Book Luxury Holiday Rentals in Lenox Hill

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Home spotlights in Lenox Hill

New York on My Mind

New York on My Mind

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

This contemporary home in the Upper East Side places you in an ideal position to explore many of New York’s hotspots. With small windows in certain areas, it can lack a little natural light, but it’s a cosy home equipped with everything needed for a comfortable stay.

Up & Up

Up & Up

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Get your trip to the Big Apple started from this stylish pet-friendly apartment. More than anything, we love its location – right in the coveted Upper East Side, close to the subway and within walking distance to the beautiful Central Park.

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.

A Fine Day to Dance

A Fine Day to Dance

  • 8 guests

  • 4 bedrooms

Upper East Side, Manhattan

Situated on a tree-lined street in the affluent Upper East Side district of Lenox Hill. You'll find an array of designer stores along Madison Avenue, while for culture lovers, there's The Frick Collection with its European paintings and decorative art, as well as the Park Avenue Armory.


We selected the top 3% holiday homes in Lenox Hill Holiday Rentals

Explore the 60 most perfect homes in our collection

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Most popular homes in Lenox Hill

Urban Sophistication

Urban Sophistication

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

The Quartet

The Quartet

  • 12 guests

  • 4 bedrooms

Lenox Hill, Manhattan

With a View

With a View

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

The Art of Manhattan

The Art of Manhattan

  • 8 guests

  • 4 bedrooms

Upper East Side, Manhattan

The Modern Times

The Modern Times

  • 10 guests

  • 5 bedrooms

Lenox Hill, Manhattan

The Artist at Work

The Artist at Work

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Eastside Elegance

Eastside Elegance

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

On The Upper East

On The Upper East

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Lenox Hill, 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 Lenox Hill, 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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