North Fork, NY Houses for Rent

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  $32,000 per month

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

  1080 Lands End Rd, Orient, NY 11957

  Very spacious, architect's own custom designed beauty just 3 minutes to gorgeous, private community LI Sound beach. 44' x 24' heated, saltwater pool. Natural light filled, open concept design LR/DR/KI with sliders to expansive deck overlooking private, fully fenced, park-like grounds. 2nd floor features a large, 2nd living room with billiards, foosball, large tv plus sliders to private deck. 2

  Kathleen Travers Douglas Elliman Real Estate

  1080 Lands End Rd, Orient, NY 11957
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • House for Rent

  400 Hill Rd, Southold, NY 11971

  Welcome to your perfect summer getaway located in the desirable Claves Neck neighborhood of Southold. This comfortable Ranch has ample space for the whole family to unwind and recharge after a day of exploring the North Fork. The home offers a fully equipped kitchen, spacious living, and dining rooms, three pleasant bedrooms, two pristine bathrooms. Outside, a savor al fresco dining amid the lush

  Jeanmarie Bay William Raveis New York LLC

  400 Hill Rd, Southold, NY 11971
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  $25,000 per month

  • 4 Beds
  • 3.5 Baths
  • House for Rent

  910 Glenn Rd, Southold, NY 11971

  Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car

  Andrea Parks Douglas Elliman Real Estate

  910 Glenn Rd, Southold, NY 11971
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  $19,000 per month

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

  300 Marion Place, East Marion, NY 11939

  Private, peaceful home on a serene acre of property with mature plantings and wonderful landscaped greenery. Just renovated, featuring open modern Kitchen/Dining combo for modern entertaining. Separate family room across open foyer with fireplace and loads of puzzles & games. Charming covered front porch looks out onto expansive front yard. Back deck with grill overlooks pool and backyard. (Pool

  Laura Wanamaker Howard Hanna Coach

  300 Marion Place, East Marion, NY 11939
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  $36,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  950 Tasker Ln, Greenport West, NY 11944

  2026 Rates: May $26,000; June $29,000; July $36,000; September $27,000; October $24,000. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a

  William Walters Daniel Gale Sothebys Intl Rlty

  950 Tasker Ln, Greenport West, NY 11944
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  $28,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  1100 Pine Ave, Southold, NY 11971

  Permit #: 0160. This Superb 3-Bedroom, 2-Bathroom Ranch Home Showcases Gorgeous Water Views And Is Strategically Located Near Goose Creek Beach And The Pulsating Heart Of Southold, Allowing You To Enjoy The Best Of Both Worlds. The Interior Is Beautifully Designed With A Minimalist Aesthetic, Offering A Serene Retreat From The Every Day Hustle And Bustle. The Open Layout Allows For Easy Movement

  Colin McCarthy Thomas J McCarthy Real Estate

  1100 Pine Ave, Southold, NY 11971
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  $4,500 per month

  • 3 Beds
  • 1 Bath
  • House for Rent

  220 Fiddler Ln, Greenport, NY 11944

  Charming, clean and tastefully decorated, 3 bedroom,1 bath (plus an outdoor shower) Greenport bungalow. The enclosed sun-porch is a great extra space to relax on rainy days too. The location~ Just a couple of blocks from a beautiful Bay Beach with boat ramp and amenities. Just down the block from Portobello's Restaurant, Billy's By The Bay and Kontakosta Vineyard. Close to Village shops, vintage

  Rita Rooney Douglas Elliman Real Estate

  220 Fiddler Ln, Greenport, NY 11944
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  $7,000 per month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • House for Rent

  Unlisted Address

  Experience the charm of this delightful rental cottage nestled in Southold, North Fork, just a stone’s throw from Founder's Landing Park and Wharf House, with one of the most amazing sugar sand beaches in our community. This unique, fully furnished one-bedroom retreat features flexible rental periods and competitive rates throughout the year.Imagine waking up to the serene views of a

  Nicholas Planamento William Raveis New York LLC

  Unlisted Address
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  $6,900 per month

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • House for Rent

  11 Beach Rd, Jamesport, NY 11947

  North Fork. Beauty and the Beach at 11 Beach Road, Jamesport. Open Bayfront Right On The Bay Beach! Private "Fairhaven" Community, stunner mid century modern. Available Winter Months at $6,900 per, August thru Labor Day Tues the 8th $35,000. 5 weeks this year! Sand in your toes right out your door, full walls of glass, gorgeous open bay views from every room. Sparkling hot tub spa for 6 added to

  Kate Carpluk William Raveis New York LLC

  11 Beach Rd, Jamesport, NY 11947
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  $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
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  $5,500 per month

  • 3 Beds
  • 3 Baths
  • 3,192 Sq Ft
  • House for Rent

  1600 Westview Dr, Mattituck, NY 11952

  **RENTED JULY & AUGUST 2026*** [2026 Availability & Pricing as Follows: Off Season October 1st - April 30th: $5,500/mo. May (Incl Memorial Day): $10,000. June: $12,000. July 1-31: $15,000. August - Labor Day: $21,000. September (not including LD): $10,000. Escape to the North Fork and enjoy the perfect blend of comfort & coastal living in this meticulously maintained 3-bed, 3-full bath home. As

  Mariah Mills Daniel Gale Sothebys Intl Rlty

  1600 Westview Dr, Mattituck, NY 11952
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  $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
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  $4,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  1975 Youngs Ave, Southold, NY 11971

  This beautifully furnished farmhouse offers you a warm welcome home on the North Fork. Amazing decor throughout every room for you to enjoy your stay. There are three bedrooms and two full bathrooms, hardwood floors, central air conditioning, and a back deck overlooking a fenced in yard. Great location just one block from the town restaurants, shops, and all transportation. Numerous beaches to

  Barbara Poliwoda Douglas Elliman Real Estate

  1975 Youngs Ave, Southold, NY 11971
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  $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
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  $6,000 per month

  • 3 Beds
  • 1 Bath
  • House for Rent

  400 Diamond Ln, Peconic, NY 11958

  June: $6,000.00 Enjoy stunning water views and all-season access to the Sound from this charming 3-bedroom, 1-bathroom waterfront home. This cozy home channels happy, mid-century vibes. Large living room with fireplace, dining nook, and sunroom, all with breathtaking views of the water. The patio with BBQ is the perfect spot to relax and enjoy the outdoors, and the path to the Sound makes it easy

  Sheri Winter Parker Corcoran

  400 Diamond Ln, Peconic, NY 11958
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  $60,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  355 Windjammer Dr, Southold, NY 11971

  This soothing beach house is so Zen, you will feel like you are at a spa retreat! Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach!

  Sheri Winter Parker Corcoran

  355 Windjammer Dr, Southold, NY 11971
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  $22,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • House for Rent

  189 Old Harbor Rd, New Suffolk, NY 11956

  2026 Rates: July 20-31; A1–LD: $22,500; Sept 1–30: $7,500; October: $7,500: Pristine Mid Century Modern Waterfront with 200' Of Private Sugar Sand Beach on sprawling 2 acre parcel! Property Features Breathtaking Views Of Robins Island, Southampton And Nassau Point. Chic Furnishings Adorn This Lovely Home Along with Interior Panoramic Views Of The Great Peconic Bay. Open Living Space with High

  William Walters Daniel Gale Sothebys Intl Rlty

  189 Old Harbor Rd, New Suffolk, NY 11956
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  $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
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  $20,000 per month

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

  25 Moose Trail, Cutchogue, NY 11935

  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 and full bath—all tastefully furnished. Step

  Jeanmarie Bay William Raveis New York LLC

  25 Moose Trail, Cutchogue, NY 11935
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  $19,500 per month

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

  1355 Watersedge Way, Southold, NY 11971

  Welcome to 1355 Watersedge Way, a delightful Bayfront home offering breathtaking water and sunset views in Southold. Nestled next to a nature preserve with 300 feet of private beach, this home provides both serenity and direct water access.Inside, the spacious living room features a smart TV and a wall of sliding glass doors that open to a waterside deck, perfect for enjoying the bay breeze.

  Jeanmarie Bay William Raveis New York LLC

  1355 Watersedge Way, Southold, NY 11971
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  $7,500 per month

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  3400 Youngs Ave, Southold, NY 11971

  Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farm Field. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at

  Thomas McCarthy Thomas J McCarthy Real Estate

  3400 Youngs Ave, Southold, NY 11971
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  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • House for Rent

  250 Wesland Rd, Southold, NY 11971

  NEW TO THE RENTAL MARKET! JUST A DREAM BOAT! NEWLY RENOVATED, LIGHT AND BRIGHT, BEAUTIFULLY APPOINTED, EVERY CONVENIENCE - 2 BEDROOMS, 2 BATHS. PLUS - CONVERTIBLE QUEEN SOFABED! BEAUTIFUL OUTDOOR DINING, FIRE PIT, PORCH, ENCLOSED SHOWER! PRICED RIGHT! STEPS TO POPULAR KENNEY'S BEACH - JUST BRING YOUR LITTLE RED WAGON AND STROLL TO THE BEACH AND ENJOY! Additional information: Appearance excellent!

  Marie Beninati Beninati Associates

  250 Wesland Rd, Southold, NY 11971
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  $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
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  $79,000 per month

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

  Unlisted Address

  Cape-Cod-Style Cedar-Shingle House situated on edge of low bluff. Wooded lot with 2nd-story master bedroom suite/deck. Fantastic 180-degree views of Gardiner's Bay, Bug Lighthouse, Shelter Island, Orient Village and East Hampton with 150-feet of private sandy beach and boat mooring. Permit #0049., Additional information: Appearance:Excellent, Interior Features:Separate Thermostat

  Anna Carlino Douglas Elliman Real Estate

  Unlisted Address
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  $12,500 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  455 Fred St, New Suffolk, NY 11956

  Looking for the perfect getaway? Look no further than this charming 3 bedroom, 2 bath seasonal rental, located just minutes away from everything you need to make your vacation unforgettable. With its prime location just a short walk from New Suffolk Beach, Legends & Minnow restaurants, the New Suffolk Marina, and local wineries, golf, and farms, this rental is the perfect home base for all your

  Nicole Fitzgerald Signature Premier Properties

  455 Fred St, New Suffolk, NY 11956
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  $30,000 per month

  • 8 Beds
  • 7 Baths
  • 5,400 Sq Ft
  • House for Rent

  650 Pine Ave, Southold, NY 11971

  A masterfully crafted resort style property, where coastal luxury meets effortless living. Tucked within a coveted private beach community with beach access, this resort-style property was designed for gathering, entertaining, and unwinding in total privacy. The home features a show-stopping 20’ x 40’ heated saltwater pool, framed by lush, manicured grounds that feel both serene and indulgent.

  Colin McCarthy Thomas J McCarthy Real Estate

  650 Pine Ave, Southold, NY 11971
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  $3,500 per month

  • 2 Beds
  • 1 Bath
  • House for Rent

  3825 S Harbor Rd, Southold, NY 11971

  Classic North Fork Beach home located just 10 homes away from South Harbor Beach and Park, Amazing comfort and privacy on this acre plus setting. Home is crisp, clean, and fully furnished ready for you to enjoy. South Harbors expansive beach offers an inlet to paddle board, kayak, fish, and relax on the water. Please call for availability; 2025 Rates: January- April $3500, May $5000, June $7000,

  Barbara Poliwoda Douglas Elliman Real Estate

  3825 S Harbor Rd, Southold, NY 11971
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  $18,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  355 Midway Rd, Southold, NY 11971

  Available seasonally, this impeccable modern 3 bedroom 3 bath home in Southold's coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with gas grill and plenty of room for entertaining and sunning. The three bedrooms, including a

  Marianne Collins Brown Harris Stevens N Fork

  355 Midway Rd, Southold, NY 11971
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  $20,000 per month

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

  950 Blue Marlin Dr, Southold, NY 11971

  Beachfront, located in Southold Shores, this architect's own home is built with all the beautiful appointments you can imagine. Embracing the purity of architectural detail, together with a refined simplicity, this waterfront home offers a timeless elegance. Sweeping sunsets eye-catching angles and thoughtful details provide constant visual interest. A large 4 bedrooms with 4 baths ensuite,

  Lori Feilen William Raveis New York LLC

  950 Blue Marlin Dr, Southold, NY 11971
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  $22,500 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  935 Southern Cross Rd, Cutchogue, NY 11935

  Available 2026: April: $12,000, May: $17,500, June: $22,500, July: $35,000. August Rented. 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 area, perfect for large

  Mariah Mills Daniel Gale Sothebys Intl Rlty

  935 Southern Cross Rd, Cutchogue, NY 11935
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  $6,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  1155 Old Harbor Rd, Southold, NY 11971

  Quintessential North Fork sandy bay beachfront rental. Stunning views across Cutchogue Harbor and Peconic Bay will be yours at this spacious waterfront home, whether from the airy great room, the brick patio, or from the beachside deck. Tucked away down a quiet drive, this home offers peace and privacy in historic New Suffolk. There are 3 bedrooms and 2 baths upstairs, one bedroom and one bath

  Marianne Collins Brown Harris Stevens N Fork

  1155 Old Harbor Rd, Southold, NY 11971
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  400 Wells Rd, Laurel, NY 11948

  ** RENTED JULY 5th - AUGUST 21st. ** Adorable 3-bed, 2-bath rental with a pool in the fenced in back yard and close to a bay beach! Available Off Season (Jan-May23): $4,000/mo, June: $8,000, July: $9,000, August: $10,000, July & August: $18,000, Memorial Day - Labor Day: $26,000, September (not including LBD): $6,000, October: $6,000, November: $5,000 and December: $5,000. *Unavailable 6/28/26 -

  Mariah Mills Daniel Gale Sothebys Intl Rlty

  400 Wells Rd, Laurel, NY 11948
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  $10,000 per month

  • 4 Beds
  • 2.5 Baths
  • House for Rent

  1275 the Esplanade, Southold, NY 11971

  STUNNER 4BR DESIGNER HOME ~ PET FRIENDLY, HEATED POOL & BEACH!Fabulous Lux Vacations on the coveted Esplanade in "Angel Shores", with a deeded sandy bay beach and heated freeform lagoon pool with a waterfall. Property is fully fenced and private, with many lounge areas for sunning, a shady pergola when needed, and a great new outdoor shower. We offer a pet friendly policy, rare for an

  Kate Carpluk William Raveis New York LLC

  1275 the Esplanade, Southold, NY 11971
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  $6,900 per month

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • House for Rent

  15 Downs Blvd, Jamesport, NY 11901

  North Fork. Bay Front Charmer On The Beach at 15 Downs Boulevard in Jamesport. In coveted Fairhaven Private Community. Vintage cottage right on sandy bay beachfront. Summer 2026 June $14,000, July $25,000, Spring and Fall/Winter Rates Available. Lovely and well kept getaway full of olde time appeal. Spacious open plan with water views, new central air, new waterside patio and outdoor furniture,

  Kate Carpluk William Raveis New York LLC

  15 Downs Blvd, Jamesport, NY 11901
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  $4,000 per month

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft
  • House for Rent

  61 Brookside Ave, Jamesport, NY 11970

  Relax and unwind at this open-concept waterfront home. Situated in a private neighborhood with views of Peconic Bay from most of the rooms. The home boasts 2 new decks, and an updated new master bath. Getaway by yourself, or with friends and family. First-floor bedroom and bath. Four beds, 3 baths, in total. Updated master bath with spa-like -Jacuzzi bathtub, rainfall shower head to relax the

  Kathy Van Duzer Douglas Elliman Real Estate

  61 Brookside Ave, Jamesport, NY 11970
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  $30,000 per month

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

  1695 Old Woods Path, Southold, NY 11971

  Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a

  Nicholas Planamento William Raveis New York LLC

  1695 Old Woods Path, Southold, NY 11971
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  $9,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  640 Orchard St, New Suffolk, NY 11956

  This classic updated 19th century home in the heart of historic New Suffolk is just 4 blocks to one of the North Fork's best bay beaches, plus two renowned local restaurants. It offers stylish living spaces -- living room, den, dining room, eat-in kitchen, 3 bedrooms and 2 full baths, central air conditioning. Many antique details and original wood floors add to the charm. The wraparound porch

  Marianne Collins Brown Harris Stevens N Fork

  640 Orchard St, New Suffolk, NY 11956
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  $3,500 per month

  • 5 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • House for Rent

  47 Bayside Ave, Riverhead, NY 11901

  Bay Front Bargain, $3500 a month, five bedrooms, sugar sand beach, private yard with garden, on site parking- large eat in kitchen, living room with fireplace, fully equipped kitchen, laundry ( washing machine and clothes dryer) wood burning fireplace and great bay views ! Call for apppointment. No pets, no smoking- ideal winter get away or short term rental while you remodel or are between

  Andrea Aurichio AURICHIO AND SMITH REAL ESTATE LLC

  47 Bayside Ave, Riverhead, NY 11901
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  $4,000 per month

  • 1 Bed
  • 1 Bath
  • 470 Sq Ft
  • House for Rent

  16640 Main St Unit Cottag, New Suffolk, NY 11956

  SEASONAL RENTAL. Just two blocks to a sandy bay beach, this charming 1-bedroom cedar shake cottage Is the perfect summer getaway. The bedroom has a queen size bed, the bathroom Is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. Great value with

  Marianne Collins Brown Harris Stevens N Fork

  16640 Main St Unit Cottag, New Suffolk, NY 11956

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