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Shelter Island 5 Stars Hotels

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Check availability on Shelter Island 5 Star Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Shelter Island 5-star hotels

A house with a sloped roof, large windows, and a pathway leading to the entrance.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.
A covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.
A wooden gate leading to a pathway surrounded by lush greenery and trees.

1. Mill House Inn

Mill House Inn
Pantigo Road Historic District
United States
Rhett
NT$10,311
NT$14,902 total
includes taxes & fees
Oct 12 - Oct 13
Mill House Inn
A large house with a swimming pool, hot tub, and outdoor seating area surrounded by trees.
A large, two-story house with a well-maintained lawn and flower beds.
A dining area with a wooden table, chairs, and a chandelier. There are windows with views of greenery outside.
A spacious living room with a stone fireplace, leather sofas, and a wooden coffee table.

2. Casa Newmark Holiday home 7 BestStayz.1

Casa Newmark Holiday home 7 BestStayz.1
Sagaponack
Casa Newmark Holiday home 7 BestStayz.1
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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.
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY
NT$12,492
NT$17,127 total
Sep 29 - Sep 30
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
NT$7,939
NT$9,977 total
Oct 25 - Oct 26
includes taxes & fees
Sound View Greenport
Offshore Montauk

Offshore Montauk

71 S Emerson Ave Montauk NY
NT$5,111
NT$7,652 total
Sep 28 - Sep 29
includes taxes & fees
Offshore Montauk
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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.

See all hotels in Shelter Island
A coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

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 depends on factors such as when you plan to travel and the length of your break. Our top tip for landing an awesome deal? Use our pricing filters to compare the available hotels for your selected dates.
  • Search for the lowest price per night from NT$7,652
What makes a hotel 5 stars in Shelter Island?
From fine dining restaurants and fitness centers to pools and superior bedding, the 5-star experience in Shelter Island is all about luxury and relaxation. But it requires more than just upscale conveniences to get a 5-star rating. Hotels must also offer outstanding guest-centric services like in-room massage treatments, on-site laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Shelter Island?
Find a luxury escape that includes your lodging, meals, drinks and entertainment in Shelter Island with Expedia's filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the price. That way, you're ready to take advantage of the premium perks on offer from the moment you get there.

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