Rentals In Southold

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    Showing 1 - 10 of 93 results| view:  results per page« 1|2|3|4|5|...|last »
    • 4625 Aldrich Lane Ext Mattituck, NY 11952
      $150,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4611.00:# Square Feet
      Single Family For Rent NEW ML# 802846
      Experience luxury living at its finest in this stunningly renovated, estate-style home. Perfectly situated on the Long Island Sound with 200’ of waterfront beach, 4 spacious bedrooms and 4.5 bathrooms. This exquisite property offers ample room for family and friends, making it the ideal getaway for relaxation and entertainment. Enjoy breathtaking views from the comfort of your own home while lounging by the in-ground pool or unwinding in the hot tub under the starry sky. The thoughtfully designed main floor primary bedroom provides convenience and elegance, allowing you to wake up to serene water views each day. With an electric car charger on-site, you can embrace eco-friendly living without any hassle. Close to North Fork award winning vineyards, renowned restaurants, boating, farmstands and great shopping. Don’t miss the chance to make this waterfront paradise your summer retreat! Permit #1226.
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2055 Grandview Drive Orient, NY 11957
      $110,000
      4 Bedrooms 5 Full Baths Sq. Ft. 5000.00:#
      Single Family For Rent ML# 3369625
      Amazing North Fork home with heated salt water gunite pool located in Grandview Estates featuring 4 bedrooms (1st floor bedroom with ensuite, 2 ensuite guest bedroom on the second floor with 1 additional guest bedroom and guest bathroom) office/den also located on the second floor with a large sitting area and balcony at the landing of the second floor, large, finished basement with projection TV. Permit #0441.,
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 15105 Oregon Cutchogue, NY 11935
      $80,000
      6 Bedrooms 7 Full Baths 1 Half Bath Sq. Ft. 7000.00:# Square Feet
      Single Family For Rent ML# 802499
      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 natural light and provide breathtaking views of the surrounding vineyards. Featuring six generously sized bedrooms and six opulent bathrooms, ensuring ample space and privacy for everyone.The expansive roof deck is a standout feature, offering panoramic views that stretch across thevineyards to the Long Island Sound. A beautiful gunite heated pool in the courtyard with firepit and entertainment space. This serene setting is perfect for both entertaining guests and enjoying quiet moments.This is a perfect house to share with friends and family. Two-week availability; monthly availability.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 3645 Soundview Avenue Peconic, NY 11958
      $79,500
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3500.00:#
      Single Family For Rent ML# 3513786
      Available 2024: May 1-23: $7, 500.00; May 24-June 30: $21, 500.00; July 2-31: $23, 500.00; August 2-LD: $25, 000.00; September 3-30: $7, 500.00; October 1-31: $6, 500.00; MDW-LD: $70, 000.00. Available off season for $6, 000 per month through April 31, 2024. Paradise along the Long Island Sound. This pristine and newly renovated home is a very unique offering w/ straight shot sunset views over the LI Sound and private beach access just 100 yards from the house down a sandy path through the Peconic Dunes. The home features an impressive primary en-suite overlooking the Sound, 2 guest bedrooms w/ shared hallway bathroom, and an additional flex room that can be used for sleeping quarters or as a remote home office. High soaring ceilings on the main floor allow for sun soaked exposure throughout the Great Room and impressive large Chef’s kitchen. Truly a special property that will offer an authentic North Fork Summer experience! Permit# 0874., Additional information: Appearance:Pristine, 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) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • East Marion, NY 11939
      $74,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2200.00:#
      Single Family For Rent ML# 3471559
      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
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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. Permit# 0139
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 3651 Soundview Avenue Peconic, NY 11958
      $53,500
      3 Bedrooms 2 Full Baths Sq. Ft. 1950.00:#
      Single Family For Rent ML# 3513787
      2024 RATES: May 1-23 7, 500.00: June 1-21 $10, 500.00; July 7-30 $15, 500.00; October 1-31 $6, 000.00: Escape to sweeping dunes along the Long Island Sound in the Hamlet of Peconic. This restored 1940’s beach cottage offers charm, character, modern amenities and easy summer water-front living. The grounds are sprawling, incredibly private, will offer breath taking sunset and the ideal setting for summer stargazing. The interior features 3 bedrooms, 2 bathrooms, 2 living rooms and updated bathrooms and kitchen. Enjoy this serene setting nestled away along some of the North Fork’s most desirable beach fronts., Additional information: Appearance:Excellent, Lease Term:August-Labor Day, Flexible, July, July-August, June, Memorial-Labor
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2620 Orchard Street Orient, NY 11957
      $50,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2800.00:#
      Misc 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.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
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