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Shelter Island Vacation Rentals

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Vacation Rentals in Shelter Island

Free WiFi, bed sheets
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.2 out of 10, Wonderful, (5)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ₩286,412
₩327,224 total
includes taxes & fees
Nov 19 - Nov 20
North Fork Cottages & RV Resort
Front of property - evening/night
Montauk Manor

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1261)
"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "
United States
Lydia
The price is ₩203,573
₩261,326 total
includes taxes & fees
Dec 15 - Dec 16
Montauk Manor
Front of property
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is ₩2,930,216
₩3,548,645 total
includes taxes & fees
Nov 26 - Nov 27
Canoe Place Waterfront 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 Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Clean, spacious"
William 1-night trip
Posted 18 hours ago
The Bentley Hotel Southampton

Find out more about Shelter Island

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

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

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

Frequently asked questions

Can I find vacation rentals in Shelter Island?

Yes, we have vacation rentals in Shelter Island close to Shelter Island Whale's Tail, or you can select a more secluded option if you'd like a relaxing place to stay. Shelter Island is known for its parks and beaches. Make sure you have time to check out the museums while you're in the area.

How many vacation rentals are there in Shelter Island?

Choose from 85 Expedia vacation rentals in Shelter Island for a memorable vacation.

What can I see and do in Shelter Island?

Sunset Beach and Mashomack Preserve are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Shelter Island Whale's Tail. Gardiner's Bay Country Club and Shelter Island Historical Society are other places to visit while you're in town.

What are vacation rentals like in Shelter Island?

Vacation rentals are private properties you can reserve for a couple days or more in Shelter Island. Vacation rentals offer extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips.