Ulster County Five Bedroom Homes

We selected the 80 homes worth renting in this location

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Home spotlights in Ulster County

Ode to the Past

Ode to the Past

  • 10 guests

  • 5 bedrooms

New Lebanon, New York

When you want to get away from the hustle and bustle, this New Lebanon home is the perfect choice. You’ll not only leave the hectic city behind – stepping through the doors feels a little like stepping back in time.

The Pocono Mansion

The Pocono Mansion

  • 35 guests

  • 8 bedrooms

Plains Township, Luzerne County

Escape the everyday and make unforgettable memories at this 174-acre luxury mansion nestled in the beautiful Pocono Mountains. Whether you’re planning a relaxing weekend getaway with a large group of friends or that long overdue family reunion, this home has all the space and on-site entertainment you need to have fun and rejuvenate in peaceful surroundings.

The Modern Times

The Modern Times

  • 10 guests

  • 5 bedrooms

Lenox Hill, Manhattan

Within walking distance of Central Park and the sights of Fifth Avenue, this brownstone townhouse couldn’t be more in the thick of it. You won’t need a car here, but if you do intend on bringing a vehicle, there are two paid public parking garages next door.

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.


We selected the top 3% holiday homes in Ulster County Five Bedroom Homes

Explore the 80 most perfect homes in our collection

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Most popular homes in Ulster County

A Summer's Eve

A Summer's Eve

  • 15 guests

  • 7 bedrooms

Greenburgh, Westchester County

The Berkshires Splendour

The Berkshires Splendour

  • 14 guests

  • 6 bedrooms

New Marlborough, Berkshire County

Light of Romance

Light of Romance

  • 14 guests

  • 6 bedrooms

Springs, East Hampton

The Presidential

The Presidential

  • 13 guests

  • 7 bedrooms

Yorkville, Manhattan

The Social Network

The Social Network

  • 20 guests

  • 7 bedrooms

Bedford-Stuyvesant, Brooklyn

Summer Fridays

Summer Fridays

  • 10 guests

  • 5 bedrooms

Northwest Harbor, East Hampton

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

A Faithful Friend

A Faithful Friend

  • 10 guests

  • 6 bedrooms

Water Mill, Southampton

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Frequently asked questions

Spacious 5 bedroom homes in Ulster 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 Ulster 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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