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Search Holiday Rentals in Shelter Island

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Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Top Holiday Rentals in Shelter Island

Front of property – evening/night
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1257)
"Beautiful grounds, excellent staff"
United States
Jess
The price is ₹13,283
₹16,897 total
includes taxes & fees
3 Nov - 4 Nov
Montauk Manor
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils
Driftwood Resort
Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
United States
DongHo
The price is ₹12,646
₹17,311 total
includes taxes & fees
26 Oct - 27 Oct
Driftwood Resort
Beach nearby
Cliffside Resort Condominiums
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (244)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
United States
dean
The price is ₹19,667
₹26,287 total
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums
Property map
North Fork Cottages & RV Resort
North Fork Cottages & RV Resort
3.0 star property
The price is ₹105,334
₹120,344 total
includes taxes & fees
31 Oct - 1 Nov
North Fork Cottages & RV Resort
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites
Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (415)
"We loved it, suite size was great! "
United States
Patrick
The price is ₹11,955
₹14,613 total
includes taxes & fees
26 Oct - 27 Oct
Montauk Oceanside Suites
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

Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"Amazing view. Rooms were clean and provided enough space "
Florence 1-night trip
Posted 3 days ago
Sea Crest Resort

Find out more about Shelter Island

Holiday Rentals in Shelter Island

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

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

Yes, there are holiday rentals in Shelter Island close to Shelter Island Whale's Tail, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals are there in Shelter Island?

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

What can I see and do in Shelter Island?

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

What are holiday rentals like in Shelter Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shelter Island. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.