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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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Laurel Valley Hike

September 28 @ 10:00 AM - September 28 @ 12:00 PM
Park at the Suffolk County Water Authority parking lot at 2400 Deerfield Road, Sag Harbor, or on Deerwood Path directly across the street.
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JULIE BLUESTONE JAZZ DUO

September 28 @ 03:00 PM - September 28 @ 04:00 PM
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THE MATTHIESSEN TALKS: BILL MCKIBBEN

September 28 @ 04:00 PM - September 28 @ 05:30 PM
158 Main Street, East Hampton, NY 11937
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Black Uhuru at The Stephen Talkhouse

September 28 @ 08:00 PM - September 28 @ 08:30 PM
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Southampton Arts Center Honors Christine Mack at SummerFest Gala

Southampton Arts Center Honors Christine Mack at SummerFest Gala

  • Which band or artist are you looking forward to seeing perform at the Sag Harbor Music Festival?⁠
⁠
Check out the Top Hamptons Events This Weekend!⁠
⁠
🎶 15th Annual Sag Harbor American Music Festival⁠
📅 Thur, Sept 25 – Sun, Sept 28 | Various Times⁠
📍 Sag Harbor, NY⁠
Live music all weekend at venues across town!⁠
⁠
🎬 22nd Annual Latino Film Festival⁠
📅 Thur, Sept 25 – Sat, Sept 27 | 6–9:30pm⁠
📍 LTV Studios + Sag Harbor Cinema⁠
Films from Mexico, Chile, Colombia & Switzerland/Peru.⁠
⁠
📖 David Sedaris at WHBPAC⁠
📅 Sat, Sept 27 | 8–9:30pm⁠
📍 WHBPAC, Westhampton Beach⁠
Enjoy Sedaris’ witty & hilarious storytelling!⁠
⁠
🎩 Mysteries, Deceptions & Illusions⁠
📅 Fri, Sept 26 | 6pm⁠
📍 Green Room Bar, Sag Harbor Cinema⁠
Sleight of hand with Allan Zola Kronzek.⁠
⁠
🎸 The Seismatics at Stephen Talkhouse⁠
📅 Fri, Sept 26 | 8pm⁠
📍 Stephen Talkhouse, Amagansett⁠
Rock the night away!⁠
⁠
🚚 Big Truck Day at CMEE⁠
📅 Sat, Sept 27 | 8:30am⁠
📍 Children’s Museum of the East End, Bridgehampton⁠
Kids explore the big trucks that share our roads!⁠
⁠
🎨 Family Drip Painting Workshop⁠
📅 Sat, Sept 27 | 10–11:30am⁠
📍 Pollock-Krasner House, East Hampton⁠
Create your own Pollock-inspired drip painting outdoors!⁠
⁠
🏃 Hamptons Marathon & Half⁠
📅 Sat, Sept 27 | 7am⁠
📍 Southampton, NY⁠
Run the iconic East End course!⁠
⁠
🌍 The Matthiessen Talks: Bill McKibben⁠
📅 Sun, Sept 28 | 4pm⁠
📍 Guild Hall, East Hampton⁠
Hear from the renowned climate activist & author.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
⁠
⁠
#sagharbormusicfestival #livemusic #arts #marathon #hamptons #filmfestival #latinofilmfestival
  • The most exclusive automotive event in the Hamptons returned to the grounds of the former Bridgehampton Race Circuit, The Bridge IX. Now in its ninth year, the invite-only showcase, presented by Mercedes-Maybach, featured more than 300 of the world’s rarest vehicles.⁠
⁠
📸: The Bridge IX by Tony Laiacona⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
.⁠
#thebridgeIX #bridgehampton #racingcircuit #rarecars #dartcar #art
  • Check out the Top Hamptons Events This Weekend!⁠
⁠
🎬 Splitsville: Special Q&A⁠
📅 Fri, Sept 19 | 7:30 PM⁠
📍 Sunset Theater, Westhampton Beach⁠
Don’t miss the screening + Q&A of this chaotic comedy about three couples breaking society’s rules!⁠
🔗 Click link in bio for details⁠
⁠
🎨 Dynamic Duos of the East End⁠
📅 Fri, Sept 19 | 6–7:30 PM⁠
📍 East Hampton⁠
Celebrate art pairs & their historic homes.⁠
🔗 Link in bio⁠
⁠
🖼 The 725 Art Show⁠
📅 Sat, Sept 20 | 10 AM–4 PM⁠
📍 Sag Harbor Whaling & Historical Museum⁠
Photography, sculptures, drawings & paintings by local artists!⁠
🔗 Link in bio⁠
⁠
🎶 Zoe Obadia Trio⁠
📅 Sat, Sept 20 | 5 PM⁠
📍 The Arts Center at Duck Creek, East Hampton⁠
An evening of smooth jazz.⁠
🔗 Link in bio⁠
⁠
🎤 East End Underground: Aqua Cherry & Friends⁠
📅 Sat, Sept 20 | 7:30 PM⁠
📍 LTV Studios, Wainscott⁠
Be part of a live concert taping!⁠
🔗 Link in bio⁠
⁠
😂 Ha Ha Hamptons Comedy Tour⁠
📅 Sat, Sept 20 | 8 PM⁠
📍 Bay Street Theater, Sag Harbor⁠
A night full of laughs!⁠
🔗 Link in bio⁠
⁠
🏃 Potatohampton 5K⁠
📅 Sun, Sept 21 | 8 AM⁠
📍 The Nathaniel Rogers House, Bridgehampton⁠
Run for fun, community, and a cause.⁠
🔗 Link in bio⁠
⁠
🍴 Cooking Class with Chef Alex⁠
📅 Sun, Sept 21 | 6:30 PM⁠
📍 R.AIRE, Hampton Bays⁠
Learn Spanish tapas & paella like a pro.⁠
🔗 Link in bio⁠
⁠
📚 Author Talk: Sin City Gangsters⁠
📅 Sat, Sept 20 | 2–3:30 PM⁠
📍 East Hampton Library⁠
Jeffrey Sussman discusses the mob’s rise.⁠
🔗 Link in bio⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
#hamptons #weekens #films #comedy #art
  • Whether you are walking the fast-paced streets of New York City or taking a leisurely beach stroll in the Hamptons, there’s a slight chance you might run into Elias Friedman, known online as “The Dogist.” His adoration of dogs, combined with his passion for photography, has led him to gain over 7 million followers on Instagram. The audience at his recent Guild Hall show reflects how much people truly love their dogs and how Elias does so much more than simply take picture-perfect dog portraits. He can capture the beautiful bond between man and his best friend. His book, This Dog Will Change Your Life, is already a New York Times bestseller. Guild Hall’s lobby was filled with fans excited to get their copy signed.⁠
⁠
His guests included local dog lovers and friends of ARF (Animal Rescue Fund of the Hamptons). Attendees had front-row seats to a “Dogist”-style encounter: a casual conversation about how the dog entered the owner’s life, followed by a quick photo shoot revealing Elias’ methods for capturing the dog’s attention (hint: It’s dog noises and treats).⁠
⁠
I had the pleasure of talking to Elias about how “The Dogist” came to be, rescue organizations, and the Hamptons.⁠
⁠
⁠
Let’s go back to the beginning. What inspired you to dive into photography?⁠
⁠
We had a dark room because my dad was an amateur photographer, and I’d always liked cameras and gadgets. We had a couple of Labrador retrievers who were sort of my first muses and would happily sit for pictures. I was taking dog pictures from a young age and then fast forward to 2012 in New York City I was let go from my job and saw what other street photographers were doing like Humans of New York and The Sartorialist and thought why isn’t someone doing that for dogs and I thought I wanted to be the person, I dusted off my camera and the rest is kind of history. It took off pretty quickly because it turns out people like dogs just as much as I do.⁠
⁠
Read the full interview at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
.⁠
#dogist #arf #dogs #animalrescue #guildhall #hamptons
  • 167 Dune Road, Bridgehampton, NY 11932⁠
Saunders Exclusive: $42,500,000⁠
@jenniferwilsonhamptons 
@edbruehl @leemohlerehamptons 
@hamptonsrealestate 
⁠
Experience extraordinary coastal living with this exquisite oceanfront estate on Dune Road in Bridgehampton. ⁠
⁠
Designed by the renowned architect Francis Fleetwood, this remarkable property boasts 300 feet of private ocean frontage, complete with its own private boardwalk leading directly to the beach, all set on over 3 acres of prime land.⁠
⁠
The charming shingle-style residence encompasses 4,200 +/- sq. ft. of luxurious living space, featuring 5 bedrooms and 5 full bathrooms, plus an additional half bath.⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
.⁠
#duneroad #oceanfront #bridgehampton #realestate #hamptons #francisfleetwood ⁠
⁠
⁠
⁠
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