Ahoy There
8 guests
4 bedrooms
Shelter Island, The Hamptons
This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.
Shelter Island Accommodation with Car Parking Space
We selected the 642 homes worth renting in this location
Home spotlights in Shelter Island
Villa Menantic
8 guests
4 bedrooms
Shelter Island Heights, Shelter Island
Set across seven private acres on Shelter Island’s Menantic Peninsula, this waterside property epitomises tranquillity. Wake up to views on one of the home's two private balconies, before whipping up breakfast in the state-of-the-art kitchen and sipping your morning coffee as you paddle in the sea.
Long Point
8 guests
4 bedrooms
Noyack, Southampton
Set within an acre of lush green grounds, this seriously charming home is just a twenty-minute drive from the centre of Sag Harbour - undoubtedly one of New York State's best-kept secrets. This centuries-old seaside village may be known as one of the most family-friendly places in the Hamptons, but its strictly adults-only activities include a visit to the nearby Wölffer Estate vineyards to sample their famed rosé cider.
Borne Back
6 guests
3 bedrooms
Northwest Harbor, East Hampton
Just steps away from a private community beach, Borne Back was designed by its architect owner to provide a comfortable contemporary home in a perfectly quiet spot in the Hamptons. On a full acre plot next to Gardiner's Bay, it's surrounded by tall trees.
We selected the top 3% holiday homes in Shelter Island Accommodation with Car Parking Space
Explore the 642 most perfect homes in our collection
View on map
Check upcoming rates & availability for Shelter Island Accommodation with Car Parking Space
Frequently asked questions
Similar destinations
Planning a holiday and searching for accommodation with parking in Shelter Island? You've come to the right place: we’re the official selection of the world’s best homes. Explore our range of accommodation with parking in Shelter Island and find homes that come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
Search Our Collection