Newest Homes for Rent in North Fork, NY

/14
$25,000 Per Month
- 3 Beds
- 1.5 Baths
- 1,300 Sq Ft
- House for Rent
2662 Paradise Shores Rd, Southold, NY 11971

Your quintessential North Fork summer starts here. Tucked away in the quiet beach community of Paradise Shores, this Bayfront cottage is the summer retreat you’ve been dreaming of. Positioned directly on Southold Bay with unobstructed views of Shelter Island, this charming cottage offers the best scenery on the North Fork. Whether you're hosting a sunset dinner or just enjoying a quiet morning,

JoAnn Wind Daniel Gale Sothebys Intl Rlty

2662 Paradise Shores Rd, Southold, NY 11971
/19
$29,000 Per Month
- 4 Beds
- 2 Baths
- 1,825 Sq Ft
- House for Rent
120 Promenade Dr, Riverhead, NY 11901

Welcome to this delightful Cape nestled in the heart of Aquebogue. This charming residence sits on almost an acre nestled in the North Fork farm country. This home features four spacious bedrooms and two full bathrooms providing plenty of room for friends get-togethers. The large sun room/ family room looks out onto the spacious backyard where entertaining and dining are a delight during the long

Susan Wright Kerrigan Country Realty

120 Promenade Dr, Riverhead, NY 11901
/18
$8,301

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,194 Sq Ft
- Condo for Rent
155 Sound Ave Unit SI ID1521494P, Mattituck, NY 11952

The advertised rate of $8,302/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 15, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

(631) 593-5389

155 Sound Ave Unit SI ID1521494P, Mattituck, NY 11952
/25
$10,000 Per Month
- 3 Beds
- 2 Baths
- 2,256 Sq Ft
- House for Rent
52 Summit Dr, Calverton, NY 11933

Swim in the inground pool or very short distance to the deeded beach from this immaculate chic and modern 3-bedroom, 2 full bath home in beautiful Baiting Hollow. Open Floor plan with center island kitchen with snack bar and all new appliances. Hardwood floors, central air conditioning, outdoor deck off of dining room and patio around the private inground pool. Close to the Cooperage Restaurant,

Valerie Goode Colony Realty

52 Summit Dr, Calverton, NY 11933
/6
$15,000 Per Month
- 1 Bath
- 230 Sq Ft
- Condo for Rent
52325 County Road 48 Unit 8, Southold, NY 11971

Waterfront Studio Condo in Southold property features living room / kitchen combo with 1 Queen Size bed and 2 pull out trundle beds which can become 1 full size bed. outdoor area includes BBQ area on grounds free laundry room.Seasonal Condo Use Only Open from April - November then the condo closes for season.

Peter Vekiarellis ERealty Advisors Inc

52325 County Road 48 Unit 8, Southold, NY 11971
/19
$20,000 Per Month
- 5 Beds
- 3 Baths
- 2,367 Sq Ft
- House for Rent
123 Broad Ave, Riverhead, NY 11901

Exceptional value!! Only minutes from Shinnecock Hills Golf Club! Enjoy yourself from June 1st as you prepare to attend the US Open 15 days later. Stay on and complete your stay, everyday until June 30th. What a gem! Location! Location! A lovely country home furnished with an inviting firepit on a sandy beach-like setting, a welcoming pool, outdoor shower and a private garden! When you enter 123

Mary Anne Fusco Douglas Elliman Real Estate

123 Broad Ave, Riverhead, NY 11901
/22
$4,000 Per Month
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
- House for Rent
2581 Roanoke Ave, Riverhead, NY 11901

Private Beach! Spacious 3-bedroom 3 bath home close to Long Island Sound! Front Porch & rear deck for relaxing, reading and birdsong. Have fun with your family friends and gather around the fireplace together. Beautiful living room with cathedral ceilings, family room with built ins. Elegant dining experience, and spectacular sunsets from deeded Long Island sound beach! Enjoy the peace and quiet

Adrienne Governali Shine Realty Group

2581 Roanoke Ave, Riverhead, NY 11901
/20
$20,000 Per Month
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
- House for Rent
97 Grant Dr, Riverhead, NY 11901

This home has everything you'd want in a perfect summer rental. Tucked down a private, tree-lined flag lot, this North Fork retreat offers a beautifully renovated 3-bedroom, 2.5-bath home set on 1.05 acres of peaceful, lush surroundings. Surrounded by greenery and open farmland, the property provides exceptional privacy and a true sense of serenity. The approach is picturesque, leading to an

Bridget Terry Compass Greater NY LLC

97 Grant Dr, Riverhead, NY 11901
/7
$2,000 Per Month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Property for Rent
1000 9th St Unit H61, Greenport, NY 11944

Driftwood Cove 1 Bedroom 1 Bathroom Unit available. Clean and ready to be rented.

William Walters Daniel Gale Sothebys Intl Rlty

1000 9th St Unit H61, Greenport, NY 11944
/2
$2,170 Per Month
- 1 Bed
- 1 Bath
- 598 Sq Ft
- Apartment for Rent
1355 Roanoke Ave Unit 3Ra, Riverhead, NY 11901

*Ask About Our Rent Specials*. Restrictions Apply* Centrally located at the crossroads of Long Island's North and South Forks at Route 58 near many east end landmarks. Visit farms, wineries and the Peconic Bay and downtown Riverhead shopping village. Long Island Expressway Exit 72.

Michelle Holmes Fairfield Properties

1355 Roanoke Ave Unit 3Ra, Riverhead, NY 11901
/11
$5,950 Per Month
- 3 Beds
- 2 Baths
- 1,322 Sq Ft
- House for Rent
2 Dolphin Way, Riverhead, NY 11901

Welcome to this haven of tranquility and charm. This beautifully renovated property boasts three spacious bedrooms and two full bathrooms, offering ample space for relaxation and comfort. Imagine waking up each morning to the soothing sound of the waves gently lapping against the shore. With an impressive 145 feet of private waterfront on the sound, this property provides a serene retreat from

Amanda Lin Douglas Elliman Real Estate

2 Dolphin Way, Riverhead, NY 11901
/20
$10,000 Per Month
- 3 Beds
- 2 Baths
- 1,000 Sq Ft
- House for Rent
1050 Pine Ave, Southold, NY 11971

North Fork summers are defined by sun-soaked beach days, vineyard hopping, and slow evenings spent cooking under the open sky—and this charming 3-bedroom, 2-bath cottage captures it all. Tucked away in Southold, this inviting rental places you right in the heart of the North Fork, perfectly positioned to experience everything the area has to offer. Spend your mornings browsing Southold’s curated

Kieran Collings Douglas Elliman Real Estate

1050 Pine Ave, Southold, NY 11971
/23
$14,500 Per Month
- 2 Beds
- 2 Baths
- 1,550 Sq Ft
- House for Rent
250 Oak Rd, New Suffolk, NY 11956

New Suffolk charming 2-bedroom cottage invites you to spend the summer immersed in one of the North Fork’s most sought-after and picturesque hamlets. Thoughtfully reimagined, this 2-bedroom, 2-bath home has been fully refreshed to blend timeless coastal charm with modern comfort—creating the perfect retreat to relax, unwind, and truly enjoy the season. Inside, you’ll find a light-filled interior

Kieran Collings Douglas Elliman Real Estate

250 Oak Rd, New Suffolk, NY 11956
/18
$35,000 Per Month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
495 Maple Ln, Orient, NY 11957

Available July 16-30 $15,000 (RENTED); Aug 1-15 $17,500; Aug-LD $35,000.Entertain poolside in this stylish Mid-C Modern set on 2 acres, with views of Orient Harbor & the Sound. Handsomely furnished with master bedroom with full bath plus 2 additional bedrooms & full bath, large gourmet kitchen, den, spacious living room/dining room/common space opening to wrap-around deck overlooking pool.

Janet Markarian Daniel Gale Sothebys Intl Rlty

495 Maple Ln, Orient, NY 11957
/18
$20,000 Per Month
- 3 Beds
- 1.5 Baths
- 1,400 Sq Ft
- House for Rent
446 6th St, Greenport, NY 11944

Charming Greenport Village renovated 1935 Sears Kit House offering 3 bedrooms and 1.5 bathrooms. Ideally located less than half a mile from Greenport’s vibrant downtown, and less than half a mile from 5th Street Beach. The home features a bright and inviting living area, updated kitchen and dining space, and home office. Enjoy a peaceful, private backyard retreat complete with a relaxing hot tub

Bridget Elkin Compass Greater NY LLC

446 6th St, Greenport, NY 11944
/20
$13,169

Total Monthly Price
- 4 Beds
- 3 Baths
- 3,196 Sq Ft
- Condo for Rent
1345 Long Creek Dr Unit SI ID1512339P, Southold, NY 11971

The advertised rate of $13,169/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 27, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

(631) 964-6089

1345 Long Creek Dr Unit SI ID1512339P, Southold, NY 11971
/25
$10,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
- House for Rent
144 Manor Ln, Jamesport, NY 11947

Book your summer vacation on the North Fork! This beautifully updated ranch home is available as a seasonal rental and located in the heart of Jamesport Village. A great getaway for the summer months. Close to Bay & Sound Beaches and all the North Fork has to offer. Home features open floor plan for Living Room, Dining Room & Kitchen, has a Primary Bedroom with en-suite; 3 additional guest

Teresa Rogers Douglas Elliman Real Estate

144 Manor Ln, Jamesport, NY 11947
/27
$23,500 Per Month
- 2 Beds
- 3 Baths
- 1,100 Sq Ft
- Townhouse for Rent
40 Stirling Cove, Greenport, NY 11944

HAMPTONS-STYLE LUXURY WATERFRONT RENTAL — Experience summer on the North Fork in a rare, one-of-a-kind waterfront residence in coveted Stirling Cove—where every room is framed by shimmering bay views and the scenery feels like a private resort. Upstairs, two serene bedroom suites each feature a private full bathroom and open to a shared waterfront deck, creating the perfect backdrop for morning

Jesse Stein Realty Connect USA L I Inc

40 Stirling Cove, Greenport, NY 11944
/22
$7,500 Per Month
- 4 Beds
- 3 Baths
- 2,472 Sq Ft
- House for Rent
24 Kimberly Ct, Calverton, NY 11933

Hidden Gem! Newly Renovated 4 Bedroom 3 Bath Contemporary nestled at the end of a Cul-de-Sac. 2,472 Sq foot home set back on a private .87 Acre. New Eat-n-Kitchen with soft close cabinetry, Quartz countertops & stainless steel appliances. Living room with vaulted ceiling & abundance of light. Spacious Den. Master Bedroom features New Master Bathroom & walk in closet. Bedroom 2 features New Full

Anthony Guidice RE/MAX Signature Real Estate

24 Kimberly Ct, Calverton, NY 11933
/36
$6,720

Total Monthly Price
- 5 Beds
- 3.5 Baths
- 1,786 Sq Ft
- Condo for Rent
76 Creek Rd Unit SI ID1510786P, Wading River, NY 11792

The advertised rate of $6,720/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 5, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

76 Creek Rd Unit SI ID1510786P, Wading River, NY 11792
/20
$6,360

Total Monthly Price
- 4 Beds
- 3 Baths
- 1,797 Sq Ft
- Condo for Rent
212 Creek Rd Unit SI ID1510784P, Wading River, NY 11792

The advertised rate of $6,360/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 4, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

(631) 223-4287

212 Creek Rd Unit SI ID1510784P, Wading River, NY 11792
/28
$5,010

Total Monthly Price
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Condo for Rent
184 Creek Rd Unit SI ID1510783P, Wading River, NY 11792

The advertised rate of $5,010/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

184 Creek Rd Unit SI ID1510783P, Wading River, NY 11792
/20
$4,718

Total Monthly Price
- 2 Beds
- 2 Baths
- 1,194 Sq Ft
- Condo for Rent
148 Creek Rd Unit SI ID1510782P, Wading River, NY 11792

The advertised rate of $4,718/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

(631) 540-2282

148 Creek Rd Unit SI ID1510782P, Wading River, NY 11792
/20
$5,070

Total Monthly Price
- 3 Beds
- 3 Baths
- 1,711 Sq Ft
- Condo for Rent
54 Cliff Rd E Unit SI ID1510785P, Wading River, NY 11792

The advertised rate of $5,070/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 3, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

(631) 528-6898

54 Cliff Rd E Unit SI ID1510785P, Wading River, NY 11792
/31
$35,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
- House for Rent
1429 Peconic Bay Blvd, Jamesport, NY 11947

Escape to your own piece of paradise in this stunning bayfront home in Jamesport, NY, offering the ultimate in relaxation and luxury. Nestled on the scenic North Fork, this charming 4-bedroom, 2-bath residence boasts breathtaking bay views and direct access to your very own private beach. Imagine unwinding on the expansive deck, sipping your morning coffee while gazing at the tranquil waters, or

Katie Schimpf Daniel Gale Sothebys Intl Rlty

1429 Peconic Bay Blvd, Jamesport, NY 11947
/18
$22,000 Per Month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
2845 Hobart Rd, Southold, NY 11971

Mint mid-century modern cottage offering 3 bedrooms and 2 baths, ideally located just 100 yards from sandy Founders Landing beach. The interior features clean, modern lines, anchored by a fireplace and expansive picture windows that fill the space with natural light and capture beautiful water views. Outdoors, your backyard with fire pit and outdoor shower creates an ideal setting for summer

Eric Elkin Compass Greater NY LLC

2845 Hobart Rd, Southold, NY 11971
/21
$10,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
150 King St, New Suffolk, NY 11956

NEW SUFFOLK SEASONAL RENTAL: Just three blocks from the sandy bay beaches and restaurants of historic New Suffolk on the North Fork, this inviting home offers the perfect blend of charm and comfort in the heart of the hamlet. Filled with natural light, the interior features high ceilings, 4 bedrooms and 2.5 baths including a primary en-suite. The renovated kitchen is ideal for both everyday

Marianne Collins Brown Harris Stevens N Fork

150 King St, New Suffolk, NY 11956
/23
$3,950 Per Month
- 3 Beds
- 2 Baths
- 1,350 Sq Ft
- House for Rent
990 Three Waters Ln, Orient, NY 11957

Year-round OR seasonal sun filled ranch in 'Orient by the Sea' community just 4 houses to the gorgeous private beach. Eat in kitchen, dining & living rooms. Ensuite primary plus 2 add'l bedrooms & 2nd full bath. Front & back porches plus a spacious backyard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10

Kathleen Travers Douglas Elliman Real Estate

990 Three Waters Ln, Orient, NY 11957
/32
$20,000 Per Month
- 5 Beds
- 3 Baths
- 3,393 Sq Ft
- House for Rent
695 Sound Dr, Greenport, NY 11944

2026 NO LONGER AVAILABLE; 2027 RATES COMING SOON This substantial post-modern residence offers the perfect North Fork retreat for those seeking space, comfort, and effortless entertaining. From the moment you enter, the home’s expansive layout welcomes you with bright, open living areas designed for relaxing and hosting with ease. With five generously sized bedrooms and three well-appointed

William Walters Daniel Gale Sothebys Intl Rlty

695 Sound Dr, Greenport, NY 11944
/32
$16,000 Per Month
- 2 Beds
- 2.5 Baths
- 1,452 Sq Ft
- House for Rent
237 6th St, Greenport, NY 11944

Beautifully Renovated Greenport Village Farmhouse with Bay Beaches Nearby. Summer 2026 - Memorial Day to Labor Day $45,000; Memorial Day thru June $12,000; July $16,000; August to Labor Day $20,000.

Paul Loeb Douglas Elliman Real Estate

237 6th St, Greenport, NY 11944
/10
$25,000 Per Month
- 3 Beds
- 2 Baths
- 1,285 Sq Ft
- House for Rent
23 Scallop Ln, Jamesport, NY 11970

Perfect summer rental on Great Peconic Bay, fully renovated with direct access to a sandy, protected cove with warm, calm waters. Just minutes from North Fork beaches, wineries, and top destinations, 23 Scallop Lane offers the ideal blend of waterfront luxury and easy summer living. Bring your boat — monthly marina slip availability may be available, with pricing dependent on vessel size. June

Patricia Pascullo Salegna Douglas Elliman Real Estate

23 Scallop Ln, Jamesport, NY 11970
/17
$6,000 Per Month
- 4 Beds
- 4 Baths
- 1,800 Sq Ft
- House for Rent
215 Leon Rd, Southold, NY 11971

Enjoy this spacious vacation rental located just a short distance from Southold Town Beach. With room for the whole family, this home features three en-suite bedrooms plus an additional bedroom and full bath. The well-equipped kitchen opens to the dining and living rooms, where a cozy fireplace adds charm and warmth. Sliding glass doors lead to a deck overlooking a large backyard, perfect for

Jeanmarie Bay William Raveis New York LLC

215 Leon Rd, Southold, NY 11971
/19
$15,000 Per Month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
1250 2nd St, New Suffolk, NY 11956

This beautifully maintained 3-bedroom, 2-bath summer rental offers an ideal seasonal retreat just one block from the a sandy bay beach overlooking Robin’s Island as well as a block from waterfront dining. The home features sweeping water views from a spacious second-story deck, along with a bright eat-in kitchen designed for easy summer entertaining. A fully renovated first-floor bedroom and

Alexander Aquino Douglas Elliman Real Estate

1250 2nd St, New Suffolk, NY 11956
/10
$4,000 Per Month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- House for Rent
8515 Soundview Ave, Southold, NY 11971

Tucked away on the peaceful edge of freshwater Great Pond in Southold, this delightful 2-bedroom, 1-bath cottage offers the perfect blend of comfort and charm. Enjoy quiet mornings with water views and spend your days kayaking, paddle boarding, or fishing right from your backyard. Barbecue and dine on the spacious deck with a sunset view of the lake. Ideally situated just moments from Kenny's

Nicole Fitzgerald Signature Premier Properties

8515 Soundview Ave, Southold, NY 11971
/50
$15,000 Per Month
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
- House for Rent
805 Kayleighs Ct, East Marion, NY 11939

Spend summer on the North Fork in this freshly renovated East Marion retreat featuring 4 bedrooms / 3 baths and 2,500+ sq ft on a private manicured acre with a true resort-style backyard. Inside, enjoy bright coastal finishes and an open-concept layout that flows into a chef’s kitchen that is perfect for entertaining and easy everyday living. Outside is where it shines featuring a large heated

Basil Boziotis Compass Greater NY LLC

805 Kayleighs Ct, East Marion, NY 11939
/28
$9,500 Per Month
- 3 Beds
- 3 Baths
- 2,280 Sq Ft
- House for Rent
205 Pine Ave, Southold, NY 11971

A relaxed North Fork summer retreat with a private beaches, a pool for long afternoons, and easy access to vineyards, farmstands, and waterfront dining. Summer on the North Fork begins at 205 Pine Avenue!Located within the coveted Goose Bay Estates private beach community, this beautifully maintained Southold home offers access to two private beaches at the end of the street—perfect for

Barbara Poliwoda Douglas Elliman Real Estate

205 Pine Ave, Southold, NY 11971
/8
$5,000 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- House for Rent
8415 Soundview Ave, Southold, NY 11971

Step inside this charming 2 bedroom, 1 bath bungalow nestled on the serene shores of Great Pond in Southold. This cozy waterfront retreat offers tranquil water views and is just around the corner from Kenny's Beach and the popular Little Fish restaurant. Enjoy kayaking, paddle boarding, and fishing right from your backyard. Centrally located in the heart of the North Fork, you're perfectly

Nicole Fitzgerald Signature Premier Properties

8415 Soundview Ave, Southold, NY 11971
/41
$14,950 Per Month
- 6 Beds
- 3.5 Baths
- 3,500 Sq Ft
- House for Rent
100 W Shore Dr, Southold, NY 11971

Set in the highly sought-after Reydon Shores community, 100 W Shore Dr, Southold is a rare dog-friendly North Fork waterfront seasonal rental with your own private, sandy beach and sweeping bay views to Shelter Island. This renovated classic offers three levels of living with a great room and sunroom, 6 bedrooms, 3.5 baths, two wood-burning fireplaces, and a huge Trex deck built for sunset

Basil Boziotis Compass Greater NY LLC

100 W Shore Dr, Southold, NY 11971
/5
$18,000 Per Month
- 4 Beds
- 3.5 Baths
- 1,600 Sq Ft
- House for Rent
850 3rd St, New Suffolk, NY 11956

Immerse yourself in the tranquil charm of New Suffolk, a premier waterfront community where life moves at a more graceful pace. This sophisticated 4-bedroom, 3.5-bathroom retreat is perfectly positioned for those who want to experience the quintessential North Fork lifestyle—from scenic bike rides to world-class vineyards. Leave the car behind and stroll to local mainstays like Minnow, Peeko

Donald Brennan

Engel & Volkers North Fork

(631) 801-7936

850 3rd St, New Suffolk, NY 11956
/16
$18,500 Per Month
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- House for Rent
134 6th St, Greenport, NY 11944

Charming whole-house rental in Greenport Village’s coveted West Dublin neighborhood, with a classic bay beach just at the end of the block. The home features lovely furnishings, quality linens, and abundant natural light throughout. A large, sunny backyard offers ample space for outdoor dining and summer gatherings. Located just half a mile from Greenport’s vibrant commercial district, you’ll

Bridget Elkin Compass Greater NY LLC

134 6th St, Greenport, NY 11944

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New York North Fork

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