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.
On the Edge of Nature
4 guests
3 bedrooms
Gardiner, New York
It’s the end of the line. Beyond this chalet, there’s nothing but Minnewaska’s protected preserveland.
Whale Watching
8 guests
4 bedrooms
Sag Harbor, Southampton
Arriving at this effortlessly chic seaside home from the city is a shockingly swift affair – you can be in Manhattan for breakfast and Sag Harbour for lunch. With its white-washed interiors and beachy accents, the home is ideal for a family of weekenders or those looking for a long-term change of scenery.
The Striped Sea Bass
6 guests
3 bedrooms
Bay Point, Noyack
If you’re looking for all the charm of a country cottage with the space and grandeur of a manor house, this is the spot for you. It’s a four-minute stroll to the vast stretch of sand at Long Beach and a six-minute drive sees you in the heart of the pretty village of Sag Harbor.
Explore the 920 most perfect homes in our collection
Discover the most romantic accommodation in Shelter Island. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Shelter Island has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
