The Fifties Barn
8 guests
4 bedrooms
East Hampton, The Hamptons
Once a 1950s potato barn, this historic home now provides rustic charm in the affluent Hamptons. Though we fell in love with the loft library, dramatic furnishings, and leafy garden, complete with a private pool and hot tub, the location is also worth mentioning.
The Olde Rancher
6 guests
4 bedrooms
Plainfield, Sullivan County
Set on a sprawling 326-acre estate, this incredible home is a stunning year-round retreat that boasts breathtaking mountain views, multiple ponds, scenic hiking trails and a plethora of possible activities. Upon arrival, your host will show you around the luxury barn, allowing you to decide which facilities to add to your stay – this includes a gym, Japanese bathroom, gym and even a recording studio.
Gatsby's Mansion
42 guests
11 bedrooms
Belle Terre, Brookhaven
Homes like this are one in a million. An eight-acre complex on the Port Jefferson coastline, guests will find virtually everything they could wish for at the address.
Saltbush
7 guests
4 bedrooms
Montauk, East Hampton
Located a short walk away from the beach, we thought Saltbush would be a great base for a family or a group of friends looking for a seaside escape. The decor has clean, simple, beachy vibe – it isn’t trying to be wildly innovative or elaborate, but it ties in well with the location, and the space feels comfortable and relaxing.
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