Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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5
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Bathrooms
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6
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House Rules
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Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total)
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Children allowed: ages 0-17 ;Pools and ponds are not gated within the property.
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Smoking is not permitted;There is plenty of space outside for smoking
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No events allowed
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Max Occupancy
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10
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Host Language
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English
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Property Id
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376572
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Rental Permit RP241274
Private Gated Hamptons Retreat with Pool, Guest House & Resort-Style Backyard
Welcome to your own private South of the highway Hamptons retreat that guests return to year after year.
Hidden behind a gated entrance and surrounded by protected farmland, this property offers the privacy and peaceful setting that make the Hamptons so special—while being just minutes from Southampton Village, Water Mill, world-famous ocean beaches, restaurants, shopping, and wineries.
The spacious backyard is the heart of the property. Spend your days relaxing by the pool, grilling in the outdoor kitchen, dining in the screened-in porch, or unwinding in the Bali-style lounging hut. Whether you're gathering with family, entertaining friends, or simply enjoying a quiet afternoon, the outdoor spaces are designed to make the most of your vacation.
The main house offers four bedrooms, while the separate pool house provides additional sleeping space with a daybed and a full bathroom, giving guests extra privacy and flexibility.
One of the things our guests appreciate most is the location. Duck Walk Vineyards, the Parrish Art Museum, and the iconic Hank's Pumpkintown are all nearby, while Southampton Village, Water Mill, Bridgehampton, and several beautiful beaches are only a short drive away.
This is a classic Hamptons home that offers something increasingly difficult to find: exceptional privacy, an unbeatable South of the Highway location, and outdoor living spaces that keep guests returning year after year.
Whether you're looking for a relaxing family vacation or a peaceful home base to experience everything the Hamptons has to offer, we would love to host you.
FULL SUMMER PRICING
*June 32k
*July 45k
*Aug - $50K - RENTED
*WEEKLY -$13,000 per week with 2 week minimum. (holiday weeks are more)
*Sept (after labor day) $30k per month
*Please inquire first for this pricing pricing.
***INQUIRE BEFORE BOOKING FOR ALL STAYS SHORTER THAN 2 WEEKS. Prices above do not include VRBO fee or cleaning fee.
Rental Permit: RP241274. Agent/Owner
Located in Water Mill, this vacation home is by the sea. While the natural beauty of The Hamptons Beaches and Cooper's Beach can be enjoyed by anyone, those looking for an activity can check out Shinnecock Hills Golf Course.
Southampton Arts Center and Southampton Cultural Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
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