 5 bedrooms

Northwest Harbor, East Hampton

The Berkshires Splendour

The Berkshires Splendour

  • 14 guests

  • 6 bedrooms

New Marlborough, Berkshire County

Hawk & Falcon

Hawk & Falcon

  • 10 guests

  • 4 bedrooms

Ulster County, Rochester

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

Jewel on the Hudson

Jewel on the Hudson

  • 12 guests

  • 5 bedrooms

Coxsackie, New York

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Frequently asked questions

Spacious 4 bedroom homes in Middlesex County. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best 4 bedroom homes that Middlesex County has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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