The Edge
6 guests
3 bedrooms
Ulster County, Rochester
This NYT-featured Catskills home is not quite the cabin it seems to be. What looks like a single storey home from one angle is actually built over a creekside slope, and we think it's one of the most interesting places we've seen for a peaceful stay in the woods.
Bay Bliss
6 guests
4 bedrooms
Centerport, Huntington
This characterful beach house is located in a quiet neighbourhood of Centerport, perfectly placed for you to explore Long Island. Perched on the headland, it boasts spectacular bay views.
Mahogany
6 guests
3 bedrooms
Amenia, Dutchess County
Make the most of the New York state countryside from this home in Amenia, which is within driving distance of some excellent hikes, such as Macedonia Brook State Park (twenty minutes in the car). It’s also only thirty minutes from the Catamount ski resort, meaning there’s plenty on offer for active guests.
Cruising The Coast
6 guests
3 bedrooms
Sag Harbor, Southampton
This quintessential clapboard home in Sag Harbor is sure to pique the interest of travellers looking for a relaxing stay in the Hamptons. With its close proximity to the coast, including Haven's beach, the home is conveniently located for exploring the area.
Explore the 370 most perfect homes in our collection
Explore our collection of homes for 5 people in Shelter Island. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best 5 person homes that Shelter Island has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
