Book Luxury Rental Apartments in Shelter Island

We selected the 626 homes worth renting in this location

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Home spotlights in Shelter Island

Sutton Sunrise

Sutton Sunrise

  • 4 guests

  • 2 bedrooms

Sutton Place, Manhattan

If you’re in search of a laidback stay in Midtown East, this apartment delivers an easy solution. You can stroll to the Rockefeller Centre and Hyde Park.

Pastel Brick Road

Pastel Brick Road

  • 2 guests

  • 2 bedrooms

Hell's Kitchen, Manhattan

Situated within a ten-minute walk of the Hudson Yards (a bustling part of Midtown with dozens of restaurants and attractions), a mere sixteen-minute wander from the Empire State Building with neon-lit Times Square beckoning close by, you're in a fabulous location to delve into the core of the Big Apple. After an afternoon spent sightseeing, shopping or finding the best pizza slice in the city, return to a comfortable NYC-loft style apartment, boasting bare brick walls and tasteful artwork.

Greenwich Bolthole

Greenwich Bolthole

  • 4 guests

  • 1 bedrooms

Greenwich Village, Manhattan

If you're architecturally-minded and like the idea of staying in an elegant home with original period features, sash windows and the like, and want to be in a super central, hip part of town, then the Greenwich Bolthole might be just the place. The bedroom might be on the snug side, but the living room has lovely, roomy proportions and is flooded with natural light.

It Was All A Dream

It Was All A Dream

  • 2 guests

  • 1 bedrooms

Central Park West Historic District, Manhattan

Banana print wallpaper & a huge flower motif makes this Upper West Side apartment perfect for the whimsical ones. It's got all the excitement of a wrapped present with surprises in every corner.


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

Explore the 626 most perfect homes in our collection

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Most popular homes in Shelter Island

Colours of the Spirit

Colours of the Spirit

  • 6 guests

  • 3 bedrooms

Chinatown, Manhattan

The Mesmerised Voyager

The Mesmerised Voyager

  • 6 guests

  • 3 bedrooms

Astoria, Queens

Times Square Splendour

Times Square Splendour

  • 8 guests

  • 4 bedrooms

Midtown South, Manhattan

Cloud Divine

Cloud Divine

  • 6 guests

  • 3 bedrooms

Tribeca, Manhattan

Urban Retreat

Urban Retreat

  • 2 guests

  • 1 bedrooms

Brooklyn Heights, Brooklyn

Beaujolais

Beaujolais

  • 2 guests

  • 1 bedrooms

Southside, Brooklyn

Broadway Studio

Broadway Studio

  • 2 guests

  • 0 bedrooms

Theater District, Manhattan

Hawk & Falcon

Hawk & Falcon

  • 10 guests

  • 4 bedrooms

Ulster County, Rochester

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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 626 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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