Book Luxury Holiday Rentals in Upper East Side

Award-winning homes from £98

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Home spotlights in Upper East Side

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 Tangerine

The Tangerine

  • 2 guests

  • 1 bedrooms

Yorkville, Manhattan

The Tangerine is a small but newly renovated studio in the Upper East Side. Its decor is simple yet sophisticated and there's a sense of charm that many other corporate style apartments don't have.

Maple & Walnut

Maple & Walnut

  • 8 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Located in the heart of Lenox Hill on the Upper East Side, this modern apartment presents an open-concept main living area for guests to relax and socialise between adventures out in New York City. This walk-up apartment also shares a furnished rooftop terrace and lobby area.

Eastside Elegance

Eastside Elegance

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

This New York apartment made it into our collection for its desirable location in the Upper East Side. You’ll have the Guggenheim close by for culture and Madison Avenue for shopping, as well as an array of eateries serving everything from classic New York bagels to Michelin-starred cuisine.


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

Explore the 77 most perfect homes in our collection

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Most popular homes in Upper East Side

Urban Sophistication

Urban Sophistication

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

The Priestly

The Priestly

  • 2 guests

  • 1 bedrooms

Carnegie Hill, Manhattan

New York's Got Style

New York's Got Style

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

The Dame

The Dame

  • 4 guests

  • 1 bedrooms

Lenox Hill, Manhattan

The Art of New York

The Art of New York

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Studio Vision

Studio Vision

  • 2 guests

  • 1 bedrooms

Yorkville, Manhattan

The Wizards of Central Park

The Wizards of Central Park

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Up & Up

Up & Up

  • 6 guests

  • 3 bedrooms

Lenox Hill, 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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