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Shelter Island Heights Vacation Rentals

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Dec 29 - Dec 30
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Dec 30 - Dec 31
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Jan 2 - Jan 4
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Jan 9 - Jan 11

Our top choices for Shelter Island Heights vacation rentals

Front of property - evening/night
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1274)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ₩199,814
₩256,500 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Montauk Manor
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is ₩690,555
₩953,668 total
includes taxes & fees
Dec 30 - Dec 31
Offshore Residences
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.
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Top Shelter Island Heights Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Breakfasts were great, dinner was good and service was very good. Our rooms were clean and well appointed."
Warner 2-night trip
Posted 21 hours ago
Saybrook Point Resort & Marina

Find out more about Shelter Island Heights

Search for Vacation rentals in Shelter Island Heights on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Shelter Island Heights using one of the methods below:

  • View our selection of featured Vacation rentals in Shelter Island Heights
  • Use the map to find apartments and other Vacation homes in the Shelter Island Heights neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Shelter Island Heights while they last

Look no further and take a look at our great range of rental properties in Shelter Island Heights!

Frequently asked questions

Are there vacation rentals in Shelter Island Heights?

Yes, you can find vacation rentals close to the most popular attractions in Shelter Island Heights, or you can select a more remote option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the beaches in Shelter Island Heights. Make sure you have time to check out the golf courses and entertainment choices during your trip.

How many vacation rentals are there in Shelter Island Heights?

With 34 Expedia vacation rentals, you're sure to find just the right place for your Shelter Island Heights stay.

What’s there to see and do in Shelter Island Heights?

Sunset Beach and Crescent Beach are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Shelter Island Country Club and Sylvester Manor.

What’s a vacation rental in Shelter Island Heights like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Shelter Island Heights. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.