The Archway
9 guests
4 bedrooms
West Hurley, Hurley
Urbanites looking for a tranquil getaway will enjoy the large indoor and outdoor spaces to relax and unwind. Each room has been lovingly styled by the host, Ayanna, who has instilled her character and charm into the home.
Great Mountain
8 guests
3 bedrooms
Rosendale, New York
Sitting on the deck of this beautiful home in Rosendale, which overlooks the Catskills mountains in one direction and the woods in the other, you'd be forgiven for thinking you're secluded away, miles from civilisation. When in actual fact, Main Street is just down the road.
The Architect's Gallery
10 guests
5 bedrooms
Greene County, Cairo
This 150-year-old Hudson Valley farmhouse sits on 16 acres of land that includes an apple orchard. It’s an idyllic base for those seeking an escape to the peace of the Catskills – though the town of Windham is just a ten-minute drive.
Gift of the Sea
6 guests
2 bedrooms
Nantucket County, Massachusetts
Originally built in the 1800s as a fisherman’s shanty, this traditional cedar-shingled building has since been restored into a peaceful waterside sanctuary – it's the perfect setting to relax, reflect and listen to the soothing sound of the sea. Inside, the owners have honoured the integrity of the space whilst integrating a range of vintage and handcrafted furnishings – each with its own story and tale from travels near and far.
Explore the 80 most perfect homes in our collection
Discover our curated collection of luxury holiday Cottages in Shelter Island. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Shelter Island Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.
