Ukuqasha kokuvakasha e-Shelter Island

Isilinganiso esingu-4.89 kokungu-5, ukuphawula okungu-28

Peaceful and Private 3 bedroom home in the woods

Located on a private road & nestled in the woods, you’ll easily get lost in the quiet sounds & sights of nature all around you. Great walking/biking area, with the beaches less than a half-mile away. SI is a special example of the beauty on this earth! My 14 lb dog & I live in the separate converted garage. Your house has separate parking, a privacy fence & separate entrance, so you'll only see me if you need me. If you’re looking to escape, relax, & quiet your mind, you have found your home! ✨

Isilinganiso esingu-4.98 kokungu-5, ukuphawula okungu-85

Modern, spacious SI home with pool

Built in 2015, this airy 4-bedroom house sits on a private acre near Hay Beach and comes with a heated 16x38 gunite pool, well-equipped kitchen, gas grill and modern amenities. Contemporary furniture, uncluttered space; home office with a wired internet connection. Pool is open between 5/20/25 and 9/29/2025. Pricing inclusive of weekly cleaning, pool, yard, and garbage collection services as well as utilities. *Propane for pool heating charged separately for stays a week or longer*

Isilinganiso esingu-4.88 kokungu-5, ukuphawula okungu-26

Newly Renovated w/ Pool, Hot tub & Fireplace

Shelter Island Rental License #: 2025-L-0056 !!!PLEASE DO NOT PUT IN A BOOKING REQUEST UNTIL WE HAVE HAD A CONVERSATION VIA THIS SITE. THANK YOU!!!! Great for fall and winter! Perfect for families! 4 Adults Max. Newly renovated, light filled home! Heated pool and hot tub in summer in a private tree-filled yard. Fireplace and great sledding in the colder months. Mid-century modern style; close to Shelter Island Heights and beaches. **POOL & HOT TUB CLOSED MID OCTOBER UNTIL MAY**

Isilinganiso esingu-4.96 kokungu-5, ukuphawula okungu-164

Shelter island retreat

Two bedroom on the top floor of a house on Shelter Island on secluded one-acre. fire pit, wood-burning fireplace, layered decks, stainless steel kitchen, five minutes to beach. close to the south ferry .outdoor sauna and hot tub. Own entrance very private. owner lives on property as well in very separate space. 19W-0009 Own entrance very private. owner lives on premise as well in very separate space.has cat that lives in studio with owner 19W-0009 Long term rental also Available

Ikamelo lezivakashi e-North Fork

Isilinganiso esingu-4.91 kokungu-5, ukuphawula okungu-317

The Greenport Suite—private entry + near the beach

Welcome to The Greenport Suite! With its separate entrance, secluded outdoor patio space and ideal location, this newly-redesigned private suite in our contemporary Village home is perfect for enjoying a North Fork getaway. We are located just a few short blocks from bay beaches, the harbor, and public transport, while the area's celebrated wineries are a short drive or bike ride away. Come see why Forbes named Greenport one of the 11 prettiest villages in the United States!

Isilinganiso esingu-4.94 kokungu-5, ukuphawula okungu-187

Ikhaya e-North Fork

Harbor Heights

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-13

Ikhaya e-North Fork

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

Indlwana e-Shelter Island

Isilinganiso esingu-4.91 kokungu-5, ukuphawula okungu-23

Waterfront Getaway on Shelter Island

This bright, spacious, private 3 bedroom, 2 bath contemporary home located at the end of the secluded Westmoreland peninsula on Shelter Island is the ideal retreat for summer. Hosting waterfront views from every room leading to a large open deck for gatherings of all kinds. This remote cottage is only 5 minutes from 2 of the best beaches on Shelter Island, Shell and Crescent Beach. Bring your water sports and enjoy Westneck creek and it’s beautiful scenic views!

Umbungazi ovelele

Indlwana e-Shelter Island

Isilinganiso esingu-4.95 kokungu-5, ukuphawula okungu-42

Cozy Shelter Island 2 Bedroom 1 Bath Cottage

This cozy cottage is perfect place to relax and unwind. Located in the center of the island about a mile from the beach and nature preserve. Sleeps up to 9 people - with queen size aero bed provided. Linens, dishes, utensils etc. included. Fridge has icemaker and filtered water feature. Outdoor covered dining area with table and 8 chairs. 2 person swing, BBQ & outdoor shower. 2/3 acre property. Relax with the whole family at this peaceful place to stay.

Isilinganiso esingu-4.94 kokungu-5, ukuphawula okungu-62

Beautiful beach home with pool & water views!

Perfectly situated just past the Island Boatyard and Salt in a blissful neighborhood surrounded by water on 3 sides. 4 town landings and beach access right across the street. Newly renovated gourmet kitchen with large island and beautiful quartz counters. Back deck offers full outdoor dining space with propane Weber grill, wicker seating area with beautiful propane Firepit for hours of evening enjoyment and chaise lounges by the pool.

I-guesthouse e-Shelter Island

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-64

Bayfront 1BR/2BR detached guesthouse with pool

Perfect relaxing getaway for a couple or family. Bayfront 1BR/2BR fully detached guest house with gorgeous morning views. Property has saltwater pool + hot tub (open May -October) and bay access via private dock. Central to both north & south forks (wineries + Hamptons or Montauk just short drive away). Down the road from famous Shelter Island Sunset Beach + golf course. Come explore the beauty of the Hamptons without the stress!

Umbungazi ovelele

Isilinganiso esingu-4.9 kokungu-5, ukuphawula okungu-117

Hay Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

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Thola ubungako bendawo obukwenele.

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Amahhotela

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Amasevisi athandwayo ase- Shelter Island ezindawo eziqashwayo zeholide

Ikhishi

I-Wifi

Indawo yokubhukuda

Ukupaka mahhala ngaphakathi endaweni

Umshini womoya oqandisayo

Ezinye izindawo ezinhle eziqashwayo zeholide e- Shelter Island

Ifulethi e-Shelter Island Heights

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-7

CHIC WATER VIEW APT. ON SHELTER ISLAND

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-13

Waterfront Treehouse with Pool as seen on HBO

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-11

Waterfront Estate on Shelter Island. 100 Ft Dock

Ikhaya e-Shelter Island Heights

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-11

Laid Back Relaxation

Isilinganiso esingu-4.93 kokungu-5, ukuphawula okungu-80

Family Friendly Island Home

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-4

New vacation house on the island(new pool)

Isilinganiso esingu-5 kokungu-5, ukuphawula okungu-8

6-acre Hidden Estate for 10 w/FP, Pool, Chef's Kit