Hitchbrook
6 guests
3 bedrooms
Sharon, Litchfield County
Built in 1800, Hitchbrook is a quintessential New England home. Surrounded by farmland and rolling hills, this home is a private getaway for those looking for a pastoral retreat.
Shelter Island Luxury Rentals
We selected the 104 homes worth renting in this location
Home spotlights in Shelter Island
The Old Life-Saving Station
13 guests
6 bedrooms
East Marion, North Fork
Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman.
A New Perspective
6 guests
4 bedrooms
Orange County, Newburgh
On the bank of the Hudson river lies A New Pespective. Designed by renowned architect Philip Johnson in the late 20th Century, attention has been paid to every element of the architecture here.
Venus In Furs
6 guests
3 bedrooms
Hudson, Columbia County
A grand townhouse in the middle of Hudson, Venus In Furs is not only a great place for exploring the Catskills and the Hudson Valley, but it’s also a destination in its own right. Whether sinking into the plush Chesterfield, or spending long evenings around the fire pit, you have plenty of options when it comes to relaxation.
We selected the top 3% holiday homes in Shelter Island Luxury Rentals
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A handpicked selection of the best luxury homes in Shelter Island, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.
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