Book Luxury Holiday Rentals in Lenox Hill

Award-winning homes from £98

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Home spotlights in Lenox Hill

Safe & Sound

Safe & Sound

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Why compromise a good night's rest when you come to the city that never sleeps? There's no need to in this quiet and calming Upper East Side duplex.

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.

The Dame

The Dame

  • 4 guests

  • 1 bedrooms

Lenox Hill, Manhattan

Built at the turn of the twentieth century, this home is drenched in character and vintage charm. The dark walls and blue carpet add a bit of gloom, which actually works quite well in this nostalgic setting.

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 Lenox Hill Holiday Rentals

Explore the 56 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 Tourist

The Tourist

  • 6 guests

  • 3 bedrooms

Lenox Hill, Manhattan

Eye of the Storm

Eye of the Storm

  • 4 guests

  • 1 bedrooms

Lenox Hill, Manhattan

Van der Woodsen

Van der Woodsen

  • 4 guests

  • 1 bedrooms

Upper East Side, Manhattan

The Conga

The Conga

  • 2 guests

  • 1 bedrooms

Lenox Hill, Manhattan

Dreams on the Upper East Side

Dreams on the Upper East Side

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

The Wizards of Central Park

The Wizards of Central Park

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Blue Jasmine

Blue Jasmine

  • 2 guests

  • 1 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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