Outlook Shelter Collective Retreats Governors Island exterior

Choose Your Own (Holiday) Adventure: 10 Homes for Countryside Living or an Urban Retreat

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You don’t actually have to leave New York City to feel like you’ve escaped the urban grind—just head to Governors Island, a 172-acre island off the southern tip of Manhattan that’s open from May to October and is home to a public park with rolling green hills, bike parks, art installations, and summer festivals. The Outlook Shelter offers a luxe spot to spend the night, with Scandi-style interiors complete with comfy beds and sofas, a private deck for sunset drinks, and a bathtub that opens out to parkland.