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Shelter Island apartments

We found 47 apartments — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in an apartment holiday rental in Shelter Island?
It isn't only the apartment holiday rental itself that controls how much you'll need to pay. Factors like school holidays and local events can increase demand for properties and result in more expensive prices. First time going to Shelter Island? Stay longer and you may find some holiday condo rentals offering discounts. Simply work out when you prefer to travel and let Stayz look after the rest.
When is the best time to rent a holiday condo in Shelter Island?
Check the availability of our apartment holiday rentals in Shelter Island at different times of the year. Some periods may have higher demand, affecting both availability and prices. If you want a more serene atmosphere, avoid visiting during school holidays or major holidays.
Where can I rent a Shelter Island holiday apartment with great views?
Use the "Location" filter to find an apartment holiday rental with the views you dream of waking up to. Start by entering the dates you want to book your condo in Shelter Island, then narrow your options based on the sort of area you'd rather stay in.
Does Shelter Island have any weekend apartment rentals?
Turn on your out-of-office reply and venture to Shelter Island for a weekend adventure in a Stayz apartment holiday rental. A top tip? Be flexible with your travel dates and book early to get the first choice of some fabulous holiday condo rentals.
Can I book a luxury apartment in Shelter Island?
Offering deluxe amenities like hot tubs and pools, our luxury apartment holiday rentals in Shelter Island will take your trip to a whole new level. They generally come with plush furniture, ultra-modern appliances and lots more. To truly rest and recharge, search for holiday condo rentals that offer hotel-like services such as housekeeping.
What are the top things to do in Shelter Island?
East Hampton Main Beach, Orient Point County Park and 67 Steps Beach are popular attractions that'll keep the whole family entertained in Shelter Island. There's nothing like travel to get everyone together, so browse our apartment holiday rentals in this exciting destination.
Why should I book my apartment holiday rental with Stayz?
Book your apartment holiday rental with Stayz and get more privacy and space compared to standard hotel accommodation. These types of stays feel like your home away from home. One of the best benefits? You'll never have to share your space, whether you spend your getaway in an apartment or something a little swankier, like an estate or a castle.