Newest Homes for Rent in Cutchogue, NY

YEAR-ROUND RENTAL — Remarkably spacious at approximately 3,000 square feet, this light-filled Cutchogue residence offers exceptional flexibility for living, working from home and creative pursuits. A former art gallery reimagined in a contemporary farmhouse style, the home features two bedrooms, 2.5 baths, a loft and multiple bonus spaces. The expansive open-concept main level includes a generous

Nicholas Planamento William Raveis New York LLC

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, ideally situated on coveted Fleets Neck in Cutchogue. Just moments from your private beach on one of the area's most beautiful stretches of sandy shoreline, you'll enjoy calm waters perfect for swimming, paddle boarding, and relaxing

Christine Peddy Engel & Volkers North Fork

Escape to the tranquility of prestigious Nassau Point in this beautifully appointed 4-bedroom, 3-bath seasonal retreat. Ideally situated just moments from beloved Fisherman's Beach, this exceptional home offers sweeping sunset water views from the living room, patio, and primary suite, creating the perfect backdrop for a relaxing North Fork getaway. Set on an expansive 1.38-acre property, the

Andrea Parks Douglas Elliman Real Estate

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 fireplace, eat-in kitchen and an office. 100 feet on the Bay and a full acre, waterside deck overlooking Peconic Bay, steps to private beach, gunite & heated pool, pool house with a kitchenette, recreation area, changing area

Sheri Winter Parker Corcoran

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. Just .4 miles from the beach and calm bay waters, this bright and airy retreat combines timeless coastal charm with modern comfort. The open-concept main level features a spacious living area and true chef's kitchen overlooking

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

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 views of the cove. Kayaks are available for use with signed waiver. The back exterior is very private and features mature landscaping, a gas grill, hammock, fire pit and expansive porch for all to enjoy. Available for year round

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

WATERFRONT! North Fork Summer Rental! Located in the most picturesque setting, this summer retreat offers incredible water views of Great Peconic Bay. Imagine enjoying your morning coffee from the Adirondack chairs on the verdant rear lawn while overlooking enchanting panoramic vistas. The main level of this special home includes a screened-in porch, family room, dining area, eat-in kitchen, full

Connie Liappas Compass Greater NY LLC

WATERFRONT! North Fork Summer Rental! Located in the most picturesque setting, this summer retreat offers incredible water views of Great Peconic Bay. Imagine enjoying your morning coffee from the Adirondack chairs on the verdant rear lawn while overlooking enchanting panoramic vistas. The main level of this special home includes a screened-in porch, family room, dining area, eat-in kitchen, full

Connie Liappas Compass Greater NY LLC

WATERFRONT! North Fork Summer Rental! Located in the most picturesque setting, this summer retreat offers incredible water views of Great Peconic Bay. Imagine enjoying your morning coffee from the Adirondack chairs on the verdant rear lawn while overlooking enchanting panoramic vistas. The main level of this special home includes a screened-in porch, family room, dining area, eat-in kitchen, full

Connie Liappas Compass Greater NY LLC

Summer Rental in New Suffolk! Enjoy summer on the North Fork in this well-appointed New Suffolk rental featuring partial water views, a spacious yard, and easy access to local beaches, dining, wineries, breweries, and farm stands. The home offers flexible living spaces, three bedrooms, two full baths, and multiple indoor and outdoor areas for relaxing and entertaining. Amenities include an eat-in

Natalie Hough Daniel Gale Sothebys Intl Rlty

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 private beach rights and an exceptional backyard designed for making unforgettable summer memories. Offering 4 bedrooms and 3 full bathrooms, this spacious home combines classic charm with modern comforts. The sun-filled interior

Melissa Principi Douglas Elliman Real Estate

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 area, cathedral Living room with double sided fireplace. Primary bedroom 1st floor ensuite. Spacious deck through sliders off living room and kitchen along with hot tub, heated in-ground pool with Outdoor Bar, additionally an

Tom Uhlinger Douglas Elliman Real Estate

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 concept living area with both informal and formal dining spaces, along with multiple gathering areas both inside and out and a finished lower level ideal for recreation or entertainment. The flexible layout includes two primary ensuite

Natalie Hough Daniel Gale Sothebys Intl Rlty

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 and conveniences is the generous estate. Don't miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and

Joseph Divello Century 21 Albertson Realty

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 through Labor $21,000. The home is furnished. The home features a first-floor bedroom with a queen-sized bed and 2 additional bedrooms on the second floor, both with king-sized beds. There are 2 Living areas for entertaining and

Rene Giacobbe Douglas Elliman Real Estate

Stunning Renovated Craftsman in Nassau Farms – North Fork Summer Retreat- Enjoy the perfect North Fork escape in this pristine, renovated Craftsman home located in desirable Nassau Farms, just moments from Nassau Point Beach. Designed for relaxed summer living, the bright and airy great room features an open-concept layout filled with natural light. The chef’s kitchen friends. Lovely Primary

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

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 tranquil escape with its rustic charm and modern conveniences.Nestled on half an acre, this fully furnished cabin features 3 beds/1 bath, ideal for year-round living or weekend getaways. The spacious den with warm, natural wood

Andrea Parks Douglas Elliman Real Estate

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 perfect spot for relaxing. Multiple outdoor dining areas provide ample space for entertaining or enjoying a quiet meal under the stars. For sports enthusiasts, the property features a basketball and pickleball court, offering endless

Rita Rooney Douglas Elliman Real Estate

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 Cutchogue. Situated just moments from the highly coveted Nassau Point Beach, this home offers the ultimate blend of modern luxury and seaside serenity. The Interior: Natural light pours into the open-concept living and dining spaces,

William Mcintosh Daniel Gale Sothebys Intl Rlty

Cutchogue-Spend summer in this quintessential North Fork cottage. Immaculate, beautifully furnished and well equipped home with everything you need for a comfortable stay. Wonderful location just steps to water access for boating, kayaking, paddle boarding, and fishing. Beaches, shopping, restaurants farm stands, fish market, wineries and breweries just minutes away. Available June and/or July

Amy Kirincic The Agency Northshore NY

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. There is a sunporch with sleeper sofa that would make an ideal work from home space. Outbuilding/shed on site can be used for storage. Half bathroom is on the first floor and a full bathroom newly tiled on the second floor.

Melissa Principi Douglas Elliman Real Estate

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 summer months in this ideal 3 bedroom 2 bathroom escape. The main level features and open dining/, kitchen leading to wood deck, main floor bedroom, full bathroom and living room. The second floor features 2 additional bedroom and 1

William Walters Daniel Gale Sothebys Intl Rlty

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 kitchen includes premium appliances, a large island, and flows into the living room with backyard views. The formal dining room is perfect for more formal gatherings.The main floor features a queen bedroom, a study with a Murphy

Diane Arpaia Signature Premier Properties

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 blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7,000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with

Lisa Gillooly Compass Greater NY LLC

**2026 Rates** May $15K, June $18K, September 8-30 $12K, October $12K. This property is a stunning waterfront home located on West Cove in the exclusive Nassau Point area. Offering breathtaking views of the Great Peconic Bay, Robins Island, and New Suffolk, this home exudes charm and sophistication. The main level boasts two spacious great rooms, an enclosed three-season room, an eat-in kitchen,

William Walters Daniel Gale Sothebys Intl Rlty

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

Erin Kaelin Signature Premier Properties

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 maintained home. Available for summer or short term off-season rental., Additional information: Lease Term: August-Labor Day, Flexible, July, July-August, June, Memorial-Labor Day, Off Season. 30 day minimum

Erin Kaelin Signature Premier Properties

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 the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion

Nicholas Planamento William Raveis New York LLC

Mattituck, North Fork: Sunshine and solace await you in this immaculate and recently renovated vacation home with a brand NEW, heated, saltwater pool (16x34 gunite)! Large open and bright rooms with lots of natural light allow you to relax in comfort and enjoy your time off. Home accommodates a maximum of 6 guests and features first floor bedroom with luxurious bath, open concept dining

Nicholas Planamento William Raveis New York LLC

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. Designed for both relaxation and entertainment, this home features a chef’s kitchen and an array of spacious living areas, including a formal dining room, game room with a pool table and arcade games, plus a first-floor bedroom

Jeanmarie Bay William Raveis New York LLC

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 away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck

Deirdre Fedun Fedun Real Estate Inc

**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 4 en suite bedroom home this summer located in the desirable Fleet's Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining

Mariah Mills Daniel Gale Sothebys Intl Rlty