30

Cutchogue, NY Homes for Rent

Section Image Section Image
  • /31

    $6,000 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,750 Sq Ft
    • House for Rent

    900 Mason Dr, Cutchogue, NY 11935

    Broadwaters Cove Bliss: The Ultimate Peconic Bay Summer RetreatWelcome to your quintessential seasonal getaway on Broadwaters Cove, where classic, laid-back "summer camp" nostalgia meets modern comfort. This cozy waterfront haven features direct, seamless access to the spectacular Peconic Bay and boasts inviting, practical updates, including a fully refreshed kitchen and clean, updated

    Agent Photo

    Cheryl Schneider

    The Agency Northshore NY

    900 Mason Dr, Cutchogue, NY 11935
  • /17

    $8,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    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

    275 Hamilton Ave, Cutchogue, NY 11935
  • /18

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • House for Rent

    1185 Fleetwood Rd, Cutchogue, NY 11935

    Waterfront retreat in the coveted Fleets Neck community of Cutchogue. Nestled along a tranquil creek, this charming 2 bedroom, 2 bathroom cottage offers a peaceful setting with beautiful water views, spectacular sunsets, and the perfect backdrop for a North Fork escape.Enjoy kayaking, paddleboarding, fishing, or simply relaxing by the water, all while being moments from the neighborhood’s

    1185 Fleetwood Rd, Cutchogue, NY 11935
  • /20

    $20,000 Per Month

    • 4 Beds
    • 2 Baths
    • 2,600 Sq Ft
    • House for Rent

    25 Moose Trail, Cutchogue, NY 11935

    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

    25 Moose Trail, Cutchogue, NY 11935
  • /25

    $6,000 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    295 Jackson St, New Suffolk, NY 11956

    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

    295 Jackson St, New Suffolk, NY 11956
  • /25

    $65,000 Per Month

    • 6 Beds
    • 7.5 Baths
    • 7,000 Sq Ft
    • House for Rent

    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

    15105 Oregon Rd, Cutchogue, NY 11935
  • /33

    $4,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,500 Sq Ft
    • House for Rent

    425 Briarwood Ln, Cutchogue, NY 11935

    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

    425 Briarwood Ln, Cutchogue, NY 11935
  • /27

    $10,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,012 Sq Ft
    • House for Rent

    1600 Pine Tree Rd, Cutchogue, NY 11935

    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

    1600 Pine Tree Rd, Cutchogue, NY 11935
  • /30

    $30,000 Per Month

    • 4 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • House for Rent

    3655 Pequash Ave, Cutchogue, NY 11935

    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

    3655 Pequash Ave, Cutchogue, NY 11935
  • /28

    $3,600 Per Month

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • House for Rent

    1850 Sterling Rd, Cutchogue, NY 11935

    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

    1850 Sterling Rd, Cutchogue, NY 11935
  • /14

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • House for Rent

    415 Southern Cross Rd, Cutchogue, NY 11935

    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

    415 Southern Cross Rd, Cutchogue, NY 11935
  • /25

    $32,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    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 complete

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    250 Pine Tree Ct, Cutchogue, NY 11935
  • /27

    $25,000 Per Month

    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    10450 New Suffolk Ave, Cutchogue, NY 11935

    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

    10450 New Suffolk Ave, Cutchogue, NY 11935
  • /34

    $15,000 Per Month

    • 5 Beds
    • 3 Baths
    • House for Rent

    930 W Cove Rd, Cutchogue, NY 11935

    **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

    930 W Cove Rd, Cutchogue, NY 11935
  • /37

    $30,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    2465 Fairway Dr, Cutchogue, NY 11935

    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, fire pit, outdoor bath and shower, stone patio, and enclosed four-season room create seamless indoor-outdoor living. Gourmet eat-in kitchen, fully furnished, circular driveway, and spacious layout throughout. Minutes to wineries,

    Frank Cannistra Coldwell Banker American Homes

    2465 Fairway Dr, Cutchogue, NY 11935
  • /20

    $25,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • House for Rent

    175 Birch Ln, Cutchogue, NY 11935

    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

    175 Birch Ln, Cutchogue, NY 11935
  • /15

    $15,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    530 Stillwater Ave, Cutchogue, NY 11935

    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

    530 Stillwater Ave, Cutchogue, NY 11935
  • /25

    $32,000 Per Month

    • 5 Beds
    • 5 Baths
    • 3,500 Sq Ft
    • House for Rent

    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 is perfect for more formal gatherings.The main floor features a queen bedroom, a study with a Murphy

    Diane Arpaia Signature Premier Properties

    5270 Nassau Point Rd, Cutchogue, NY 11935
  • /20

    $3,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • House for Rent

    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

    4900 Depot Ln, Cutchogue, NY 11935
  • /32

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,273 Sq Ft
    • House for Rent

    635 Strohson Rd, Cutchogue, NY 11935

    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

    635 Strohson Rd, Cutchogue, NY 11935
  • /15

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    115 W Cove Rd, Cutchogue, NY 11935

    Welcome to this beautifully updated, unfurnished 3-bedroom, 2-bath home nestled in the prestigious Nassau Point community-surrounded by exclusive residences and offering access to pristine beaches.This inviting retreat seamlessly blends comfort and understated luxury. Enjoy cozy evenings by the wood-burning fireplace, mornings on the expansive new deck, and the convenience of an outdoor

    Andrea Parks Douglas Elliman Real Estate

    115 W Cove Rd, Cutchogue, NY 11935
  • /45

    $11,000 Per Month

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    2300 Pine Tree Rd, Cutchogue, NY 11935

    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

    2300 Pine Tree Rd, Cutchogue, NY 11935
  • /50

    $45,000 Per Month

    • 6 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    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

    4782 Alvah's Ln, Cutchogue, NY 11935
  • /23

    $22,500 Per Month

    • 4 Beds
    • 4 Baths
    • House for Rent

    935 Southern Cross Rd, Cutchogue, NY 11935

    **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

    935 Southern Cross Rd, Cutchogue, NY 11935
  • /26

    $40,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,250 Sq Ft
    • House for Rent

    2430 Dignans Rd, Cutchogue, NY 11935

    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

    2430 Dignans Rd, Cutchogue, NY 11935
  • /20

    $18,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • House for Rent

    5415 Skunk Ln, Cutchogue, NY 11935

    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

    5415 Skunk Ln, Cutchogue, NY 11935
  • /26

    $26,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    620 Wunneweta Rd, Cutchogue, NY 11935

    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

    620 Wunneweta Rd, Cutchogue, NY 11935
  • /23

    $10,000 Per Month

    • 5 Beds
    • 4 Baths
    • 2,532 Sq Ft
    • House for Rent

    875 Deerfoot Path, Cutchogue, NY 11935

    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

    875 Deerfoot Path, Cutchogue, NY 11935
  • /26

    $17,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    1500 Vanston Rd, Cutchogue, NY 11935

    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

    1500 Vanston Rd, Cutchogue, NY 11935
  • /35

    $22,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    Unlisted Address

    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

    Unlisted Address

Why Live in Cutchogue

Cutchogue is a small hamlet on Long Island’s North Fork, known for its wine country roots, working farms and waterfront views. Often called “NoFo” by locals, the area offers a quieter, more affordable alternative to the Hamptons, with beaches along both the Long Island Sound and Peconic Bay. Daily life here leans into farm-to-table living, with local favorites like Borghese Vineyard, Wickham’s Fruit Farm, Braun Seafood Co., Peconic Gold Oysters and 8 Hands Farm. Housing ranges from small cottages and ranch-style homes to newer New Traditional builds and standout waterfront estates. Prices range widely, but the hamlet's most expensive homes are usually on Nassau Point.

Located about 90 miles from New York City, Cutchogue is accessible via the Hampton Jitney and nearby Long Island Rail Road stations. Outdoor amenities include New Suffolk Beach, Bailie Beach, marinas, yacht clubs and the private North Fork Country Club. The Cutchogue Village Green hosts community events throughout the year, and students attend the highly rated Mattituck-Cutchogue Union Free School District. Main Road is home to local spots like the Cutchogue Diner, Atelier Dissée, Touch of Venice and Black Sheep Bagels, with additional shopping options nearby in Riverhead.

Frequently Asked Questions

How much does it cost to rent a home in Cutchogue, NY?
The median rent for a home in Cutchogue, NY is $17,500 per month, though prices vary by neighborhood, size, and property type. As of June 2026, single-family homes tend to be the most affordable option.
How much do you need to make to afford rent in Cutchogue, NY?
To comfortably afford the median rent in Cutchogue, NY, a household needs to earn roughly $700,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $17,500 per month in Cutchogue, NY, renters typically need to show $52,500 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Cutchogue, NY?
In Cutchogue, NY, the price-to-rent ratio is 5.4, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends

Number of Homes for Rent
30
Median Rent
$17,500
Median Single Family Home Rent
$10,000
How to Rent a Home