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.
Sunflowers & Wisteria
11 guests
5 bedrooms
Springs, East Hampton
Look out for artists, poets and musicians in the area around this home – it’s located in Springs, arguably the coolest town in the Hamptons. In the past, it’s played host to visionaries like Jackson Pollock and Lee Krasner, Willem de Kooning, Kurt Vonnegut, Nora Ephron and John Steinbeck.
The Old Silo
4 guests
2 bedrooms
Litchfield, Litchfield County
Formerly a grain silo, this extraordinary house is as unique and beautiful as its surroundings. Set on 170 acres of rolling green New England countryside, there are breathtaking views from all sides.
Doric Detail
8 guests
4 bedrooms
Dover, Dutchess County
Originally built in the 1870s, this farmhouse has been added to over time to create a sociable family home. Inside, original details such as exposed wooden beams and large sash windows are complemented by vintage furniture and traditional furnishings, while a bar is ideal for evening cocktails.
Explore the 44 most perfect homes in our collection
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