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Hamptons.com
May 23, 2023

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

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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Dance for Parkinson’s

February 23 @ 12:00 PM - February 23 @ 01:00 PM
279 Montauk Highway Water Mill, NY 11976 United States
23
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After-School Art Spring Semester | Session I, Mondays

February 23 @ 03:30 PM - February 23 @ 04:30 PM
279 Montauk Highway Water Mill, NY 11976 United States
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Hamptons Got Talent Auditions!

February 23 @ 04:30 PM - February 23 @ 06:30 PM
25 Pond Lane, Southampton, NY 11968
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Sing-Alongs with Mr. Rich

February 25 @ 10:30 AM - February 25 @ 11:00 AM
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Rita Cantina Reopens in East Hampton for the Season

Rita Cantina Reopens in East Hampton for the Season

  • Top Hamptons Events This Weekend!⁠
⁠
🍷 Wölffer’s Candlelight Friday with Tom Wardle⁠
🗓 Friday, February 20th | 4PM⁠
📍 Wölffer Estate, Sagaponack⁠
Kick off the weekend with Wölffer’s rosé and live music by Tom Wardle.⁠
⁠
⛸ Katy’s Courage Fundraiser at Buckskill Winter Club⁠
🗓 Saturday, February 21st | 9AM–10PM⁠
📍 Buckskill Winter Club, East Hampton⁠
A full day of fun, community, and giving back.⁠
⁠
🦊 Animals in Winter Program⁠
🗓 Saturday, February 21st | 2–2:30PM⁠
📍 Quogue Wildlife Refuge, Quogue⁠
Learn how animals survive the winter season.⁠
⁠
🎭 Theatre Live: A Streetcar Named Desire⁠
🗓 Saturday, February 21st | 7–10:38PM⁠
📍 Guild Hall, East Hampton⁠
A front-row seat to the timeless masterpiece directed by Benedict Andrews.⁠
⁠
🎨 Drawing Workshop with Paton Miller⁠
🗓 Saturday, February 21st | 2–3PM⁠
📍 Southampton Arts Center, Southampton⁠
Artist and curator Paton Miller hosts a creative workshop for kids.⁠
⁠
🎳 90’s at 9⁠
🗓 Saturday, February 21st | 9–11:30PM⁠
📍 The Clubhouse Hamptons, East Hampton⁠
Bowl, dance, and dine while a DJ spins your favorite ‘90s hits.⁠
⁠
🎶 Lou Dog at The Stephen Talkhouse⁠
🗓 Saturday, February 21st | 8–10PM⁠
📍 The Stephen Talkhouse, Amagansett⁠
Sing along to all your favorite Sublime songs.⁠
⁠
🎬 Wuthering Heights⁠
🗓 February 20th–23rd⁠
📍 Sunset Theater, Westhampton Beach⁠
Margot Robbie and Jacob Elordi star in the iconic love story adapted from Emily Brontë’s 1847 novel.⁠
⁠
🍇 Long Island Wine Showcase⁠
🗓 Thursday, February 26th | 6:30PM⁠
📍 Cowfish, Hampton Bays⁠
Taste wines from six award-winning Long Island vineyards paired with delicious hors d’oeuvres.⁠
⁠
Check out more events at Hamptons.com (Link in Bio)⁠
⁠
#wolffer #hamptons #weekend #stephentalkhouse #katyscourage
  • Palm Tree Music Festival, the ultimate Hamptons party, returns for its sixth edition on Saturday, June 27th at the Shinnecock Reservation in Southampton. Known for blending world-class music with laid-back luxury,  the one‑day festival once again brings together an electric lineup and an atmosphere that captures summer at its absolute best. This year’s lineup includes headlining performances by Palm Tree Crew Co-Founder Kygo, The Chainsmokers, and Disco Lines, alongside additional sets by It’s Murph, Xandra, Will Sass, and Brooke Brazelton.⁠
⁠
“The Hamptons has always been at the heart of the Palm Tree Music Festival story,” said Palm Tree Crew Co-Founder Myles Shear. “The energy from the fans and the local community makes this show truly special. We’re thrilled to return for our sixth year and have a lot in store to take this experience to new heights for another unforgettable celebration.”⁠
⁠
The Hamptons return follows a milestone year for Palm Tree Crew. After a sold‑out fifth Hamptons edition, the brand expanded globally with debut festivals in St. Tropez and Sardinia, new U.S. destinations in Montecito and Napa Valley, and the announcement of its first Asia festival in Singapore set for April 2026. @palmtreefestival⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
.⁠
.⁠
.⁠
.⁠
#palmtreemusicfestival #hamptons #southampton #kygo
  • 💘 Valentine’s Weekend in the Hamptons 💘⁠
⁠
🎨 Take Flight Art Show⁠
📅 Friday, February 13, 2026⁠
📍 Java Nations, 112 Maple Ln, Bridgehampton⁠
View local art by local artists while sipping Java Nation’s decadent coffee.⁠
⁠
🎬 A Special Screening of The Princess Bride⁠
📅 Saturday, February 14, 2026⁠
⏰ 7PM–8:40PM⁠
📍 Guild Hall, 158 Main St, East Hampton⁠
End the perfect Valentine’s Day with a special screening of this beloved classic.⁠
⁠
🦭 Seal Cruise in Southampton⁠
📅 Sunday, February 15, 2026⁠
⏰ 12PM–2PM⁠
📍 Stony Brook Marine Station, 8 Little Neck Rd, Southampton⁠
Join a Coastal Research and Education Society of Long Island scientist for a 2-hour expedition focused on seals in Shinnecock Bay.⁠
⁠
🎶 Latin-Inspired Dinner & Live Music at The Clubhouse Hamptons⁠
📅 Friday, February 14, 2026⁠
⏰ 7PM–10PM⁠
📍 The Clubhouse, 174 Daniels Hole Rd, East Hampton⁠
Enjoy a $40 prix-fixe dinner with live band Conjunto La Herencia. At 10PM, dance the night away with Nick Corredor and Smith Jozy at the DJ booth.⁠
⁠
💌 Dear Jack, Dear Louise⁠
📅 February 13–15, 2026⁠
⏰ 2PM & 7PM⁠
📍 Southampton Arts Center, 25 Jobs Lane, Southampton⁠
The perfect gift for your loved one—experience a moving WWII love story.⁠
⁠
🍷 Valentine’s Sip & Paint at Wölffer⁠
📅 Sunday, February 15, 2026⁠
⏰ 3PM⁠
📍 Wölffer Estate, 139 Sagg Rd, Sagaponack⁠
Create your own Valentine’s Day card and enjoy a complimentary glass of Rosé.⁠
⁠
🥾 Amsterdam State Park Hike⁠
📅 Saturday, February 14, 2026⁠
⏰ 10AM–11:30AM⁠
📍 Montauk Point State Blvd (Route 27), turn right at the Amsterdam sign (across from Deep Hollow Ranch)⁠
Explore Amsterdam State Park with a short, scenic hike.⁠
⁠
✨ Tag your Valentine (or your weekend crew) and make plans!⁠
⁠
#valentinesday #hamptons #weekend #wine #rosé
  • This past month, @thequoguewildliferefuge held their annual Light The Night Winter Walk. People braved the cold and enjoyed a relaxing illuminated walk and warmed up  with @hamptoncoffee hot chocolate. The refuge also invited people to explore their Ice Harvesting exhibit. #quoguewildliferefuge #nightwalk #quogue #lightthenight #winter
  • ⁠
We’re all bombarded with New Year, New Me posts on Instagram and TikTok as health takes center stage in everyone’s 2026 goals. Many choose to participate in “Dry January,” a challenge that encourages participants to take a break from alcohol. Non-alcoholic alternatives are also a great option for those who want to join the bar crawl without the stigma of holding a water bottle. With help from our friends at Kidd Squid Brewery, we sampled a variety of options at their tasting room in Sag Harbor. Here are our top picks.⁠
⁠
1. Wölffer Estate: Spring in a Bottle Rose⁠
⁠
You can’t go anywhere in the Hamptons without grabbing a glass of Wolffer’s iconic Rosé. Don’t fret! You can still enjoy the iconic, vibrant, fruity taste with their non-alcoholic version. ⁠
⁠
Tasting notes: It’s no surprise that it is a favorite in The Hamptons. The lack of alcohol doesn’t affect the rich, elegant rose, peach, and apple notes. This is a delicious, fresh, sparkling rosé.⁠
⁠
⁠
2. Hedlum⁠
⁠
Is a locally owned company that produces crispy non-alcoholic beers that perfectly mirror their alcoholic counterparts. I tried their Easy Down Lager, and it was perfect!⁠
⁠
Tasting notes: It pours out like a beer with a nice frothy top layer. It is crisp and smooth and reminds me of a Sapporo.⁠
⁠
⁠
3. Aplós⁠
⁠
Another locally owned company that produces non-alcoholic drinks crafted by award-winning mixologists. I fell in love with their credo, “Life should be sipped slowly.” I tried their Chili Margarita and loved the sparkling citrus notes with a bit of a kick. It’s infused with adaptogens and nootropics, which are thought to reduce stress, elevate your mood, and overall just deliver that perfect chill for any social setting.⁠
⁠
Tasting notes: Crisp and tangy, with very strong citrus notes, this reminded me of kombucha. It was very refreshing.⁠
⁠
#dryjanuary #nonalcoholic #aplos  #hedlum #springinabottle
  • Experience seals in their natural environment! The New York State Office of Parks, Recreation and Historic Preservation is pleased to announce that Montauk Point State Park will host a series of hikes to observe wintering seals. Beginning in January 2026 and continuing through April 2026, a State Park naturalist will lead visitors on a scenic beach walk to an area where up to five species of seals can be observed. ⁠
⁠
2026 Seal program dates and times are as follows:⁠
⁠
Saturday, January 31st: 11am – 1pm⁠
⁠
Sunday, February 1st: 12pm – 2pm⁠
⁠
Sunday, February 15th: 11am – 1pm⁠
⁠
Saturday, February 28th: 10am – 12pm⁠
⁠
Sunday, March 1st: 11am – 1pm⁠
⁠
Saturday, March 14th: 10am – 12pm⁠
⁠
Sunday, March 15th: 11am – 1pm⁠
⁠
Saturday, March 28th: 10am – 12pm⁠
⁠
Sunday, March 29th: 11am – 1pm⁠
⁠
Saturday, April 11th: 9am – 11am⁠
⁠
Sunday, April 12th: 9am – 11am⁠
⁠
Saturday, April 18th: 2pm – 4pm⁠
⁠
Sunday, April 19th:  2pm – 4pm⁠
⁠
To register, call the Montauk Downs at 631-668-5000 (ext. 0).⁠
⁠
#seals #hike #montauk #sealwatching #recreation
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