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Hamptons.com
May 23, 2023

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

112
VIEWS
David Andrewsby David Andrews
in Real Estate, Trending
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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  • 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
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@gigismontauk @gurneysresorts
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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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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