Shelter Island Heights Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Shelter Island Heights vacation rentals

Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (310 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is ₩223,998
₩297,017 total
includes taxes & fees
Apr 12 - Apr 13
Windward Shores Ocean Resort
Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (420 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
The price is ₩205,637
₩251,364 total
includes taxes & fees
Apr 21 - Apr 22
Montauk Oceanside Suites
Superior Villa, Pool View | Living area

PinkWood PlayHouse

PinkWood PlayHouse
4.0 star property
East Hampton
The price is ₩4,533,450
₩5,179,467 total
includes taxes & fees
Apr 1 - Apr 2
PinkWood PlayHouse
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is ₩261,807
₩364,776 total
includes taxes & fees
Apr 1 - Apr 2
Cliffside Resort Condominiums
Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ₩276,087
₩315,430 total
includes taxes & fees
Apr 8 - Apr 9
North Fork Cottages & RV Resort
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,309 reviews)
"Great property "
United States
brian
The price is ₩229,508
₩291,955 total
includes taxes & fees
Apr 14 - Apr 15
Montauk Manor
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

Offshore Montauk

Offshore Montauk

10/10 Excellent
"Very clean room, good quality. The outside pool under construction as of March 2026. "
Piotr 1-night trip
Posted 7 hours ago
Offshore Montauk

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:

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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 33 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.