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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Shelter Island cottages

Balcony

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (41 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is £426
includes taxes & fees
17 Aug - 18 Aug
North Fork Resort
Cottage (3 Bedrooms) | Interior

2. Hamptons Vacation Rental w/ Saltwater Pool

Hamptons Vacation Rental w/ Saltwater Pool
3.0 star property
Hampton Bays
The price is £1,277
includes taxes & fees
5 Aug - 6 Aug
Hamptons Vacation Rental w/ Saltwater Pool
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 Hotel Reviews

Budget Host East End

Budget Host East End

8/10 Good
"The place was very nice. The staff was friendly and very helpful. The rooms were clean and the bed was comfortable."
Stephanie 1-night trip
Posted less than an hour ago
Budget Host East End

Find out more about Shelter Island

Shelter Island Cottages information

Number of reviews
41
Accommodation
236 Cottages
Lowest Price
£426
Highest Price
£1,277

Frequently asked questions

Why book your cottage in Shelter Island with Expedia?
We think a getaway should be easy, so if you're seeking cottages in Shelter Island at an affordable rate, Expedia has your back. Keep the budget under control and pick a thrifty option far from the hustle and bustle, or book a 5-star cottage to pamper your favourite people.
How can I find cheap cottages in Shelter Island?
With Expedia's handy filter tool, locating cheap cottages in Shelter Island is easy. To discover properties that'll make your hip pocket happy, narrow your search by amenities, star rating and budget.