North Fork Short Term Rentals

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    Showing 11 - 20 of 226 results| view:  results per page« 1|2|3|4|5|...|last »
    • 15 Montclair Avenue Shelter Island, NY 11964
      $75,000
      6 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4600.00:#
      Single Family For Rent ML# 3414136
      Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a dining area and adjacent guest cottage. Every room was uniquely designed, each having endless water views of West Neck Harbor. Outdoor living includes a heated, salt water, gunite pool with spa, accompanied by a sauna and outdoor shower. From the patio, take a walk down the waterfront deck to watch the stunning sunset. Soak in every minute of summer at this waterfront retreat.
      Presented By: Corcoran  631-288-6900
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1695 Old Woods Path Southold, NY 11971
      $75,000
      6 Bedrooms 4 Full Baths Sq. Ft. 3000.00:# Square Feet
      Single Family For Rent ML# 3212687
      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 fireplace, a formal dining room, a den, a large kitchen, and a pantry. Upstairs, there are five bedrooms, three baths, PLUS, an outdoor shower convenient for all to enjoy. The outbuilding, known as The Birdhouse, offers dormitory space for overflow guests with a private bathroom. The estate has a direct beachfront setting, with sugar sand and carefree days awaiting visitors in an old-fashioned East End seaside cottage. MD-LD $75, 000; June $20, 000; July $25, 000; August-LD $30, 000; September $15, 000; October $15, 000 Permit# 0996
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 355 Windjammer Drive Southold, NY 11971
      $70,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3513704
      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! Surrounded by marinas, award winning vineyards, restaurants, farm stands & great shopping. Make this absolutely mint home your North Fork summer place... you will not want to leave! Permit #1002, Additional information: Appearance:Mint
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 199 Old Harbor Rd New Suffolk, NY 11956
      $65,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2200.00:#
      Single Family For Rent ML# 3590758
      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; Upstairs 2 Bedrooms and Bath. Private Estate Area minutes to all: North Fork Wineries, Farm-stands, Shopping and top-tier restaurants. Available 2025: October $15, 000. Rental Permit# 0139
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 189 Old Harbor Rd New Suffolk, NY 11956
      $65,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2500.00:#
      Single Family For Rent ML# 3513788
      2025 Rates May 23-Sept 1 $65K, May 1-21 $5K, May 1-30, $10K, June 15K, July $23, 500, A1-LD $25K, 9/1-30 $7, 500, October $7, 500: Pristine Mid Century Modern Waterfront with 200’ Of Private Sugar Sand Beach! 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 Ceilings, Master Suite, 3 Additional Bedrooms, An Eat-In Kitchen And 2.5 Baths., Additional information: Appearance:Pristine, Interior Features:Combo Kitchen, Lease Term:August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Monthly, Off Season
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 795 Glen Court Cutchogue, NY 11935
      $55,000
      3 Bedrooms 2 Full Baths Sq. Ft. 2500.00:#
      Single Family For Rent ML# 3533632
      #NeverMissASunset. Enjoy Breath Taking Sunsets high on the Bluff overlooking the Long Island Sound With Your Own Private Sandy Beach and Community Stairs. Spacious Bedrooms with California closet (entire room) off Primary Bedroom, 2 Sun Rooms, Incredible Water Views From Nearly All The Rooms. Updated Baths And Kitchen With Granite Counter Tops, Spectacular Landscaping, Outdoor Shower. The Perfect Summer Getaway Or Year Round Home! Great For Entertaining & an ideal setting for summer stargazing. Permit#1029
      Presented By: Compass Greater NY LLC  631-629-7675
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 131 6th Street Unit 7 Greenport, NY 11944
      $50,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2238.00:# Square Feet
      Condo For Rent NEW ML# 814929
      Welcome to Pipes Cove, a private gated townhouse community nestled along the coastline of Greenport, a charming town known for its stunning waterfront views of Peconic Bay and the beauty of Shelter Island across the water. This exclusive complex features only nine homes, providing a true escape on the East End. This three-bedroom, two-and-a-half-bath townhouse is available for Summer 2025. The residence is beautifully appointed and meticulously maintained, making it perfect for hosting guests with its spacious floor plan, outdoor entertaining area, and waterfront views. A private boat basin with a dock offers boaters and paddlers convenient access right from their doorsteps. The vibrant maritime town is just a short distance away and boasts boutique shops, chic restaurants, beaches, boat charters, sailing, hiking trails, golf courses, and wineries.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1050 King Street Orient, NY 11957
      $50,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2246.00:# Square Feet
      Single Family For Rent ML# 810231
      Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16x32 heated pool, newly renovated chef’s kitchen & baths. The home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling with sliders to pool and deck, eat-in kitchen and dining room with sliders to vineyard deck. Den with pull out queen bed, bedroom with queen bed, 2 full baths, laundry and screened porch complete the ground floor plan. Second floor has 2 additional bedrooms; master with king bed, and 3rd bedroom with 2 full beds, and full bath. Amenities include central air, fully stocked kitchen with Aga stove, high speed internet, TVs with streaming video, gas grill. Walk to Village, Yacht Club & steps to association Willow Terrace bay beach. Embrace the North Fork lifestyle. Offered June $25, 000; July $50, 000; Aug $55, 000. Permit #0516.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2620 Orchard Street Orient, NY 11957
      $50,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2800.00:#
      Single Family For Rent ML# 3589919
      Discover the finest rental property in the charming hamlet of Orient, on Long Island’s desirable North Fork. Built in 2017, this exceptional home combines a clean, contemporary aesthetic with breathtaking architectural detail, perfect for discerning guests.The first floor features an open-concept living space with soaring ceilings, anchored by a gourmet chef’s kitchen with premium appliances and a spacious island, ideal for cooking and entertaining. A cozy fireplace in the living room and a sophisticated dining area make for a warm, inviting atmosphere. The main level also includes a luxurious primary suite with an ensuite bath showcasing a carved vanity, as well as a small, convenient office.The upper level offers two light-filled bedrooms and a beautifully crafted stone bathroom, perfect for family or guests. The exquisitely finished lower level provides a relaxing escape with its sauna, another stone bathroom, and a spacious open area complete with a dining table and sectional seating-an ideal space for entertaining or unwinding. Step outside to the oversized, private yard, thoughtfully screened with mature evergreens. The outdoor amenities include a stunning 20 x 50 heated gunite saltwater pool, a wood deck for lounging, and a charming pool house finished with barn siding, slate flooring, and its own bathroom. This luxurious home is the ultimate North Fork retreat for those seeking beauty, privacy, and sophistication. MD-JULY $75, 000; JULY $50K.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 400 Youngs Rd Orient, NY 11957
      $50,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3300.00:#
      Single Family For Rent ML# 3585970
      Stunning Orient retreat with a private heated gunite pool; enjoy an ideal location with a beach and village just down the block. This tranquil home features soaring ceilings, two fireplaces, four ensuite guest rooms, a private office, an enormous eat-in kitchen, a light-filled dining room, a hotel-like master suite with a second-floor balcony, charming front porch, two living rooms, and beautiful design details at every turn. This home is as stylish as it is comfortable and is the perfect summer rental to host family and friends. Mature trees and landscaping dots the exterior with a large outdoor shower. Garage with flex rec room space. Plenty of parking. Just minutes to Greenport Village and all the best amenities Orient and the North Fork has to offer.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 11 - 20 of 226 results| view:  results per page« 1|2|3|4|5|...|last »
    OneKeyâ„¢ MLS The data relating to real estate for sale on this web site comes in part from the OneKeyâ„¢ MLS. Real Estate listings held by brokerage firms other than Beninati are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

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