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Hamptons.com
August 30, 2025

Sophisticated & Private Rental With Heated Pool & Spa

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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Opera Star Ashley Galvani Bell Talks Divaria Opera, Career Highlights, and Bay Street Theater Show

Opera Star Ashley Galvani Bell Talks Divaria Opera, Career Highlights, and Bay Street Theater Show

  • On August 25th, The Center at West Park held a special one-night-only reading of All The President’s Men at Guild Hall in East Hampton.⁠
⁠
📸: By Jessica Delane⁠
⁠
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#guildhall #centeratwestpark #easthampton #roberdowneyjr #markruffalo #reading
  • An inside look on the Hampton Classic
#hamptonclasic #horseshow
  • Check out the Top Hamptons Events This Weekend!⁠
⁠
⁠
📍 The Montauk General X Lands’ End⁠
🗓 Thurs, Aug 28 – Sun, Aug 31 | 10am–3pm⁠
📌 Montauk General Store at The Brunch Playhouse, 14 Amagansett Square⁠
🎁 Free limited-edition tote with orders over $100 (while supplies last)⁠
⁠
🐎 50th Annual Hampton Classic Horse Show⁠
🗓 Thurs, Aug 28 – Sun, Aug 31 | 8am–5pm⁠
📌 240 Snake Hollow Rd, Bridgehampton⁠
⁠
🍇 Wölffer Estate Vineyard PPL All-Star 2025⁠
🗓 Sat, Aug 30⁠
📌 Wölffer Estate Vineyard, Sagaponack⁠
🎾 World-class padel at the Hamptons’ most iconic vineyard⁠
⁠
😂 Zarna Garg at WHBPAC⁠
🗓 Sun, Aug 31 | 8pm–9:30pm⁠
📌 76 Main St, Westhampton Beach⁠
⁠
🎶 Joe Delia & Friends at The Clubhouse Hamptons⁠
🗓 Sun, Aug 31 | 6pm⁠
📌 174 Daniels Hole Rd, East Hampton⁠
⁠
🎧 Silent Disco Dance Party in the Garden⁠
🗓 Sun, Aug 31 | 8pm⁠
📌 Guild Hall, East Hampton⁠
⁠
👗 Marfa & Friends Trunk Show⁠
🗓 Thurs, Aug 28 – Sat, Aug 30⁠
📌 Sag Harbor⁠
⁠
🎬 Jaws’ 50th Anniversary Screening at Sunset Theater⁠
🗓 Fri, Aug 29 – Mon, Sept 1⁠
📌 Water Mill⁠
⁠
👠 Hamptons Fashion Week⁠
🗓 Sat, Aug 30 | 2pm⁠
📌 Location TBA⁠
⁠
🎸 Dogpark at The Stephen Talkhouse⁠
🗓 Sat, Aug 30 | 8pm⁠
📌 Amagansett⁠
⁠
🍴 Stirring The Pot: Florence Fabricant & Pete Wells⁠
🗓 Sun, Aug 31 | 11am–1pm⁠
📌 Guild Hall, East Hampton⁠
⁠
🌊 ANOTR at Surf Lodge⁠
🗓 Sun, Aug 31 | 4pm⁠
📌 Montauk⁠
⁠
🎷 Garden Concert ft. Freddy DeBoe⁠
🗓 Sun, Aug 31 | 6pm⁠
📌 Canoe Place Inn, Hampton Bays⁠
⁠
🔗 Link in Bio⁠
⁠
#hamptons #wolffer #padel #landsend #montauk #fashion
  • Earlier this month, Shelter Island’s Rams Head Inn hosted a riveting Gilded Age Finale screening featuring lead actress Cynthia Nixon, award-winning costume designer Kasia Walicka Maimone, and executive producer/director Michael Engler.⁠
⁠
📸:Rob Rich/SocietyAllure.com⁠
⁠
Check out the full gallery at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
.⁠
#ramsheadinn #gildedage #shelterisland #cynthianixon #shelterislandny
  • Culinary and lifestyle icon Ina Garten will host an intimate tea and garden tour at her famed East Hampton residence on Wednesday, August 27th from 4:00 – 6:00 p.m. A limited number of guests will be invited to share tea with Ina and walk with her through her celebrated gardens and grounds.⁠
⁠
Known for her signature warmth and effortless approach to cooking and entertaining, Ina has earned a devoted following across generations. With her calm presence, foolproof recipes, and signature phrases like “store-bought is fine,” she takes the pressure off hosting, making room for only joy at the table.⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
.⁠
#hamptons #inagarten #community #easthampton
  • The magic of The Soho Sessions returns to the Hamptons this summer, bringing a rare and intimate live performance to Stephen Talkhouse in Amagansett on Monday, August 25, 2025. This one-night-only event features Grammy Award-winning artist Maren Morris (with introduction by the actor Jason Biggs) and the genre-defying powerhouse Yola in a night of music with purpose and soul.⁠
⁠
It’s also a night for change. The event supports Music Will, the largest nonprofit music education program for schools in the U.S., which aims to reach 10 million students annually by 2030. It’s a cause that hits home for Morris: “I loved my choir and theatre classes in high school; they really shaped my theory and love for being creative in every medium,” she recalls. “It also teaches you how to be a team player and work together.”⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
#stephentalkhouse #talkhouse #amagansett #marenmorris #yola #concert #hamptons
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    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
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    • Sagaponack, Sagg Main Beach
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    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (North)
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    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
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© 2025 Hamptons.com | All rights reserved
Saunders Broadcasting Corp.
Terms & Conditions | Privacy Policy | About Us | Contact Us