Book Luxury Rental Apartments in Shelter Island

We selected the 606 homes worth renting in this location

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Home spotlights in Shelter Island

The Mesmerised Voyager

The Mesmerised Voyager

  • 6 guests

  • 3 bedrooms

Astoria, Queens

The Mesmerised Voyager is located in Astoria, Queens, and we’ll tell you why this home is perfect. Not only is Astoria super well-connected to the city, it’s also got great international restaurants (Greek food is a must) and practically no tourists at all.

Madison Square South

Madison Square South

  • 4 guests

  • 2 bedrooms

West Village, Manhattan

This charming duplex lies in Manhattan's West Village. Spread over multiple levels with the kitchen up on the mezzanine, groups will have plenty of space here, though you'll need to climb a lot of stairs.

To Hell's Kitchen and Back

To Hell's Kitchen and Back

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

This New York apartment is a foodie’s delight. Located in the culinary paradise of Hell’s Kitchen, you’ll find eateries that cater to every taste on your doorstep.

The Harlem Groove

The Harlem Groove

  • 4 guests

  • 3 bedrooms

Central Harlem, Manhattan

This home has proved to be immensely popular with guests, and there are no prizes for seeing why. Located on a quiet, leafy street yet conveniently located in central Harlem, it's an oasis to return to after a day of exploring.


We selected the top 3% holiday homes in Shelter Island Apartments

Explore the 606 most perfect homes in our collection

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Most popular homes in Shelter Island

The River Room

The River Room

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

New York on My Mind

New York on My Mind

  • 4 guests

  • 2 bedrooms

Lenox Hill, Manhattan

Antique Pine

Antique Pine

  • 6 guests

  • 2 bedrooms

Pine Bush, Crawford

Tales of New York

Tales of New York

  • 4 guests

  • 2 bedrooms

Washington Heights, Manhattan

Unity in the City

Unity in the City

  • 6 guests

  • 3 bedrooms

Hell's Kitchen, Manhattan

Soul in the City

Soul in the City

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

Harlem Whisper

Harlem Whisper

  • 5 guests

  • 3 bedrooms

East Harlem, Manhattan

New York, New York

New York, New York

  • 2 guests

  • 1 bedrooms

Upper East Side, Manhattan

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Frequently asked questions

There's no better place to book luxury Holiday Apartments in Shelter Island than our exclusive Plum Guide collection, which includes only the top 3% of homes. Every one of the homes on our site has been put through a painstaking vetting process with 150 checkpoints, culminating in a visit from a professional Home Critic. Every one of the remarkable homes on our books come fully furnished, with all linen and essential bathroom toiletries included, as well as a perfectly-equipped kitchen. Choose from one of the 606 Apartments for Rent in our Shelter Island range, and discover the true meaning of luxury. Call on the help of our dedicated team too, to help make your choice as straightforward as possible.

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