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Hamptons.com
May 23, 2023

Can’t Miss Hamptons Rentals: Memorial Day–Labor Day

David Andrewsby David Andrews
in Featured, Real Estate
Home Real Estate
Can’t Miss Rentals: Memorial Day–Labor Day

Below are some of the hottest rental properties still available from Memorial Day thru Labor Day. This guide is organized by hamlet with a range of price points. Listings are provided by the Hamptons’ largest locally-owned brokerage Firm, Saunders & Associates. 

 

Additional rental dates are available; please contact the listing agent for more details!

 

West of the Canal


35 Beach Lane, Quogue

MD–LD: $315k

Aimee Fitzpatrick Martin || (631) 357-0016 || [email protected] 

 

 

33 Dolphin Road, East Quogue

MD–LD: $45k

Camille C. Cutler || (917) 756-5550 || [email protected] 

 

14 East Rampasture Road, Hampton Bays

MD–LD: $40k

The Laura Dalessandro Team || (419) 340-4154 || [email protected] 

 

 

Southampton – South


1880 Meadow Lane, Southampton

MD–LD: $650k

The Vince Horcasitas Team || (516) 768-7330 ||[email protected] 

 

 

1431 Meadow Lane, Southampton

MD–LD: $500k

Mark Greenwald || (917) 596-4426 || [email protected] 

 

272 Downs Path, Southampton

MD–LD: $120k

Drew Green || (516) 314-2508 || [email protected] 

 

23 Pulaski Avenue, Southampton Village

MD–LD: $90k

The Wines Team || (631) 876-5826 || [email protected] 

 

 

Southampton – North


184 Big Fresh Pond Road, Southampton

MD–LD: $135k

Susan Penzner || (917) 680-1909 || [email protected]

 

78 Sandy Hollow Road, Southampton

MD–LD: $175k

Krae Lylla Team || (516) 769-7877 || [email protected] 

 

 

Water Mill


5 Reed Pond Court, #5, Water Mill

MD–LD: $97k

Ed Gaetjens || (201) 707-7178 || [email protected] 

 

235 Roses Grove Road, Water Mill

MD–LD: $550k

Hans F. Von Schirach || (516) 901-2344 || [email protected] 

 

 

Sag Harbor Village


40 Lincoln Street, Sag Harbor

MD–LD: $275k

Peter Cook || (631) 806-2772 || [email protected] 

 

233 Madison Street, Sag Harbor

MD–LD: $180k

Susan Lahrman || (631) 506-1353 || [email protected] 

 

94 Brandywine Drive, Sag Harbor

MD–LD: $120k

The Connolly Team || (631) 259-6224 || [email protected] 

 

 

Sag Harbor Town


9 Margaret Drive, Sag Harbor

MD–LD: $85k

Sarah Doud || (631) 745-2127 || [email protected]

 

1635 Sagg Road, Sag Harbor

MD–LD: $50k

Susan Lahrman || (631) 506-1353 || [email protected] 

 

895 Brick Kiln Road, Sag Harbor

MD–LD: $65k

Drew Green || (516) 314-2508 || [email protected]  

 

 

Shelter Island


1887 Dering Harbor Village, Shelter Island

MD–LD: $120k

Penelope A. Moore || (917) 208-5519 || [email protected] 

 

 

Bridgehampton


252 Highland Terrace, Bridgehampton

MD–LD: $450k

Whitney St. John Fairchild || (631) 680-7097 || [email protected]

 

773 Ocean Road, Bridgehampton

MD–LD: $295k

Vincent Horcasitas || (516) 768-7330 || [email protected] 

 

 

Sagaponack


69 Soctline Drive, Sagaponack

MD–LD: $250k

Laura White || (631) 478-8385 || [email protected] 

 

749 Sagg Main Street, Sagaponack

MD–LD: $150k

Jane Gill || (516) 909-9591 || [email protected] 

 

Wainscott


107 Town Line Road, Wainscott

MD–LD: $250k

Nancy Mizrahi || (917) 854-9933 || [email protected] 

 

5 Judson Lane, Wainscott

MD–LD: $255k

Stephen J. Hartigan || (917) 843-8907 ||[email protected] 

 

 

East Hampton Village


8 Toilsome Lane, #8, East Hampton Village

MD–LD: $255k

The Wilson Team || (631) 219-2771 ||  [email protected] 

 

37 Church Street, East Hampton

MD–LD: $160k

John Pizzo || (631) 377-1434 || [email protected] 

 

25 Mcguirk Street, East Hampton

MD–LD: $140k

William Schumann || (631) 335-5151 || [email protected] 

 

 

Northwest Woods


12 Harbor Street, East Hampton

MD–LD: $90k

The Connolly Team || (631) 259-6224 || [email protected] 

 

3 Rolling Wood Lane, East Hampton

MD–LD: $90k

Rebecca Underdown || (760) 208-8880 || [email protected] 

 

 

Springs


563 Springs Fireplace Road, East Hampton

MD–LD: $75k

Alfredo Barreto || (631) 255-1854 || [email protected] 

 

21 Tyrone Drive, East Hampton

MD–LD: $39k

Darius Narizzano || (631) 255-0169 || [email protected] 

 

 

Amagansett


197 Skimhampton Road, Amagansett

MD–LD: $500k

Ed Bruehl || (646) 752-1233 || [email protected] 

 

80 Osprey Road, Amagansett

MD–LD: $65k

Sarah Minardi || (631) 987-8916 || [email protected] 

 

 

Montauk


90 Grant Drive, Montauk

MD–LD: $85k

Gary Cooper || (917) 969-0203 || [email protected]

 

75/81 East Lake Drive #6, Montauk

MD–LD: $25k

 John Capano || (917) 626-8086 || [email protected] 

 

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LOCAL EVENTS

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Evelyn Alexander Wildlife Rescue Center Mother’s Day Plant Sale

May 9 @ 10:00 AM - May 10 @ 05:00 PM
228 West Montauk Highway, Hampton Bays
09
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Jen Proudman Jewelry Pop-up at Le CLoset Southampton

May 9 @ 02:00 PM - May 9 @ 05:00 PM
9 Windmill Lane, Southampton, NY, 11968
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Happy Hour at Bostwick’s on the Harbor

May 9 @ 05:00 PM - May 19 @ 06:30 PM
39 Gann Rd., East Hampton, NY 11937
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Aperitivo Fridays & Saturdays at The Baker House 1650

May 9 @ 05:00 PM - May 10 @ 08:00 PM
The Baker House 1650
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Per Te (For You) A concert of dedications – Music by Roberto Scarcella Perino played by pianist Baron Fenwick

May 9 @ 06:00 PM - May 9 @ 07:30 PM
The Church, 48 Madison St., Sag Harbor, NY, 11963
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Rita Cantina Reopens in East Hampton for the Season

Rita Cantina Reopens in East Hampton for the Season

  • It’s Mother’s Day Weekend! ⁠
⁠
From fine jewelry to live music, art, brunches & nature — here’s what’s happening:⁠
⁠
💎 Jen Proudman Jewelry Pop-Up⁠
🗓️ Friday, May 9 | 2–5PM⁠
📍 Le Closet, 9 Windmill Lane, Southampton⁠
✨ Shop stunning gem-carved fine jewelry while browsing luxury consignment.⁠
⁠
🎬 Gary Cooper Festival⁠
🗓️ Fri, May 9 – Sun, May 11⁠
📍 Southampton Playhouse, 43 Hill St⁠
🌟 A weekend honoring a Hollywood icon with screenings and celebrations.⁠
⁠
🖼️ 17 Women Art Exhibition⁠
🗓️ Sat, May 10 – Sun, May 11 | 11AM–4PM⁠
📍 Ashawagh Hall, East Hampton⁠
🎨 Featuring painting, sculpture & photography by 17 female artists.⁠
⁠
🏛️ Southampton History Museum Spring Fair⁠
🗓️ Saturday, May 10 | 11AM–4PM⁠
📍 17 Meeting House Lane, Southampton⁠
🎶 Live 19th-century music, local legends, crafts, games & more!⁠
⁠
🍳 Artists’ Table Brunch @ Watermill Center⁠
🗓️ Saturday, May 10 | 12–2PM⁠
📍 Watermill Center⁠
🥗 Chef-made meal & artist presentations in an intimate setting.⁠
⁠
🌹 LongHouse Talks: Roses in the Garden⁠
🗓️ Saturday, May 10 | 2–4PM⁠
📍 LongHouse Reserve, East Hampton⁠
📚 Photographer Ngoc Minh Ngo shares stories & images from her new book.⁠
⁠
🎸 The Barnstorm Live @ The Clubhouse⁠
🗓️ Saturday, May 10 | 9PM⁠
📍 174 Daniels Hole Rd, East Hampton⁠
🎤 NYC’s favorite party rock band hits the Hamptons!⁠
⁠
🗿 Vadis Turner’s “Venus Rising”⁠
🗓️ Saturday, May 10 | 4–5PM⁠
📍 LongHouse Reserve⁠
🔥 Bold new outdoor sculpture debut + Artist Walk & Talk.⁠
⁠
🌊 Paddle Diva’s Mother’s Day Paddle & Brunch⁠
🗓️ Sunday, May 11 | 11AM⁠
📍 Vandevere Marina, East Hampton⁠
🛶 Paddle, then brunch with Fresno. Get a free MOM-osa!⁠
⁠
🍽️ Mother’s Day Dining Guide⁠
🗓️ Sunday, May 11⁠
🎁 Treat mom to a perfect brunch, lunch or dinner.⁠
⁠
🎨 ArtSea Create & Sip: Horseshoe Crab Molt⁠
🗓️ Tuesday, May 13 | 6–8PM⁠
📍 Tiana Bayside, Hampton Bays⁠
🖌️ Paint + sip night celebrating horseshoe crabs. No experience needed!⁠
⁠
📍 Check out more events at Hamptons.com (Link in Bio)⁠
#hamptonsevents #eastendhappenings #mothersdayweekend #artinthehamptons #livemusic #southamptonny #easthampton #hamptonslife⁠
⁠
  • 7 Ashwood Court, Southampton, NY 11968⁠
Saunders Exclusive: $6,200,000⁠
@vinceinthehamptons⁠
@hamptonsrealestate⁠
⁠
⁠
This magnificent new construction offers a blend of modern luxury and timeless sophistication. Spanning 7,546 +/- sq. ft. on a pristine 0.92-acre lot, this two-story traditional-style residence boasts 7 bedrooms, 7 full baths, and 1 half bath.⁠
⁠
Inside, find an open kitchen adorned with marble countertops and high-end stainless steel appliances, perfect for the culinary enthusiast. The home features a spacious entry foyer, a living room, dining room, family room, den/office, and a study. Enjoy the comfort of two primary bedrooms, each with its own freestanding soaking tub, located on the first and second floors, respectively.⁠
⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
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#saunders #hamptons #hamptonsrealestate #luxuryrealestate #southampton
  • Steeped in tradition, history, and familiarity, a refurbished Sagaponack General Store has reopened its doors. Though still on the same footprint, the renovated establishment feels larger and more spacious, with an open layout and abundant natural light that adds warmth and charm. It now shares space with the newly restored historic Post Office at 542 Sagg Main Street in Sagaponack, located between Sagaponack Road and Hedges Lane, just south of the Sagaponack Common School.⁠
⁠
The original 1878 building was meticulously moved 15 feet back from Sagg Main Street and now features a welcoming new porch. The Post Office, located there as well, has its own handicapped-accessible entrance. While construction is complete, the Post Office has not yet reopened to the public. ⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
⁠
#sagaponackgeneralstore #local #community #sagaponack #⁠
⁠
  • Check out the top Hamptons events this weekend!⁠
⁠
🎭 Coppélia at Guild Hall⁠
📅 May 2–4⁠
🕖 Fri & Sat @ 7PM | Sun @ 12PM & 5PM⁠
📍 Guild Hall, East Hampton⁠
✨ Hampton Ballet Theatre School’s spring ballet!⁠
🎟️ Link in bio⁠
⁠
🎙️ Elvis Meets Sinatra @ WHBPAC⁠
📅 Sat, May 3 | 🕗 8PM⁠
📍 Westhampton Beach PAC⁠
🎶 Top tribute acts for Elvis & Sinatra⁠
🎟️ Link in bio⁠
⁠
📚 Gingy’s Diaries @ Southampton Arts Center⁠
📅 May 2–4⁠
🕑 2PM & 7PM⁠
🎭 A witty, moving new show by Ilene Beckerman⁠
🎟️ Link in bio⁠
⁠
🌸 Spring Market @ Share the Harvest Farm⁠
📅 Sat, May 3 | 🕙 10AM–12PM⁠
📍 St. Luke’s Church, East Hampton⁠
🎶 Live music, fresh food, flowers & gifts⁠
🎟️ Link in bio⁠
⁠
🏇 Kentucky Derby Party⁠
📅 Sat, May 3 | 🕓 4PM–7PM⁠
📍 Fauna, Westhampton Beach⁠
🍹 Cocktails, hors d’oeuvres & hat contest!⁠
🎟️ Link in bio⁠
⁠
🌼 Mother’s Day Flower Arranging Class⁠
📅 Sun, May 4 | 🕒 3PM–5PM⁠
📍 The Hampton Maid, Hampton Bays⁠
💐 Create a bouquet with Andrews Family Farm⁠
🎟️ Link in bio⁠
⁠
🧘‍♀️ The Rise Wellness Retreat⁠
📅 Sun, May 4 | 🕘 9AM or 3PM⁠
📍 East Hampton Indoor Tennis Club⁠
💪 Yoga, Padel, painting & shopping powered by Lululemon⁠
🎟️ Link in bio⁠
⁠
🏃 May Day 5K – East Hampton⁠
📅 Sun, May 4 | 🕘 9AM⁠
📍 101 Ocean Ave, East Hampton⁠
💖 Run for Family Service League⁠
🎟️ Link in bio⁠
⁠
🪑 Almond Zigmund: Wading Room Exhibition⁠
📅 Opens Sun, May 4 | 🕛 12PM–5PM⁠
📍 Guild Hall, East Hampton⁠
🎨 A fusion of art, furniture & collaboration⁠
📸 Photo Credit: Francine  Fleischer
🎟️ Link in bio⁠
⁠
🍽️ Long Island Restaurant Week⁠
📅 May 2–4⁠
📍 Various Restaurants⁠
🍷 Enjoy 3-course prix fixe meals across LI⁠
🎟️ Link in bio⁠
⁠
⛳ CMEE Spring Golf Outing @ The Bridge⁠
📅 Wed, May 7 | 🕜 1:30PM–6PM⁠
📍 Bridgehampton⁠
🥂 Golf, brunch, cocktails & auction⁠
🎟️ Link in bio⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
⁠
⁠
#hamptons #weekend #local #springmarket #golf ⁠
  • 98 Bay Street, Sag Harbor, 11963⁠
Saunders Exclusive: $8,995,000⁠
@hamptonsrealestate @edmundgaetjens⁠
⁠
Discover an unparalleled offering in the heart of historic Sag Harbor Village. Situated on an idyllic 0.63-acre corner lot, this meticulously restored Victorian delivers the ultimate Hamptons lifestyle: a luxuriously appointed main residence, a lofted studio, and resort-like grounds with a heated gunite pool. Just moments from Sag Harbor
  • To launch the celebrations for its 50th edition, the Hampton Classic Horse Show has unveiled its 2025 poster, “Beneath the Painted Sky,” featuring artwork by Michael “Mickey” Paraskevas of Southampton, NY. Paraskevas has previously designed the Hampton Classic poster four times (1987, 1992, 1998 and 2008).⁠
⁠
Celebrating 50 years of world-class equestrian competition, the Hampton Classic returns to Bridgehampton, NY, August 24-31, featuring FEI CSI5* and CSI2* show jumping and USEF Premier hunter competitions with more than $1 million in prize money.⁠
⁠
📸: Poster Courtesy of the Hamptons Classic⁠
⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonclassic #arts #poster #bridgehampton
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