The house

Set on one acre in the highest part of Shelter Island Heights, this two-story shingled Craftsman home has 6,100 square feet of living space. Crescent Beach is a short walk away, with restaurants and shops nearby. A secured gate opens onto a brick-paver driveway.

Living areas have leather couches and a usable fireplace, with hardwood flooring throughout the main floor and bedrooms. The kitchen has a tiled floor, wood cabinetry, stainless steel appliances and a tiled brick island seating four. The dining table seats eight. Glass doors open onto a wood deck running the length of the house and overlooking the yard.

The finished, carpeted lower level has a pool table and table tennis table. It opens onto a covered outdoor dining area with a grill and seating for 10. The landscaped backyard has a private heated outdoor pool.

The home sleeps 14 guests, with six bedrooms in the main house and one bedroom and a bathroom in the separate guest house. Sleeping arrangements comprise one king bed, one pull-out sofa, three twin beds and four queen beds. There are five full bathrooms, one half bathroom and an outdoor shower. Bed linens, bath towels, a hair dryer, hot water, air conditioning, Wi-Fi, a washer and a dryer are provided.

The homeowner manages property preparation, arrival coordination, on-site operations and guest communication after booking. Reservations require approval before confirmation.