Hamptons Rentals (5)

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2 BR Condo, Sleeps 6
Steppingstones is a community of spacious condo's, well appointed, overlooking Montauk Harbor. It's the little things that count, like new TV's, your own washer & dryer, 2.5 bathrooms, 2 bedrooms, secure WiFi, Weber propane gas...
From $1,250 /Week
5 BR House, Sleeps 10
This lovely contemporary home has 5 comfortable bedrooms and 5.5 baths with Jacuzzi's. Living room has wood burning fireplace. Large kitchen with modern stainless steel appliances, breakfast nook and dining area. Home boast a...
From $1,500 /Night

Debbie Trail

Hampton Bays House
7 BR House, Sleeps 16
This beautiful custom designed house is located in a prestigious area of the Hamptons. Enjoy the seclusion and privacy of 1.3 acre of wooded grounds. The indoor patio, outdoor deck around the pool, 7 person hot tub, outdoor...
From $0 /Night
8 BR Estate, Sleeps 20
Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling...
From $858 /Night


5 Star Rating
9 BR Estate, Sleeps 18
Walk to beach. Enjoy sunsets over the bay in this beautifully designed contemporary central hall Colonial on 1.6 acres. Extremely large 9 bedrooms, 3.5 baths with state-of-the-art kitchen, formal dining room, large living room...
From $860 /Night