The Top Five Most Expensive Rentals In The Hamptons

If you’ve always wanted to be able to say, “I rented the most expensive house in the Hamptons,” then you might be interested in the next couple of homes that are for rent in the Hamptons for the summer. We’ve compiled a list of the best of the best, if you consider the most expensive to be the best. A cool one million dollars for a summer house rental is absolutely possible in the Hamptons, so if you got the dough, why not at least have a look?


20,000 square feet of pure luxury in Water Mill ties for first place. This mansion blends modern building techniques with true old-world elegance that boasts 280 feet of water front on Hayground Cove and Mecox Bay. The house is set on four acres, with a regular-apportioned lot on the water, and the grounds are magnificently-landscaped for maximum privacy, including trees that are 80-years-old. The main residence opens with a grand, double-hearth staircase in cast bronze, with silver and gold leaf. When it comes to technology, the house is fully-automated with Crestron entertainment systems. No detail has been spared on this house spared, with over 120 exterior brackets, coffered ceilings in both the library and living room, plus coffered cross beams in the living room. The entire estate is packed with a grand master suite, 4 separate guest suites, 3 staff bedrooms, and 8 fireplaces with early 19th-century mantelpieces and a $3-million March Stech-Novak-designed kitchen. The kitchen is out of this world, with a walk-in fridge, a bakery with artisan deck ovens and a finishing kitchen upstairs with under-counter refrigeration, heated pass counters, and a custom Moltemi stove. The pool isa 25’x50′ Gunite pool with a waterfall edge that steps down to the all-weather tennis court, plus a koi pond. Listed with Paul Brennan of Douglas Elliman’s Bridgehampton Office. 631-537-4144.


Tied for first place goes to an 18,000 square foot home with 12 principal bedrooms, 12 full bathrooms and three half baths, along with a separate staff quarters all set on nine acres of park-like privacy on Ox Pasture Road in Southampton Village. The property offers a 60′ x 20′ outdoor and indoor pool, spa, grass tennis court, paddle court, two pavilions with full kitchens, arbors, fountain, carriage house with connecting greenhouse and an equipment house. Listed with Lisa Levitin of Rosehip Partners, 631-324-0009 ext. 304



A cool one million dollars will get you this 8-bedroom, 10-bath mansion with a media room, gym, master suite, study, formal dining room, living room, state-of-the-art kitchen, heated gunite pool, pool house and sunken tennis court. The house is modern in every way in the heart of Water Mill. It’s not waterfront, but it is located close to the ocean beaches. Call for more details on the rental of this unique estate. Listed with Carol Nobbs of Douglas Elliman in their Southampton Office. 631-204-2714.


Originally built in 1915, a recent three year renovation to its original grandeur adds a historical allure of luxury. The interiors boast intimate, elegant rooms, many with fireplaces, for the most sophisticated renter desiring a residence with the finest of details and comfort. The gracious floor plan spans nearly 18,000 sq. ft. that has a grand entry hall that leads to the main living room with leaded glass doors overlooking 9.11 acres of incredible landscaping. Old trees, flowering shrubs, evergreen perimeters, rose gardens makes this a place where you can get lost in its beauty. The house has a fantastic indoor pool, an outdoor pool with pavilion, tennis court, paddle court, gymnasium, carriage house, 4-car garage and world class design allin the prime estate section of Southampton. Listed with Michaela Keszler of Douglas Elliman in their Southampton Office. 631-204-2743.


The Rose Hill Estate is considered to be the ultimate luxury rental. Not to be confused with a professional resort and spa, this 2010 construction offers 18,000 square feet of entertaining space including 3 finished levels, a stunning pool house/recreational pavilion, a 75′ heated gunite pool with 20-seat spa, and a sunken USTA regulation tennis/basketball court. The gated estate is located on 2.5 acres with 10 unique bedroom suites, coffered ceilings, a formal dining room, a chef’s kitchen, breakfast room, 16.5 marble baths, 7 fireplaces, a Crestron A/V system and elevator. The finished lower level boasts a high-tech home theatre, private bar, game room with lounge, gym, wine cellar, staff quarters, and spa facilities with a sauna and steam room. The separate pool house/recreational pavilion, located off of the expansive bluestone patio, features an outdoor kitchen and bar, fireplace, dining room and full bath. And we can’t forget to mention that the estate is bordered by protected agricultural reserves. Listed with Joseph DeCristofaro of the Global Group. 631-283-8830.

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