Sea Aster
6 guests
3 bedrooms
Sag Harbor, Southampton
Sea Aster sits in an ideal spot for exploring beach and town life. Sag Harbor Main Street, with its restaurants, boutiques and artisan bakeries, is less than fifteen minutes’ walk away, and you can get to Haven’s Beach – a perfect spot to watch the sun set – in ten.
A Summer's Eve
15 guests
7 bedrooms
Greenburgh, Westchester County
If you need a base for a friendly get-together or a family reunion, then look no further than this abode in the heart of Westchester County. Thanks to the games room, gym and cinema room, there’s never a dull moment here – and that’s just what’s inside the home.
Dappled Sunlight
8 guests
4 bedrooms
Northwest Harbor, East Hampton
Make like a New Yorker and escape to the famous Hamptons. This home has everything you could need for an effortless, laidback break from the city.
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 914 most perfect homes in our collection
Explore our collection of luxury Extended Stay Rentals available for you to rent in Shelter Island. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Shelter Island collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.
