Studio to 5 Bedroom Homes for Rent in Nassau Point

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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,Off Season,Weekly Rent Amt:2000

  Erin Kaelin Signature Premier Properties

  415 Southern Cross Rd, Cutchogue, NY 11935
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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 2026 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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  $10,000 per month

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

  189 Old Harbor Rd, New Suffolk, NY 11956

  2025 Rates: June 15 – Sept 1: $55K; June: $12,500; July: $20,000; 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

  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

  Jeanmarie Bay William Raveis New York LLC

  25 Moose Trail, Cutchogue, NY 11935
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  $3,500 per month

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

  3655 Pequash Ave, Cutchogue, NY 11935

  MONTHLY & OFF SEASON RENTAL WINTER/SPRING 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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  $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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  $50,000 per month

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

  Unlisted Address

  Nantucket-style waterfront home on the North Fork with creek access to/from Peconic Bay - 600 feet of waterfront, floating dock and a 1200 sq. ft. deck. The home offers ample ways to enjoy the outdoors - lounge poolside and enjoy a dip in the 20x40 pool and pool house amenities. Kayak or paddle board to a secluded bay front beach. Bring your boat or rent a captain, and go fishing any day you

  Marie Beninati Beninati Associates

  Unlisted Address
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  $22,500 per month

  • 4 Beds
  • 4 Baths
  • House for Rent

  935 Southern Cross Rd, Cutchogue, NY 11935

  Available 2025: April: $12,000, May: $17,500, June: $22,500, July: $35,000. 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 area, perfect for large gatherings. The first

  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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  $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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  $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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