$30,000 per month
19000 Main Rd, Mattituck, NY 11952
Soak up the best of the season in this light-filled 4-bedroom, 2.5 bath home, perfectly located just minutes from Love Lane, local farmstands, vineyards and some of Mattituck's most beautiful beaches. Whether you're here for a relaxing getaway or a working vacation, this spacious, fully furnished home offers the comfort and convenience you're looking for. Inside, you'll find a bright, open layout
$4,000 per month
4075 Pequash Ave, Cutchogue, NY 11935
Beautiful and classic bungalow style Cottage set on lovely private lot in Fleets Neck beach community with access to the private association bay beach. Featuring 2 bedrooms, renovated bath and kitchen, covered side porch for outdoor dining and spacious rear patio area with fire pit and grill ideal for easy entertaining. Private backyard, outdoor shower. Available Aug 15-Sept 2 $4,000. Permit#
Janet Markarian Daniel Gale Sothebys Intl Rlty
$20,000 per month
1800 Westphalia Rd, Mattituck, NY 11952
Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and access for kayaking, swimming and paddleboarding. A short stroll into all Mattituck has to offer... Strong's Water Club, Windamere restaurant, Browder's
$3,500 per month
490 Schoolhouse Rd, Cutchogue, NY 11935
Excellent location in close proximity to downtown cutchogue. 3 bedrooms, 1 bath 1 level house with 1 car garage and full basement. Owner pays electric and cuts lawn. Large property.
Isaac Israel Richmond Realty Corp
$25,000 per month
2600 Oregon Rd, Mattituck, NY 11952
Romance, elegance, and the bucolic backdrop of Oregon Road make this home a standout! Nestled within a vineyard, this 3 bedroom, 2 bath vintage farmhouse charmer lies on 2 acres with an in-ground pool and endless vineyard views. Short distance to tasting rooms, farm stands, renowned restaurants, vineyards, and fantastic beaches that the North Fork is known for! [[Rental Registration # 0940]]
$5,000 per month
400 Little Peconic Bay Rd, Cutchogue, NY 11935
Year-Round Rental in the Sunniest Hamlet of New York – Nassau PointEnjoy this year-round rental in one of Long Island’s most serene settings. This charming home overlooks the tranquil waters of Wunneweta Pond and includes dock space for your boat or kayak. Nestled on a private 1.3-acre parcel, the property offers peace, privacy, and natural beauty in every season. As a resident of the
Joseph Divello Century 21 Albertson Realty
$4,000 per month
4900 Depot Ln, Cutchogue, NY 11935
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
$8,800 per month
Unlisted Address
Bayfront historic artist's home in Peconic. Built in 1911, this home was the residence of 2 prominent artists. Gorgeous views of the Peconic Bay with private stairs down to the beach. Peconic bay beach is long and sandy. Several outdoor tables and benches to take in the water views. A large lawn perfect for games. The interiors are decorated with antiques and contemporary furniture. A screened in
Walter Chadwick Brown Harris Stevens N Fork
$25,000 per month
590 Haywaters Dr, Cutchogue, NY 11935
This sleek, immaculate, modern renovation with floor to ceiling glass offers the perfect summer rental, WOW factor! Commanding sweeping water views from Mud Creek to Peconic Bay. The perfect getaway to entertain in style or relax and just be zen. This is what the doctor ordered! 3 Beds, 2 baths, open floorplan, guaranteed stress relief and live art views. Close to the causeway beach and Cutchogue
Sheri Winter Parker Corcoran
$8,000 per month
275 Hamilton Ave, Cutchogue, NY 11935
July rental in picturesque beach community. Deeded beach and playground nearby. This 3 bedroom home is fully air conditioned. Has WIFI and an outdoor shower. Additional information: Lease Term:July, Memorial-Labor, September, October, Monthly, Off Season.
Maureen Orientale Compass Greater NY LLC
$20,000 per month
1200 Indian Neck Ln, Peconic, NY 11958
Rental Permit # 0221.The Old King Farmhouse, located on Indian Neck Lane in Peconic, is an architecturally significant property brimming with history and character. Nestled among the scenic North Fork wineries, farms, and both Bay and Sound beaches, this expansive 1.05-acre compound includes an Italianate main house adorned with original Victorian and Arts & Crafts details.Inside, you'll find
Marco Maida Compass Greater NY LLC
$15,000 per month
19000 Main Rd, Mattituck, NY 11952
Soak up the best of the season in this light-filled 4-bedroom, 2.5 bath home, perfectly located just minutes from Love Lane, local farmstands, vineyards and some of Mattituck's most beautiful beaches. Whether you're here for a relaxing getaway or a working vacation, this spacious, fully furnished home offers the comfort and convenience you're looking for. Inside, you'll find a bright, open layout
Sheri Winter Parker Corcoran
$8,000 per month
1455 Beebe Dr, Cutchogue, NY 11935
Unpack your bags and vacation at this beautiful water view home with easy access to Nassau Point Beach. This home offers a blend of tranquility and convenience in a sought-after location. The water views and private access to water activities are significant highlights for those seeking a coastal escape. The bright and spacious interior, along with the well-appointed kitchen and ample bedrooms,
Katie Schimpf Daniel Gale Sothebys Intl Rlty
$15,000 per month
4135 Camp Mineola Rd, Mattituck, NY 11952
Welcome to your dream rental in the heart of Mattituck, NY! This stunning bayfront property offers a perfect blend of luxury and comfort, featuring 3 spacious bedrooms and 2 full baths. Ideal for those who love to entertain, the home boasts multiple living areas, including family rooms, dens, and stunning views throughout.Enjoy breathtaking waterfront views from the south-facing property,
Margaret Bergamini Compass Greater NY LLC
$25,000 per month
850 3rd St, New Suffolk, NY 11956
Escape to tranquility at this exquisite, brand new 4 bedroom, 3.5 bathroom retreat nestled in the heart of picturesque New Suffolk, NY. Designed for ultimate comfort and sophisticated living, this stunning home offers unparalleled comfort and relaxation. Step inside and be greeted by a bright and expansive living area, where floor-to-ceiling windows bathe the space in natural light. This elegant
Donald Brennan Engel & Volkers North Fork
$16,000 per month
215 Kouros Rd, New Suffolk, NY 11956
Escape to the serene charm of New Suffolk this summer with this beautiful rental property! Offering ample space for all, this delightful home boasts 5 bedrooms and 3 bathrooms, ensuring everyone's comfort.Step outside onto the expansive wrap-around patio, perfect for summer evenings and al fresco dining. An outdoor shower provides a refreshing touch after a day at the beach, and the large, lush
Mackenzie Needham Daniel Gale Sothebys Intl Rlty
$15,000 per month
1685 Peconic Ln, Peconic, NY 11958
The Jefferson House, built in 1750, beautifully renovated and brought back to life in 2021. This historic home is the perfect place to stay this summer and welcome family and friends. Truly the most unique home offered for rent on the North Fork.Situated on 7 acres of natural and manicured gardens with specimen trees, fruit orchards and an outdoor patio – all nestled between
Kenneth Poliwoda Douglas Elliman Real Estate
$25,000 per month
370 Fishermans Beach Rd, Cutchogue, NY 11935
Available in 2025: August-LD for 2-3 weeks (dates are flexible) 25K (for 2 weeks). Spend your summer in this stunning five-bedroom retreat on Nassau Point. With 150 feet of waterfront access and just a quick 3-minute stroll to the pristine sands of Fisherman’s Beach, this property is ideal for both boating enthusiasts and beach lovers. The house features elegant furnishings, modern fixtures, and
Natalie Hough Daniel Gale Sothebys Intl Rlty
$28,000 per month
535 Birch Ln, Cutchogue, NY 11935
Newly built, completed in 2025! Spend your July (or just two weeks!) in Cutchogue at this home located in a Sound-front community with private beach access. Private fenced backyard with heated in-ground pool and extra large patios. Coastal colors and up-to-the minute design will put you at ease for a month of relaxation. A huge screened porch overlooking the yard will be your favorite place to
Melissa Principi Douglas Elliman Real Estate
$10,000 per month
1600 Pine Tree Rd, Cutchogue, NY 11935
Pristine and newly renovated craftsman home in Nassau Farms. Easy access to Nassau Point Beach. Bright and sunny great room with open floor plan; kitchen featuring granite counter tops, custom cabinetry, and high end appliances. Private backyard with bluestone patio, built-in outdoor sound system, stone fireplace, and outdoor cooking. Ideal vacation home on the North Fork. Private path to nearby
Nancy Cervelli Daniel Gale Sothebys Intl Rlty
$30,000 per month
105 Fleetwood Rd, Cutchogue, NY 11935
Welcome to your dream summer rental in Fleet's Neck! Nestled in a serene location, this newly renovated waterfront home offers an unparalleled getaway experience. With its prime location on the North Fork, you'll have exclusive access to some of the most breathtaking beaches and thrilling kayaking adventures. Step inside this beautifully designed home and be greeted by a spacious and inviting
Susan Orioli Engel & Volkers North Fork
$60,000 per month
610 Park Ave, Mattituck, NY 11952
If you want beach right outside your door this if for you. Not only does the home have over 150' of the sandiest beaches on the North Fork but virtually 360-degree water views, Grand Open Floor plan with views from every window. Massive 1920's Stone Fireplace compliments the interior. Great Tiki Bar building adds to the experience. Complete renovations done in 2021. Minimum of 14 days rental
Tom Uhlinger Douglas Elliman Real Estate
$8,000 per month
1500 Vanston Rd, Cutchogue, NY 11935
2025 Rates: June $8K, July $12K, A1-LD $13K, September $8K, 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
William Walters Daniel Gale Sothebys Intl Rlty
$5,500 per month
2745 Vanston Rd, Cutchogue, NY 11935
Permit #1253. Welcome to 2745 Vanston Road, a hidden gem nestled in the prestigious Nassau Point community. This mid-century modern retreat, spread over a sprawling 1.3 acres, offers a perfect blend of privacy and comfort. The open-concept living space is bathed in natural light with an EIK, and an open air, wraparound deck off the living room, creating an inviting atmosphere for both relaxation
Paula Constant Douglas Elliman Real Estate
$8,000 per month
4296 Wunneweta Rd, Cutchogue, NY 11935
Rental Permit# 0019. Privacy And Views Abounds with This Beautiful Reproduction Of 19th Century Waterfront Barn. Wonderful Open Great Room with Streaming Light from Large Doors and Transom Windows. Mbr Lower Level, Bath, Grand Staircase to Sleeping Loft and Sitting Area., Additional information: Appearance:Diamond
Tom Uhlinger Douglas Elliman Real Estate
$3,000 per month
3705 Wells Rd, Peconic, NY 11958
2025 UNAVAILABLE MONTHS: MAY, JUNE, JULY, AUGUST, SEPTEMBER. Fully furnished, tranquil and serene waterfront living on the North Fork set on just shy of an acre. Watch the sunrise from the private pier, dock for your boat, glide around on the kayaks, enjoy the deck with outdoor furniture and fire table, or play a rousing game of ping pong. The formal living room features a gas fireplace and warm
Cindy Succoso Douglas Elliman Real Estate
$150,000 per month
1260 Jackson St, New Suffolk, NY 11956
Magical New Waterfront Rental Step back to simpler times in this spectacular 1800's waterfront home. The house maintains much of its original detail but has been carefully updated with all the modern conveniences of today. The town of New Suffolk is one of the North Fork's most exclusive small towns, nestled on the Bay and just off the main roads. Enjoy your own private beach and end the day
Katie DiGregorio Corcoran
$15,000 per month
250 Pine Tree Ct, Cutchogue, NY 11935
Escape to your private Cutchogue oasis this summer! This stunning home boasts four bedrooms, including two en-suite, and 3.5 baths, offering luxurious accommodations for your getaway. Unwind in the in-ground pool or lounge on the wrap-around porch overlooking a tranquil creek. Two living rooms and an open-concept kitchen provide ample space for entertaining, while the wooded lot ensures
Mackenzie Needham Daniel Gale Sothebys Intl Rlty
$8,000 per month
580 Lloyds Ln, Mattituck, NY 11952
This spectacular bluff-top home overlooking the Long Island Sound was designed for seamless indoor/outdoor living. As you enter the residence, you are instantly awestruck by the stunning floor-to-ceiling coastline views. From the spacious living room, step out to a large deck to better enjoy the expansive yard, which boasts a large pool, BBQ area for alfresco dining and a fire pit for
Kristen Rishe Signature Premier Properties
$10,000 per month
2600 Oregon Rd, Mattituck, NY 11952
MAGIC ON OREGON ROAD Romance, elegance, and the bucolic backdrop of Oregon Road make this home a standout! Nestled within a vineyard, this 3 bedroom, 2 bath vintage farmhouse charmer lies on 2 acres with an in-ground pool and endless vineyard views. Short distance to tasting rooms, farm stands, renowned restaurants, vineyards, and fantastic beaches that the North Fork is known for! $15,000 for
Sheri Winter Parker Corcoran
$16,500 per month
675 Halls Creek Dr, Mattituck, NY 11952
Enjoy the perfect summer in this expansive traditional home in lovely Harbor Farms, Mattituck's premier waterfront residential community. Its 12 generous rooms total more than 3000 feet of living space, inviting you to enjoy a luxurious North Fork vacation experience. Enjoy privacy, serenity, and a heartwarming view of Halls Creek from many rooms and the rear patio surrounded by country
John DeReeder Douglas Elliman Real Estate
$9,800 per month
5270 Nassau Point Rd, Cutchogue, NY 11935
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, with bay views, is perfect for more formal gatherings.The main floor features a queen bedroom, a study
Diane Arpaia Signature Premier Properties
$40,000 per month
4782 Alvah's Ln, Cutchogue, NY 11935
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
$35,000 per month
15105 Oregon Rd, Cutchogue, NY 11935
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
$65,000 per month
199 Old Harbor Rd, New Suffolk, NY 11956
New Suffolk, North Fork BAYFRONT residence. Ideal location to while away the hours and enjoy the North Fork farm-stands, wineries and more! Sublime Bayfront With Dock. Home Features quality, high-speed internet in Colonial Revival Charm at the beach... Entry Hall, Broad Waterside Living Room W/Fireplace and Views, formal dining room, Eik, Den/Br W/Bath and First Floor Master Suite W/Bath;
Nicholas Planamento William Raveis New York LLC
$13,000 per month
5415 Skunk Ln, Cutchogue, NY 11935
Experience Bliss In This Completely Renovated Beach House Located In The Heart Of Cutchogue- Just A Hop, Skip, And A Jump Down The Road From Coveted Nassau Point Beach. Natural Light Abounds throughout, with an EIK Fit For A Chef, Open-concept Living Room/ Dining Room, And 3 Bedrooms All With En-suite Bathrooms. Take In Stunning Water Views From The Open-air Front Porch, Main Living Space, As
Jesse Stein Signature Premier Properties
$8,000 per month
Unlisted Address
Winter Seasonal Rental. Charming, lovingly updated "Mermaid Cottage" in the historic maritime hamlet of New Suffolk. 2 bedrooms, one bath, eat-in kitchen, hardwood floors, fireplace, fabulous screened porch, outdoor shower. Close to a gorgeous, sandy bay beach, restaurants and post office. Perfect North Fork retreat for the winter season.
Robyn Brown Brown Harris Stevens N Fork
$13,500 per month
105 Ole Jule Ln, Mattituck, NY 11952
Sensational North Fork Seasonal Rental Home in the Heart of Mattituck. Available for July, August, August through Labor Day and September 2025. A Custom Built, Beautifully Appointed and Impressive Home. Set on a Shy Acre of Mature and Beautifully Landscaped Property. The Home Boasts 4 Large Bedrooms, 3 Full Baths. There is a First Floor Bedroom. The Primary Bedroom En-Suite is on the Second
Rene Giacobbe Douglas Elliman Real Estate
$15,000 per month
930 W Cove Rd, Cutchogue, NY 11935
2025 Rates: Sept $17K, October $15K. 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, a dining room, and a primary
William Walters Daniel Gale Sothebys Intl Rlty
$15,000 per month
1800 Westphalia Rd, Mattituck, NY 11952
Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and access for kayaking, swimming and paddleboarding. A short stroll into all Mattituck has to offer... Strong's Water Club, Windamere restaurant, Browder's
Sheri Winter Parker Corcoran
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