Holiday rentals near Shelter Island

We found 3,214 holiday rentals — enter your dates for availability

Scroll through and discover holiday rentals within easy reach of Shelter Island that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include a hot tub and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Shelter Island

Showing deals for:29 May - 5 June

Image gallery for The Boat House | Single Family Oceanfront | Hot Tub | Game Room | AC

Living area
9.8 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)

The Boat House | Single Family Oceanfront | Hot Tub | Game Room | AC

San Diego

11% off
Price is AU$16,811
for 7 nights, 1 home
AU$2,402 per night
includes taxes & fees
The Boat House | Single Family Oceanfront | Hot Tub | Game Room | AC

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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