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Hamptons.com
August 30, 2025

Sophisticated & Private Rental With Heated Pool & Spa

253
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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Check out the top Hamptons events this weekend! From the Hamptons Greek Festival to CMEE's Family Fair, which event are you excited for?

Top 10 Hamptons Events This Weekend

Check out the top Hamptons events this weekend! From the Hamptons Greek Festival to CMEE’s Family Fair, which event are you excited for?

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Calissa in Water Mill is one of those spots you see all the time while driving on 27 and wonder about. The place runs like a jet engine. You arrive to complimentary valet parking, amazing front-of-house staff, and peer into an oasis of Greek fine dining. An open kitchen lets you watch the world of chef life unfold. The interior is sexy, with a long bar and house music always playing. Outside is an enormous dining area that's lively and beautiful.

Calissa: An Oasis of Greek Fine Dining

Calissa in Water Mill is one of those spots you see all the time while driving on 27 and wonder about. The place runs like a jet engine. You arrive to complimentary valet parking, amazing front-of-house staff, and peer into an oasis of Greek fine dining. An open kitchen lets you watch the world of chef life unfold. The interior is sexy, with a long bar and house music always playing. Outside is an enormous dining area that’s lively and beautiful.

Read more
I’m writing this on a computer I got from GeekHampton, and geewhiz, it rocks. If you live in the Hamptons, you know how important it is to have real, trusted local businesses. That brand activation won’t help if my computer won’t charge; an interior decorator can’t help unbrick your vintage Mac. So, having GeekHampton in the community since 1999 is an understated but undeniably essential luxury. 

Same Geeks, New Location: GeekHampton Moves to Hampton Bays

I’m writing this on a computer I got from GeekHampton, and geewhiz, it rocks. If you live in the Hamptons, you know how important it is to have real, trusted local businesses. That brand activation won’t help if my computer won’t charge; an interior decorator can’t help unbrick your vintage Mac. So, having GeekHampton in the community since 1999 is an understated but undeniably essential luxury. 

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Southampton Arts Center Honors Christine Mack at SummerFest Gala

Southampton Arts Center Honors Christine Mack at SummerFest Gala

  • The Second Saturday Market sells everything from ceramics, art, swimwear, and jewelry behind Mary Lou’s in Montauk. There’s live music, custom embroidery, and an acai bar. You can shop at the Second Saturday Market every 2nd Saturday of the month this summer. The next Second Saturday Market will take place on August 8th.

#Montauk #Vintage
  • Any reason to visit @montaukyachtclub is a good one, especially when there’s great art from @joehenrybaker, @stgermaindrinks cocktails, and a “killa” pair of new shades from @akila.la.

The beachfront ballroom recently hosted an exhibition of Joe Henry Baker’s large-scale abstract works: muted, tactile, and calming without disappearing into the room. Hot take: replace the enormous black rectangle above your fireplace—sometimes called a TV—with one of his pieces. The evening also marked the start of AKILA Eyewear’s summer pop-up, with handmade, adventure-ready frames that are polished enough for the Hamptons but practical enough to enjoy wearing.

Life—and art—just looks better through a pair of AKILA sunglasses.

#Montauk #TheHamptons
  • What started as a personal idea rooted in love and connection has evolved into a refined jewelry brand that blends meaning with timeless design. Founded by Melanie Bronfman, Stella James was created to offer something more than traditional fine jewelry with pieces that feel personal and meaningful while maintaining an elevated aesthetic meant to be worn every day.⁠
⁠
Inspired by both New York’s sophistication and the relaxed elegance of the Hamptons, the brand balances strength and softness. Signature diamond letter pieces have become a defining element of the collection, designed to represent identity, memory, and the people we carry with us.⁠
⁠
As Stella James continues to grow, Melanie remains focused on craftsmanship, storytelling, and creating pieces that feel both modern and lasting. She spoke more about the inspiration behind the brand, her design philosophy, and how Stella James fits seamlessly into everyday style from city life to summer days out East.⁠
⁠
Can you share the story behind Stella James, when you launched, and what inspired you to create the brand?⁠
⁠
MB: Stella James was born from a deeply personal place. I wanted to create something that allowed me to carry a symbol of the people I love most with me, every day. What began as a personal idea designing a meaningful piece tied to my children evolved into a brand rooted in emotion, craftsmanship, and timeless design. We launched with the intention of creating jewelry that doesn’t just look beautiful, but feels significant.⁠
⁠
Read the full interview at Hamptons.com (Link in Bio)⁠
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#stellajames #jewelry #hamptons
  • We visited Gigi’s at Gurneys to check out what’s on the menu this summer. Looking for fresh fish and lobster with sublime views of the ocean? Run, don’t walk.
@gigismontauk @gurneysresorts
  • Last week, Stacey Bendet held a stunning poolside celebration at her Watermill home, signaling the official start of the summer season. DJ Jordan Emanuel from Bravo’s Summer House kept the energy high while guests sipped on LALO cocktails and Wölffer’s iconic wines. Guests were treated to custom bikini charms by Dorne, lymphatic massages, games of beer pong, and a Farmers Daughter pop-up.⁠
⁠
Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hamptons #aliceandolivia #summer #poolside
  • There are restaurants that simply serve a meal, and then there are restaurants that create an unbelievable memory and experience. Lulu Kitchen & Bar in Sag Harbor is the latter. I recently stopped in for lunch with my co-worker, Val, and from the moment we walked through the door, it was clear why this has become one of the Hamptons’ most celebrated dining destinations.

One of Lulu’s defining features is its commitment to wood-fired cooking. Nearly everything is prepared over a live fire using actual wooden logs, giving the food a distinctive depth of flavor that is difficult to replicate. You can actually see the flames working behind the scenes, adding to the experience.

Lulu also features a fantastic bar with an impressive selection of local craft beers alongside outstanding international offerings, making it just as appealing for an afternoon drink as it is for a full meal.
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    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
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    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
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