Book Luxury Holiday Rentals in Upper East Side

Award-winning homes from £98

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Home spotlights in Upper East Side

Eye of the Storm

Eye of the Storm

  • 4 guests

  • 1 bedrooms

Lenox Hill, Manhattan

Eye of the Storm might not be overflowing with personality, but its no-fuss design and abundance of natural light create a pleasant feel. Unwind in the spotless bathroom with tub and rainfall shower – we’ve never seen such sparkling white tiles.

Blue Jasmine

Blue Jasmine

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

Located on Manhattan’s Upper East Side, this bright studio apartment is the perfect base for a couple or solo traveller looking for a comfortable, central stay in New York City. Pops of deep blue create an instantly calm welcome with wood floors and white walls adding to the serene vibe of this city pad.

East Side Chic

East Side Chic

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

In the heart of the Upper East Side, this pocket-sized apartment makes a cosy base for professionals and couples. It's not the biggest – especially the second bedroom – but the bold designs make the most of the compact space.

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.


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

Explore the 79 most perfect homes in our collection

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Most popular homes in Upper East Side

Upper East Side

Upper East Side

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

The Quartet

The Quartet

  • 12 guests

  • 4 bedrooms

Lenox Hill, Manhattan

The Conga

The Conga

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

Checkered Halls

Checkered Halls

  • 5 guests

  • 2 bedrooms

Lenox Hill, Manhattan

The Mid-Century Muse

The Mid-Century Muse

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Dreams on the Upper East Side

Dreams on the Upper East Side

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

New York, New York

New York, New York

  • 2 guests

  • 1 bedrooms

Upper East Side, Manhattan

Hello Yellow

Hello Yellow

  • 2 guests

  • 1 bedrooms

Yorkville, Manhattan

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Check upcoming rates & availability for Upper East Side Holiday Rentals


Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Upper East Side, Manhattan, New York, New York, United States. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Upper East Side, Manhattan, New York, New York, United States has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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