Search Shelter Island, NY accommodations

This Noyack holiday home is situated in the peaceful Pine Neck community, just a short walk from Circle Beach and 6.4km from Sag Harbor village with its shops and restaurants.
Sleeping five guests, this three-bedroom, two-bathroom property boasts a chef's kitchen, a large patio with grill, an outdoor shower, and a master bathroom with a clawfoot tub; a separate studio with a half-bath adds extra space.

This Greenport apartment is situated a short walk from Greenport village centre and its restaurants, approximately 0.8 kilometres from the Shelter Island Ferry.
The one-bedroom flat, sleeping four guests, boasts two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, and a private garden; plus parking is available.

This Southold holiday home is situated on a private plot, a short walk from the beach and close to local farms and wineries.
The self-catering property offers two bedrooms, one-and-a-half bathrooms, sleeping up to four guests, and features a Weber grill, fire pit, kayaks, paddleboard, and outdoor shower for al fresco dining and relaxation.

This peaceful apartment on Shelter Island offers a quiet retreat with convenient access to the island's natural beauty, ideal for family stays and unwinding.
This 3-bedroom, 1-bathroom flat accommodates up to 6 guests and features a kitchen with a fridge and microwave, garden, parking, and excellent internet, providing a tranquil base for exploring the area.

This Greenport apartment is located in the Cliffside Resort Condominiums on the North Fork of Long Island, just a short walk from the beach. The apartment has excellent user, location, and cleanliness ratings.
The apartment, which is 65 square metres in size, has two bedrooms, two bathrooms, and can accommodate up to six guests. It offers a range of amenities including a private balcony and deck, a well-equipped kitchenette, and access to a private beach, swimming pool, and spa.

This three-bedroom house is situated in Shelter Island Heights, a 1.6km walk from Crescent Beach and a mere 0.16km from Léon 1909 restaurant.
The property offers two bathrooms, sleeps four guests, includes air conditioning, parking, and a kitchen, plus a backyard ideal for barbecues.

This family-friendly residence on Shelter Island offers convenient beach access and a private, peaceful setting.
This holiday home accommodates up to 8 guests with 2 bathrooms, a kitchen featuring a microwave oven and dishwasher, air conditioning, a swimming pool, a garden, and parking, plus keyless entry for ease of arrival.

This Silver Beach apartment in Shelter Island Heights is near Shell Beach (a short walk) and Sunset Beach (a short drive), with a town landing for kayaking, canoeing and paddle boarding less than 0.4 kilometres away.
The one-bedroom, one-bathroom flat sleeps two guests and offers a private entrance, second-floor balcony with water views, a fully equipped kitchen including a fridge and dishwasher, air conditioning, a garden, and hot and cold outdoor shower.

This four-bedroom apartment is located in a peaceful area of Shelter Island, just 800 metres from Wades Beach and within walking distance of Commander Cody's, a popular BBQ/seafood restaurant.
The property boasts a large open kitchen/dining room, a spacious living room, a massive sofa, two full bathrooms, a large outdoor patio for BBQs, and a barn and guesthouse on the property, offering ample space for relaxation and enjoyment.

This three-bedroom, two-bathroom apartment on Shelter Island is situated in a peaceful neighbourhood, a mere stone's throw (approximately 0.15 km) from the beach.
Offering a private tennis court, two expansive decks, and parking for two cars, this spacious property sleeps seven guests and boasts mid-century modern design with stunning sunset views; kayaking, paddle boarding and sailing are all easily accessible.

This three-bedroom, two-bathroom flat is located a mere 50 metres from Greenport's downtown shops, dining establishments, and the waterfront.
This modern coastal dwelling accommodates up to six guests and features a gourmet kitchen with quartz counters, a master suite with a walk-in closet, in-unit laundry, and a sunlit east-facing deck, with rare off-street parking available.

This waterfront apartment is situated in Shelter Bay, on the North Fork of Long Island, just a short drive from the charming village of Southold. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it an ideal choice for travellers seeking a comfortable and enjoyable stay.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It offers a range of amenities, including a fully equipped kitchen, a private terrace with stunning views, a garden, and direct access to a sandy beach on the Hashamomuck Inlet, perfect for swimming, kayaking, and watching the sunset.