Southampton Homes for Five People

We selected the 380 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 Southampton

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.

The Mortar & Pestle

The Mortar & Pestle

  • 6 guests

  • 3 bedrooms

Northwest Harbor, East Hampton

The Mortar & Pestle takes its name quite literally from the mortar and pestle collection in the dining room, a detail that represents the character and charm of this home. The many indoor and outdoor social spaces cater to groups of friends and families who love home-cooked meals and value one another's company.

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.

Painted Shadows

Painted Shadows

  • 6 guests

  • 3 bedrooms

Loudonville, Colonie

This charming home is listed on the National Register of Historic Places, so character comes as standard here. Furnished with antique pieces and an eclectic art collection, it’s a house that’s packed with personality – from the cosy lounge and gourmet kitchen (ideal for entertaining and evenings in), to the chic bedrooms and bathrooms (complete with refined roll-top tubs).


We selected the top 3% holiday homes in Southampton Homes for Five People

Explore the 380 most perfect homes in our collection

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Most popular homes in Southampton

Salty Kiss

Salty Kiss

  • 5 guests

  • 2 bedrooms

Riverhead, The Hamptons

Kennedies

Kennedies

  • 9 guests

  • 4 bedrooms

North Sea, Southampton

The Striped Sea Bass

The Striped Sea Bass

  • 6 guests

  • 3 bedrooms

Bay Point, Noyack

Long Island Iced Tea

Long Island Iced Tea

  • 8 guests

  • 3 bedrooms

Remsenburg, Remsenburg-Speonk

Autumnal Colours

Autumnal Colours

  • 6 guests

  • 3 bedrooms

Greene County, Durham

Cruising The Coast

Cruising The Coast

  • 6 guests

  • 3 bedrooms

Sag Harbor, Southampton

Wander Inn

Wander Inn

  • 6 guests

  • 2 bedrooms

Southold, The Hamptons

A Faithful Friend

A Faithful Friend

  • 10 guests

  • 6 bedrooms

Water Mill, Southampton

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Check upcoming rates & availability for Southampton Homes for Five People


Frequently asked questions

Explore our collection of homes for 5 people in Southampton, 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 person homes that Southampton, 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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