Holiday rentals near Shelter Island
We found 3,230 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:19 Sept - 26 Sept
Image gallery for 🌟Breathtaking 180º Views | Family+Work | Hot Tub | 💖of San Diego🌴 |5⭐️reviews
10 out of 10 rating
Exceptional
(62 reviews)
🌟Breathtaking 180º Views | Family+Work | Hot Tub | 💖of San Diego🌴 |5⭐️reviews
San Diego, CA
16% off
Price is AU$10,680
AU$1,526 per night
includes taxes & fees
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Condo/Apartment
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Find the best place to stay - Shelter Island
Showing deals for: 13 Sept - 16 Sept
Ocean Beach #2 ‘Garden’ Cozy Cottage - Walk to the beach!
Sleeps 2 · 1 bedroom · 1 bathroom
9.4 out of 10
exceptional
(151 reviews)
The current price is AU$966
for 3 nights, 1 apartment
AU$322 per night
includes taxes & fees
Top rated rentals - Shelter Island
Wonderful stay!
10 out of 10
exceptional
(130 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value