Upper East Side Chalets

We selected the 79 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Upper East Side

New York's Got Style

New York's Got Style

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

This cosy Upper East Side apartment is ideal for a couple or a business traveller visiting the city – and with a desk in the bedroom, remote working’s a breeze. It’s not the biggest space and the views aren’t the most inspiring, but this home is all about the location for us.

The New Manhattan

The New Manhattan

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

This family-size home is only a short walk from Central Park, with many of NYC's other major landmarks within easy reach. Located on the Upper East Side, you'll be just a few steps away from historical buildings, trendy eateries and high-end boutiques.

The Art of New York

The Art of New York

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Situated on 75th Street and 2nd Avenue, this Upper East Side home is an excellent base from which to explore the Big Apple. With cosy interiors, the bedrooms are on the small side – that said, they have everything needed for a comfortable night’s sleep, and one includes a desk, perfect for remote workers.

Upper East Side Essence

Upper East Side Essence

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

Tucked away in the Upper East Side, this home is an ideal base for a couple or solo traveller on a New York getaway. Sure, it’s not the biggest, but it has all the essentials for a comfortable stay, including a kitchenette perfect for rustling up light bites.


We selected the top 3% holiday homes in Upper East Side Chalets

Explore the 79 most perfect homes in our collection

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Most popular homes in Upper East Side

The Wizards of Central Park

The Wizards of Central Park

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Checkered Halls

Checkered Halls

  • 5 guests

  • 2 bedrooms

Lenox Hill, Manhattan

East Side Chic

East Side Chic

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Safe & Sound

Safe & Sound

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

The Modern Age

The Modern Age

  • 6 guests

  • 3 bedrooms

Carnegie Hill, Manhattan

Maple & Walnut

Maple & Walnut

  • 8 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Eastside Elegance

Eastside Elegance

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Urban Sophistication

Urban Sophistication

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

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Check upcoming rates & availability for Upper East Side Chalets


Frequently asked questions

A chalet in Upper East Side, Manhattan, New York, New York, United States is the perfect accommodation for a cosy holiday. Find your dream one by browsing Plum Guide’s collection of homes. They 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 most charming chalets that Upper East Side, Manhattan, 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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