Book Bed and Breakfast in Shelter Island

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Featured B&B 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

    Montauk Yacht Club

    Montauk Yacht Club

    32 Star Island Rd, Montauk, NY
    The price is $267 per night from May 4 to May 5
    $267
    includes taxes & fees
    $234 per night
    May 4 - May 5
    8.4/10 Very Good! (1,001 reviews)
    Montauk Manor

    Montauk Manor

    236 Edgemere St., Montauk, NY
    The price is $208 per night from Apr 28 to Apr 29
    $208
    includes taxes & fees
    $182 per night
    Apr 28 - Apr 29
    9/10 Wonderful! (1,159 reviews)
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd, Old Saybrook, CT
    The price is $91 per night from Apr 21 to Apr 22
    $91
    includes taxes & fees
    $79 per night
    Apr 21 - Apr 22
    7.6/10 Good! (947 reviews)

Bed and Breakfast

Book a bed and breakfast in Shelter Island
A romantic getaway awaits when you book a bed and breakfast in Shelter Island. The beauty of renting a B&B is that each one is unique. A farm B&B is cozy and rustic, while a luxury B&B provides top-of-the-line luxuries, including in-room jet tubs and thousand thread-count sheets. And let’s not forget the most important part of its name…breakfast! Bed & breakfasts are famous for putting out a great spread each morning. Fill your plate with fluffy pancakes with maple syrup, hot eggs right from the pan, and a cup of hot coffee to help get you ready for the rest of your day.

All are welcome at Shelter Island bed n breakfasts
Some cheap accommodations are designed to simply give travelers a roof overhead and a comfortable bed to sleep on between adventures or business meetings. This definitely isn’t the case with a bed and breakfast (also known as a breakfast inn). The right B&B doesn’t just host your vacation to Shelter Island, it becomes part of it. In many cases, travelers get to know the manager of the B&B, as well as mingle with other guests. Many B&Bs also arrange activities for guests, such as hikes in the area, bird watching outings, or fun game nights. 

B&B hotels have a reputation as a romantic retreat for couples. However, B&Bs are actually for all sorts of travelers. Book one with a parent, child, or your favorite travel buddy. Want to take your fur child on your adventure to Shelter Island? A quick search through Orbitz will bring up pet-friendly B&B options so your best friend can come along.

Shelter Island B&B essential information

Accommodation
39 B&B
Lowest Price
$91
Highest Price
$471
Popular accommodation
The Sagaponack, Inn at Harbor Hill Marina, The Captain Stannard, Harpoon House, Carole's Place B & B, Mill House Inn, The Scranton Seahorse Inn, Westbrook Inn B&B, The 1708 House