Compare Shelter Island Apartments

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Featured Apartments in Shelter Island

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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.

Hotel Options in Shelter Island

    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway Montauk NY
    $411 nightly
    The price is $469 total per night from Dec 1 to Dec 2
    $469 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.2/10 Very Good! (881 reviews)
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd Old Saybrook CT
    $83 nightly
    The price is $95 total per night from Nov 18 to Nov 19
    $95 total
    Nov 18 - Nov 19
    Total with taxes and fees
    Water's Edge Resort & Spa

    Water's Edge Resort & Spa

    1525 Boston Post Road Westbrook CT
    $205 nightly
    The price is $236 total per night from Nov 23 to Nov 24
    $236 total
    Nov 23 - Nov 24
    Total with taxes and fees

Apartments

Book apartments in Shelter Island

Find your home-away-from-home when you book your next stay at an apartment in Shelter Island. Apartments are ideal for families, groups of friends and even solo travelers. More space, more options and more freedom—apartments are short-term digs that feel like a long-term arrangement. From one-bedroom apartments to three bedrooms or more, Orbitz has an incredible selection to choose from. It’s never been easier to live like a local in Shelter Island. 

Apartments for everyone in Shelter Island
Family apartments in Shelter Island have plenty of room for everyone. You’ll find multiple bedrooms, laundry facilities and furnished living rooms, so you can have movie nights just like at home. Plus, hotels with kitchens cut down on time spent finding kid-friendly restaurants. Spend that time making memories instead.

Friends are the family you choose, but you don’t need to be too close this vacation. Luckily, you can book apartments even your pickiest pal will love. This getaway with the girls or guys doesn’t have to break the bank, either. Cheap apartments in Shelter Island are just a click away. When it comes time to split the bill, no one will bail.

If you want the finer things in life, we’ll help you find luxury apartments in Shelter Island faster than you can say “thousand thread count sheets.” Get your best sleep ever, then wake up with a freshly brewed espresso and a full breakfast. It’s just like home, only much, much better.

Whether you’re a bargain hunter or a luxury lover, kitchens and kitchenettes are one of the most important features of short-term apartments in Shelter Island. It’s simple, really: Cooking your own meals is downright convenient. Even if you’re not a five-star chef, late-night snacks and morning mimosas get a whole lot easier when you’ve got a fully stocked kitchen to play with.

Shelter Island Apartments essential information

Accommodation
119 Apartments
Lowest Price
$95
Highest Price
$496
Popular accommodation
The Mast at Soundview · Beach+Ocean+Sunrise, Private Guest House Near the Beach • 1BR / 1.5BA, Charming Accommodations in the Hamptons, Freeboard at Soundview · Beach+Ocean+Sunrise, Unit 811: Studio | 1st Floor-Garden View | Osprey, Unit 1923: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West, The Bridge at Soundview · Beach+OceanView+Sunrise, Walk to Coast! Convenient Cottage in Dtwn Madison, 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach