The Hamptons Five Bedroom Homes

We selected the 56 homes worth renting in this location

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Home spotlights in The Hamptons

Coastal Rhapsody

Coastal Rhapsody

  • 12 guests

  • 7 bedrooms

Stonington, New London County

If you’re in search of a coastal adventure or a relaxing beachfront escape, this home delivers the perfect solution. Nestled in Stonington village, you’ll be spoiled by beautiful views, an expansive two acres of lush grounds, a private pool and a tennis court.

Woodberry

Woodberry

  • 12 guests

  • 6 bedrooms

Fort Greene, Brooklyn

A home as large, as elegant, and as characterful as Woodberry is too much to describe in this space. The photos give a good impression, but even then, it has to be experienced before you really understand how good this place is.

In the Heights

In the Heights

  • 12 guests

  • 5 bedrooms

Washington Heights, Manhattan

Want a bit of room to breathe in the city? Then this Upper Manhattan mega-mansion, boasting not only an all-too-rare garden but also a private rooftop terrace, has got it all going on.

Light of Romance

Light of Romance

  • 14 guests

  • 6 bedrooms

Springs, East Hampton

Find your own slice of heaven in East Hampton with a stay in this impressive glasshouse. Surrounded by lush trees with beautiful views, this is the perfect setting for a restorative retreat or special family gathering.


We selected the top 3% holiday homes in The Hamptons Five Bedroom Homes

Explore the 56 most perfect homes in our collection

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Most popular homes in The Hamptons

Sunflowers & Wisteria

Sunflowers & Wisteria

  • 11 guests

  • 5 bedrooms

Springs, East Hampton

The Great Harvest

The Great Harvest

  • 34 guests

  • 10 bedrooms

Coolbaugh Township, Monroe County

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

St Ives

St Ives

  • 10 guests

  • 5 bedrooms

Chelsea, Manhattan

The Modern Times

The Modern Times

  • 10 guests

  • 5 bedrooms

Lenox Hill, Manhattan

Magic in The Hamptons

Magic in The Hamptons

  • 10 guests

  • 5 bedrooms

Springs, East Hampton

The Old Life-Saving Station

The Old Life-Saving Station

  • 13 guests

  • 6 bedrooms

East Marion, North Fork

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

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Frequently asked questions

Spacious 5 bedroom homes in The Hamptons, Suffolk County, New York, United States. 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 5 bedroom homes that The Hamptons, Suffolk County, New York, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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