Book Luxury Holiday Rentals in Maryland

Long Island Iced Tea

• 8 guests

• 3 bedrooms

Remsenburg, Remsenburg-Speonk

Not too far from the bright lights of New York City, this striking and stylish home sits near the beaches of Westhampton and among the protected marshlands of Long Island. The house itself is a modern twist on the traditional clapboard homes the area is famous for, with wraparound decks looking into the treetops to the rear and plenty of sliding doors allowing the indoors to seamlessly slip into the outdoor space.

Tudoresque

• 10 guests

• 5 bedrooms

Ossining, Westchester County

In the town of Ossining on the banks of the Hudson River, this home is reminiscent of an English Tudor mansion on the outside. Inside, there’s plenty of social space for the group to spread out – playing a game of pool in the main living room, settling in to watch Netflix by the fire, in the dedicated media room upstairs or perhaps sipping an old fashioned at the wet bar in the “sky lounge” at the top of the house.

New York Delight

• 2 guests

• 1 bedrooms

Sutton Place, Manhattan

Moments from the banks of the East River, this apartment provides a great base for a well-connected city stay. You can stroll to the Rockefeller Center and Central Park.