The Whaler's Cottage
5 guests
3 bedrooms
Sag Harbor, Southampton
Dating back to the eighteenth century, it’s safe to say that The Whaler’s Cottage is steeped in history. It has a wonderful garden with lots of room for relaxing, and the interiors are stunning.
Jewel on the Hudson
12 guests
5 bedrooms
Coxsackie, New York
This riverfront home is the kind of getaway we dream of every day. The infinity pool and views of the Hudson River are magnificent – just imagine how calming it is to wake up to views of this calibre every day.
Kennedies
9 guests
4 bedrooms
North Sea, Southampton
An idyllic escape for all the family, this waterfront home sits in the hamlet of North Sea, part of larger Southhampton, and within an easy drive of a wide selection of restaurants, boutique shops and beautiful beaches. Whether you're here for a weekend or a longer stay, you'll immediately feel relaxed in this quiet spot, surrounded by nature.
Technicolour Dreamland
6 guests
3 bedrooms
Northwest Harbor, East Hampton
This colourful Hamptons home has a laid back, friendly feel that would be perfect for a group of friends or family. In a quiet part of the Northwest Woods area of East Hampton, the house is surrounded by trees which guarantees peace, quiet and privacy to enjoy your trip.
Explore the 920 most perfect homes in our collection
Here at Plum Guide, we pride ourselves on the consistent quality we offer our guests, so book Log Cabins in Shelter Island to see what all the fuss is about. We leave no stone unturned in our hunt for the finest homes, with a visit from an independent Home Critic rounding off a meticulous 150-point vetting process, which homes must pass to be accepted into our collection. Every home on our books is guaranteed to come fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Rent one of the finest luxury Shelter Island Holiday Cabins now, and start planning for the trip of a lifetime. And make your life easy by contacting our team of Plum experts, on standby 24/7 to help you in any way they can.
