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Currently Available Cutchogue, NY Rentals

2705 W Creek Avenue, Cutchogue image
2705 W Creek Avenue, Cutchogue $22,000

Designer's North Fork Coastal Escape Rental | Coveted Fleets Neck Beach, Cutchogue Experience the best of North Fork living in this quintessential water-view home, ideal...

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  • 3 Beds
  • 2 Baths
  • 1026511 MLS
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440 Haywaters Road, Cutchogue image
440 Haywaters Road, Cutchogue $20,000 ▼

Escape to the tranquility of prestigious Nassau Point in this beautifully appointed 4-bedroom, 3-bath seasonal retreat. Ideally situated just moments from beloved Fisherm...

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  • 4 Beds
  • 3 Baths
  • 1018112 MLS
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4705 Nassau Point Road, Cutchogue image
4705 Nassau Point Road, Cutchogue $55,000

SPARKLING BAY FRONT $55,000.00 for July // Bay front living in prestigious Nassau Point. This spacious, newly renovated home features 4+ bedrooms, large living room with ...

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  • 4 Beds
  • 5 Baths
  • 1021326 MLS
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610 Eastwood Drive, Cutchogue image
610 Eastwood Drive, Cutchogue $19,000 ▼

Seasonal Rates: 2 Weeks $9,500 | August $19K Experience the best of the North Fork from this beautifully renovated home in Cutchogue's sought-after Fleets Neck community...

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  • 3 Beds
  • 4 Baths
  • 1021000 MLS
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2735 Beebe Drive, Cutchogue image
2735 Beebe Drive, Cutchogue $4,300

Newly renovated three bedroom, two bath ranch in well sought after Cutchogue community. This house is only 800ft from Haywater Cove water access and provides peak a boo v...

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  • 3 Beds
  • 2 Baths
  • 1020149 MLS
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10450 New Suffolk Avenue, Cutchogue image
10450 New Suffolk Avenue, Cutchogue $14,000

WATERFRONT! North Fork Summer Rental! Located in the most picturesque setting, this summer retreat offers incredible water views of Great Peconic Bay. Imagine enjoying yo...

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  • 4 Beds
  • 3 Baths
  • 1018901 MLS
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10450 New Suffolk Avenue, Cutchogue image
10450 New Suffolk Avenue, Cutchogue $10,000

WATERFRONT! North Fork Summer Rental! Located in the most picturesque setting, this summer retreat offers incredible water views of Great Peconic Bay. Imagine enjoying yo...

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  • 4 Beds
  • 3 Baths
  • 1018839 MLS
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10450 New Suffolk Avenue, Cutchogue image
10450 New Suffolk Avenue, Cutchogue $25,000

WATERFRONT! North Fork Summer Rental! Located in the most picturesque setting, this summer retreat offers incredible water views of Great Peconic Bay. Imagine enjoying yo...

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  • 4 Beds
  • 3 Baths
  • 1018386 MLS
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175 Birch Lane, Cutchogue image
175 Birch Lane, Cutchogue $25,000 ▼

July 2026 still available! Experience the very best of North Fork living from this beautifully maintained home, ideally situated in the heart of Cutchogue with coveted pr...

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  • 4 Beds
  • 3 Baths
  • 1007529 MLS
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900 Mason Drive, Cutchogue image
900 Mason Drive, Cutchogue $6,000

Broadwaters Cove Bliss: The Ultimate Peconic Bay Summer Retreat Welcome to your quintessential seasonal getaway on Broadwaters Cove, where classic, laid-back "summer camp...

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  • 2 Beds
  • 2 Baths
  • 1005745 MLS
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620 Wunneweta Road, Cutchogue image
620 Wunneweta Road, Cutchogue $26,500

Privacy galore at this Nassau Point destination within a short walk to Bay Beach. Spacious open floor plan comes with this 3Bedroom 2 Bath home, gourmet kitchen, dining a...

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  • 3 Beds
  • 2 Baths
  • 1002485 MLS
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875 Deerfoot Path, Cutchogue image
875 Deerfoot Path, Cutchogue $9,500 ▼

Enjoy summer on the North Fork in this beautifully maintained 5 bedroom, 4 full bathroom seasonal rental located in desirable Cutchogue. The home features an open concep...

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  • 5 Beds
  • 4 Baths
  • 1002385 MLS
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4782 Alvah's Lane, Cutchogue image
4782 Alvah's Lane, Cutchogue $45,000

Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts a...

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  • 6 Beds
  • 4 Baths
  • 995078 MLS
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425 Briarwood Lane, Cutchogue image
425 Briarwood Lane, Cutchogue $4,500

A very charming creekfront home with dock on Haywaters Cove. Available for year-round rental for $4,500 per month or seasonally June for $15,000, July $18,000, August thr...

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  • 3 Beds
  • 2 Baths
  • 997077 MLS
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2465 Fairway Drive, Cutchogue image
2465 Fairway Drive, Cutchogue $30,000 ▼

Prime North Fork summer rental available for July. 4,000 sq ft, 5 bed, 4 bath home with everything you need for the perfect month away. Private pool, outdoor kitchen, fir...

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  • 5 Beds
  • 4 Baths
  • 967026 MLS
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1600 Pine Tree Road, Cutchogue image
1600 Pine Tree Road, Cutchogue $10,000

Stunning Renovated Craftsman in Nassau Farms – North Fork Summer Retreat- Enjoy the perfect North Fork escape in this pristine, renovated Craftsman home located in desira...

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  • 3 Beds
  • 2 Baths
  • 963633 MLS
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1850 Sterling Road, Cutchogue image
1850 Sterling Road, Cutchogue $3,600 ▼

Welcome to your charming log cabin retreat in the heart of Nassau Farms, moments away from the Cutchogue Park District Beach. This cozy yet spacious home offers a tranqui...

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  • 3 Beds
  • 1 Baths
  • 963696 MLS
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2300 Pine Tree Road, Cutchogue image
2300 Pine Tree Road, Cutchogue $11,000 ▲

Welcome to 2300 Pine Tree Road, Cutchogue, where every day feels like a vacation with room for guests. The property boasts a fully fenced, heated saltwater pool, a perfe...

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  • 3 Beds
  • 3 Baths
  • 963348 MLS
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5415 Skunk Lane, Cutchogue image
5415 Skunk Lane, Cutchogue $18,000

Renovated Coastal Retreat with En-Suite Baths & Stunning Water Views Experience North Fork bliss in this meticulously renovated beach house located in the heart of Cutch...

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  • 3 Beds
  • 3 Baths
  • 948433 MLS
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635 Strohson Road, Cutchogue image
635 Strohson Road, Cutchogue $11,000

Cutchogue-Spend summer in this quintessential North Fork cottage. Immaculate, beautifully furnished and well equipped home with everything you need for a comfortable stay...

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  • 2 Beds
  • 2 Baths
  • 933186 MLS
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4900 Depot Lane, Cutchogue image
4900 Depot Lane, Cutchogue $3,900 ▼

Bucolic farmhouse on three lush acres in the heart of Cutchogue! This home features two large bedrooms each with queen beds and smaller third bedroom on second floor. The...

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  • 3 Beds
  • 2 Baths
  • 879908 MLS
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1500 Vanston Road, Cutchogue image
1500 Vanston Road, Cutchogue $17,500 ▲

2026 Rates: A1-LD $17,500, September $6,500, October $7K Charming Nassau Point Cape Cod. Enjoy sprawling private grounds with community beach access as you enjoy the summ...

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  • 3 Beds
  • 2 Baths
  • 829201 MLS
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5270 Nassau Point Road, Cutchogue image
5270 Nassau Point Road, Cutchogue $32,000 ▲

Have the best getaway ever in this newly renovated home in prestigious Nassau Point! At its heart is a sunny great room with a soaring cathedral ceiling. The chef’s kitch...

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  • 5 Beds
  • 5 Baths
  • 806977 MLS
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2430 Dignans Road, Cutchogue image
2430 Dignans Road, Cutchogue $40,000

Cutchogue North Fork: Spend August-LD 2027 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why th...

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  • 4 Beds
  • 4 Baths
  • L3518964 MLS
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15105 Oregon, Cutchogue image
15105 Oregon, Cutchogue $65,000 ▲

Don't miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region's most prestigious vineyards.This magnificent home is a perfect b...

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  • 6 Beds
  • 8 Baths
  • 802499 MLS
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25 Moose Trail, Cutchogue image
25 Moose Trail, Cutchogue $20,000 ▼

RENTED for the 2026 season , Available 2027. Discover the perfect blend of comfort and luxury in this stunning 4-bedroom Cape, ideally situated in the heart of Cutchogue....

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  • 4 Beds
  • 2 Baths
  • L3505394 MLS
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3655 Pequash Avenue, Cutchogue image
3655 Pequash Avenue, Cutchogue $30,000 ▲

GORGEOUS SEASONAL (and Off-Season) RENTAL AVAILABLE -- FLEET's NECK! Walk to Beach from your Private FABULOUS OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked...

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  • 4 Beds
  • 2 Baths
  • L3477027 MLS
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530 Stillwater Avenue, Cutchogue image
530 Stillwater Avenue, Cutchogue $15,000

Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. 30 day minimum stay.

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  • 3 Beds
  • 3 Baths
  • L3524446 MLS
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415 Southern Cross, Cutchogue image
415 Southern Cross, Cutchogue $8,000

Perfect summer cottage. Location can't be beat! A stone's throw to serene Pequash beach. Nestled in quiet Fleet's Neck with 2 bay beaches within walking distance. Well ma...

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  • 2 Beds
  • 2 Baths
  • L3522191 MLS
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935 Southern Cross Road, Cutchogue image
935 Southern Cross Road, Cutchogue $22,500

**JULY & AUGUST RENTED** Available 2026: April: $12,000, May: $17,500, June: $22,500, July: $35,000, August: $40,000. Vacation at this spectacular, completely renovated ...

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  • 4 Beds
  • 4 Baths
  • L3371622 MLS
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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332 Jackson Ave
Syosset, NY 11791
(516) 517-2400

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