Middlesex County Homes for Four People

We selected the 520 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Middlesex County

A Country Call

A Country Call

  • 4 guests

  • 2 bedrooms

Bellport, Brookhaven

This sunny 1920s home lies in the heart of Bellport Village. While you'll be close to a few lovely shops and restaurants, we think you'll want a car here for getting to see the best of Long Island, not to mention the range of nearby beaches including Mother's Beach and Shirley Beach.

The Old Silo

The Old Silo

  • 4 guests

  • 2 bedrooms

Litchfield, Northwest Hills Planning Region

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.

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.

The Rainbow Bird

The Rainbow Bird

  • 8 guests

  • 4 bedrooms

Woodbury, Litchfield County

This country home is located on 6 acres of private land, so there’s plenty of outdoor space to enjoy here. We love the scenic views from the terrace, where you’ll have a front row seat to watch the sun set behind the surrounding hills and a fire pit to keep you warm on chilly evenings.


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

Explore the 520 most perfect homes in our collection

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Most popular homes in Middlesex County

The Ashokan

The Ashokan

  • 4 guests

  • 2 bedrooms

Glenford, West Hurley

Long Story Short

Long Story Short

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

Hearthside Haven

Hearthside Haven

  • 4 guests

  • 2 bedrooms

Ulster County, Woodstock

Borne Back

Borne Back

  • 6 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

Soul Of The Willow

Soul Of The Willow

  • 6 guests

  • 3 bedrooms

Ulster County, Woodstock

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

The Pond House

The Pond House

  • 5 guests

  • 3 bedrooms

Woodstock, New York

Woodland Hymnal

Woodland Hymnal

  • 4 guests

  • 2 bedrooms

Woodstock, New York

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Check upcoming rates & availability for Middlesex County Homes for Four People


Frequently asked questions

Explore our collection of homes for 4 people 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 person 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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