Are there any 5-star vacation rentals in Shelter Island?

Our site doesn't offer any 5-star vacation rentals in Shelter Island. However, you will still find some top-rated stays where the only item on your itinerary will be to kick back and have fun. See what's available by searching through our vacation rentals in Shelter Island .

5 Stars Hotels in Shelter Island, New York from CA $451

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Top Shelter Island 5 Star Hotels

"Great experience at a wonderful property!"

CA $1,718 total

includes taxes & fees

Aug 11 - Aug 12

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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Shelter Island.

Marram

21 Oceanview Terrace, Montauk, NY

CA $451

CA $775 total

Sep 2 - Sep 3

includes taxes & fees

8.6/10 Excellent! (199 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

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Five Star Hotels in Shelter Island

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Shelter Island so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Shelter Island and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Shelter Island

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Shelter Island

The results are in, and Shelter Island 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Shelter Island! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Shelter Island today and settle down in the lap of luxury tomorrow.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Shelter Island?

How much you pay for a 5-star hotel in Shelter Island can vary according to when you prefer to travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to score the best deal on an indulgent stay.

Search for the lowest price per night from CA $451

What makes a hotel 5 stars in Shelter Island?

Exemplary guest service characterizes every 5-star hotel in Shelter Island. From the instant you arrive, staff attend to your every whim, whether arranging valet parking or providing in-room massage treatments. On top of that, hotels must offer upscale amenities to be eligible for a 5-star rating. These can include luxury bathrobes, on-site spa facilities, swimming pools, gastronomic restaurants and knowledgeable concierge.

Are there any 5-star all-inclusive resorts in Shelter Island?

Use our handy filters to find an upmarket retreat in Shelter Island where everything you need is included. Next, narrow down your results for resorts that have a 5-star rating and are categorized as "All inclusive." The first thing on the to-do list at these stays? Pure enjoyment and indulgence.

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