New York Five Bedroom Homes

We selected the best homes worth renting in this location

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Home spotlights

Sunflowers & Wisteria

Sunflowers & Wisteria

  • 11 guests

  • 5 bedrooms

Springs, East Hampton

Look out for artists, poets and musicians in the area around this home – it’s located in Springs, arguably the coolest town in the Hamptons. In the past, it’s played host to visionaries like Jackson Pollock and Lee Krasner, Willem de Kooning, Kurt Vonnegut, Nora Ephron and John Steinbeck.

The Architect's Gallery

The Architect's Gallery

  • 10 guests

  • 5 bedrooms

Cairo, New York

This 150-year-old Hudson Valley farmhouse sits on 16 acres of land that includes an apple orchard. It’s an idyllic base for those seeking an escape to the peace of the Catskills – though the town of Windham is just a ten-minute drive.

Retreat to Nature

Retreat to Nature

  • 15 guests

  • 7 bedrooms

Jewett, New York

Nestled within 3 acres of peaceful grounds, this home opens its doors to the serene beauty of the Catskills. There’s a private terrace with a barbecue and a fire pit for magical evenings under the stars.

The Social Network

The Social Network

  • 20 guests

  • 7 bedrooms

Bedford-Stuyvesant, Brooklyn

This vibrant townhouse was made for a big group get-together in the heart of Brooklyn. The surrounded boulevards of red-brick buildings are home to chi-chi coffee shops, buzzing eateries and indie shops so you’ll never be short of things to do.


We selected the top 3% holiday homes in New York Five Bedroom Homes

Explore the 2 most perfect homes in our collection

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Most popular homes

The Modern Times

The Modern Times

  • 10 guests

  • 5 bedrooms

Lenox Hill, Manhattan

Rise with the Sun

Rise with the Sun

  • 20 guests

  • 8 bedrooms

Pleasant Valley, New York

Tudoresque

Tudoresque

  • 10 guests

  • 5 bedrooms

Ossining, Westchester County

Light of Romance

Light of Romance

  • 14 guests

  • 6 bedrooms

Springs, East Hampton

Magic in The Hamptons

Magic in The Hamptons

  • 10 guests

  • 5 bedrooms

Springs, East Hampton

Woodberry

Woodberry

  • 12 guests

  • 6 bedrooms

Fort Greene, Brooklyn

Secret Coves

Secret Coves

  • 7 guests

  • 5 bedrooms

Prospect Heights, Brooklyn

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

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Frequently asked questions

Spacious 5 bedroom homes in New York, 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 New York, 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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