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Hamptons.com
August 30, 2025

Sophisticated & Private Rental With Heated Pool & Spa

200
VIEWS
Hamptons.comby Hamptons.com
in Real Estate, Trending
Home Real Estate

55 Whooping Hollow Road, East Hampton, NY 11937
Saunders Exclusive:

Sept $30,000: Sep 1st – Sep 30th 2025
Oct $20,000:
Oct 1st – Oct 31st 2025
Nov $15,000:
Nov 1st – Nov 30th 2025
Dec $15,000:
Dec 1st – Dec 31st 2025
Jan $15,000:
Jan 1st 2026 – Jan 31st 2026
Feb $15,000:
Feb 1st 2026 – Feb 28th 2026
March $15,000:
Mar 1st 2026 – Mar 31st 2026
April $20,000:
Apr 1st 2026 – Apr 30th 2026
May $30,000:
May 1st 2026 – May 31st 2026
June $50,000:
Jun 1st 2026 – Jun 30th 2026 
July $100,000:
Jul 1st 2026 – Jul 31st 2026
August-LD $110,000:
Aug 1st 2026 – Sep 7th 2026 
View Listing

 

Sited on nearly half an acre in East Hampton, this gorgeous cedar shake-sided home is the epitome of Hamptons luxury with 5 bedrooms, 4 full baths, and 3,602 +/- sq. ft. of living space plus a heated gunite pool, spa, and pool house.

Interiors beam with natural light that highlights how meticulously maintained the home has been since it was built in 2017. Sophisticated and chic interiors are outfitted elegantly with gorgeous decorations for luxury living and entertaining year-round.

The great room encompasses a large living room, eat-in kitchen and breakfast nook that features sliding glass doors that lead to the rear grounds, pool, and pool house. Premium appliances and a tucked-away butler’s kitchen lead to the formal dining room.

Each of the 5 bedrooms are well-sized and ready to accommodate loved ones and guests, including an ensuite primary with an oversized luxe bath with free-standing soaking tub and glass-walled shower.

Enjoy dining al fresco on the covered patio with an outdoor living room and large bluestone patio surrounding the heated gunite pool and spa.

Enviably located between East Hampton and Sag Harbor Villages, this rental retreat delivers the quintessential Hamptons experience.

 


ALBA JANCOU
Licensed Real Estate Salesperson as Alba Fleurette Jancou
[email protected]
Cell: (646) 478-6638

 


PETER H. COOK
Licensed Real Estate Salesperson
[email protected]
Cell: (631) 806-2772

 

For more info, click here.

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TRENDING

For decades, Brooke Shields has remained one of fashion and entertainmentโ€™s most recognizable facesโ€”from iconic fashion campaigns and unforgettable red carpet moments to defining generations of beauty and style. But beyond the flashbulbs, Shields has always been fueled by something more lasting: community. After spending her childhood in the Hamptons, she still resides most of the year Out East today, where the quieter moments continue to shape her life. These days, sheโ€™s launching a clean haircare brand inspired by real conversations with women in her audience, and starring in and executive-producing a new TV series. Through it all, Shields is embracing reinvention with the same spark that first made her a household name.

The Evolution of an American ICON

For decades, Brooke Shields has remained one of fashion and entertainmentโ€™s most recognizable facesโ€”from iconic fashion campaigns and unforgettable red carpet moments to defining generations of beauty and style. But beyond the flashbulbs, Shields has always been fueled by something more lasting: community. After spending her childhood in the Hamptons, she still resides most of the year Out East today, where the quieter moments continue to shape her life. These days, sheโ€™s launching a clean haircare brand inspired by real conversations with women in her audience, and starring in and executive-producing a new TV series. Through it all, Shields is embracing reinvention with the same spark that first made her a household name.

Read more
If you blinked while driving down Main Street in East Hampton this week, you might have missed it. Tucked behind a white-shingled cottage draped in ivy at The Maidstone Hotel, Stuart Weitzman quietly opened its first-ever Hamptons summer shopping installation, and it is exactly the kind of discovery that makes a summer out here feel special.

Stuart Weitzman Just Opened the Chicest Little Shop in the Hamptons

If you blinked while driving down Main Street in East Hampton this week, you might have missed it. Tucked behind a white-shingled cottage draped in ivy at The Maidstone Hotel, Stuart Weitzman quietly opened its first-ever Hamptons summer shopping installation, and it is exactly the kind of discovery that makes a summer out here feel special.

Read more
There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

Hamptons Summer 2026 Starts at the Surf Lodge

There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

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Southampton Arts Center Honors Christine Mack at SummerFest Gala

Southampton Arts Center Honors Christine Mack at SummerFest Gala

  • Where coastal elegance meets high fashion. โœจ
East Hampton continues to attract some of the worldโ€™s most coveted brands, transforming its charming streets into a summer destination for luxury shopping. From Chanel, Prada, and Louis Vuitton to Brunello Cucinelli, Loro Piana, Loewe, and Ralph Lauren, Main Street and Newtown Lane are lined with iconic fashion houses, blending coastal charm with world-class style. Which store front will you be walking into first? ๐Ÿ‘€ #hamptons #fashion #luxury #easthampton #shopping
  • Check Out The Top Hamptons Events This Weekend!

๐ŸŒด Palm Tree Music Festival
๐Ÿ“… Saturday, June 27 | 3 PMโ€“11 PM
๐Ÿ“ Shinnecock Nation, Southampton
Experience an unforgettable day featuring Kygo, The Chainsmokers, Disco Lines, activations, food, and more.

๐ŸŽค Fetty Wap at The Surf Lodge
๐Ÿ“… Saturday, June 27 | 4 PM
๐Ÿ“ Montauk
Enjoy sunset views, cocktails, and a live performance from Fetty Wap at one of the East Endโ€™s most iconic venues.

๐Ÿ• 2nd Annual Feed Family Fรชte
๐Ÿ“… Saturday, June 27 | 4:30 PMโ€“7:30 PM
๐Ÿ“ Amber Waves Farm, Amagansett
Support Amber Waves Farm and the Feed Foundation with wood-fired pizza, farm-fresh fare, live music, and family fun.

๐Ÿ•บ Saturday Night Fever Disco Series
๐Ÿ“… Saturday, June 27 | 9 PMโ€“1 AM
๐Ÿ“ The Clubhouse, East Hampton
Dance the night away with music from CK Beats and Chris Bachmann.

๐Ÿฅ‚ Eleanor Whitmore Early Childhood Center Summer Benefit
๐Ÿ“… Friday, June 26 | 5:30 PMโ€“7:30 PM
๐Ÿ“ Mulford Farm, East Hampton
Celebrate the organizationโ€™s impact and honor community leaders during this annual summer kickoff event.

๐ŸŒฑ Sylvester Manor Farm to Table Benefit
๐Ÿ“… Saturday, June 27 | 6 PMโ€“10:30 PM
๐Ÿ“ Shelter Island
Enjoy cocktails, dinner, dancing, and support one of Shelter Islandโ€™s most cherished institutions.

๐Ÿ“š An Evening with Pulitzer Prize-Winning Poet Philip Schultz
๐Ÿ“… Friday, June 26 | 6 PM
๐Ÿ“ BookHampton, East Hampton
Join Philip Schultz and Grace Schulman for an inspiring literary conversation.

๐ŸŽ† Southampton Fresh Air Homeโ€™s American Picnic
๐Ÿ“… Saturday, June 27 | 7 PMโ€“10 PM
๐Ÿ“ Southampton
A beloved family event featuring a carnival, barbecue, food trucks, and an incredible drone show.

๐ŸŒธ Project MOST Summer Benefit
๐Ÿ“… Sunday, June 28 | 4 PMโ€“6 PM
๐Ÿ“ Mobyโ€™s, East Hampton
Enjoy live jazz, cocktails, hors dโ€™oeuvres, and a silent auction in support of local youth programs.

๐ŸŽญ WHBPAC Presents: Improv With My Friends From Work
๐Ÿ“… Sunday, June 28 | 8 PMโ€“10 PM
๐Ÿ“ Westhampton Beach Performing Arts Center
An evening of long-form improv featuring performers and writers from Saturday Night Live.

Which event are you heading to this weekend? ๐Ÿ‘‡

#palmtreemusicfestival #hamptons #whbpac #surflodge #montauk
  • Delicious lunch, great atmosphere, and the perfect spot to slow down and enjoy a meal. ๐Ÿฝ๏ธโœจ#sunsetbeach #lunch #shelterisland #dining
  • A Montauk sunset, endless summer energy, and Guy Gerber setting the soundtrack at The Surf Lodge. ๐ŸŒŠโ˜€๏ธ #guygerber #thesurflodge #montauk
  • Rounds at the U.S. Open โ›ณ๏ธ

Following Ryuichi Oiwa, Robbie Higgins, and Cooper Dossey as they tee it up on one of golfโ€™s biggest stages.

#usopen #golf #shinnecockhills #southampton #golfclub
  • Check Out The Top Hamptons Events this Weekend

โ›ณ 126th U.S. Open Championship
๐Ÿ“… Now through Sunday, June 21
๐Ÿ“ Shinnecock Hills Golf Club, Southampton
The worldโ€™s top golfers return to historic Shinnecock Hills for one of golfโ€™s most prestigious championships.

๐Ÿ“š Stirring the Pot: Padma Lakshmi
๐Ÿ“… Sunday, June 21 | 11 AM
๐Ÿ“ Guild Hall, East Hampton
Join Padma Lakshmi for a conversation about her new cookbook, All America: Tales, Travels and Recipes from Taste the Nation and Beyond.

๐Ÿท Sunset at Wรถlffer with the Hoodoo Loungers
๐Ÿ“… Saturday, June 20 | 5 PM
๐Ÿ“ Wรถlffer Wine Stand, Sagaponack
Enjoy rosรฉ, live music, vineyard views, and a stunning Hamptons sunset.

๐Ÿ˜‚ Elon Gold Live
๐Ÿ“… Sunday, June 21 | 8 PM
๐Ÿ“ Westhampton Beach Performing Arts Center
Spend an evening laughing with acclaimed comedian Elon Gold.

๐ŸŒ๏ธ Mini Open at CMEE
๐Ÿ“… Friday, June 19 | 9 AMโ€“5 PM
๐Ÿ“ CMEE, Bridgehampton
Kids can join the U.S. Open excitement with a golf-themed scavenger hunt and prizes.

๐Ÿ’ƒ Lloyd Knight at Guild Hall
๐Ÿ“… Saturday, June 20 | 7 PM
๐Ÿ“ Guild Hall, East Hampton
An immersive performance combining dance, spoken word, sound, and video.

๐ŸŽจ Closing Party for โ€œUncharted Watersโ€
๐Ÿ“… Friday, June 19 | 6โ€“8 PM
๐Ÿ“ The Corwith House, Bridgehampton
Celebrate the closing of artist Mark Seidenfeldโ€™s solo exhibition.

๐Ÿง˜ Yoga with Victoria Gibbs
๐Ÿ“… Saturday, June 20 | 9:30โ€“10:30 AM
๐Ÿ“ WAVE Social Wellness, Southampton
Start your weekend with an energizing yoga session led by NYC instructor Victoria Gibbs.

๐Ÿ›๏ธ Shop & Sip at Ramy Brook
๐Ÿ“… Saturday, June 20 | 12โ€“3 PM
๐Ÿ“ Ramy Brook, Southampton
Shop the latest collection while supporting the Southampton Animal Shelter Foundation.

๐Ÿฝ๏ธ Artistsโ€™ Table
๐Ÿ“… Saturday, June 20 | 12โ€“2:30 PM
๐Ÿ“ The Watermill Center, Water Mill
Enjoy a unique farm-to-table dining experience paired with inspiring artistic conversation.

๐Ÿƒ Beacon of Hope 5K
๐Ÿ“… Saturday, June 20 | 8โ€“10 AM
๐Ÿ“ Montauk Point Lighthouse, Montauk
Run or walk through Camp Hero to support local womenโ€™s cancer organizations.

Check out more events at Hamptons.com (Link in Bio)
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#hamptons #usopen #shinnecockhills #wolffer #golf
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