Rentals In Southold

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    Showing 1 - 10 of 95 results| view:  results per page« 1|2|3|4|5|...|last »
    • 15105 Oregon Rd Cutchogue, NY 11935
      $250,000
      7 Bedrooms 7 Full Baths 1 Half Bath
      Single Family For Rent ML# 3579081
      Don’t miss your chance to experience unparalleled luxury in this magnificent estate, nestled on five picturesque acres amidst some of the region’s most prestigious vineyards. This extraordinary home offers a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience. Spanning an impressive 7, 000 square feet, the residence is designed with meticulous attention to detail. Floor-to-ceiling windows flood the space with natural light and offer breathtaking views of the surrounding vineyards. The home features seven generously sized bedrooms and seven opulent bathrooms, ensuring ample space and privacy for everyone. One of the standout features is the expansive roof deck, providing panoramic views that stretch across the vineyards to the Long Island Sound. This serene setting is perfect for both entertaining guests and enjoying quiet moments of relaxation. With its unparalleled location and exquisite amenities, this estate offers a living experience unlike anything else on the market.
      Presented By: Compass Greater NY LLC  201-805-5113
      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:# Square Feet
      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 Int’l  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:# Square Feet
      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.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2840 Stars Rd East Marion, NY 11939
      $65,000
      6 Bedrooms 7 Full Baths 2 Half Baths Sq. Ft. 7000.00:# Square Feet
      Single Family For Rent ML# 3517814
      Down a private driveway with breathtaking views of the sea, privacy and luxury collide! This impressive beach estate rests on 12.3 acres and 460’ of waterfront beach tucked away in a protected cove on the Long Island Sound. 6 bedrooms include their own ensuite bathroom, plus two half baths, a gourmet eat-in kitchen that is truly a chef’s domain with multiple seating areas, and views of the inner courtyard. Huge living room with a roaring fireplace, additional living rooms, pool house, TV room and incredible outdoor vignettes. You’ll never want to leave! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, boating and great shopping! Permit #0792
      Presented By: Corcoran  631-848-7730
      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:# Square Feet
      Single Family For Rent NEW 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
    • 400 Youngs Rd Orient, NY 11957
      $50,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3300.00:# Square Feet
      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  516-330-6086
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 505 Plum Island Lane Orient, NY 11957
      $50,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 2600.00:# Square Feet
      Single Family For Rent ML# 3526488
      Available for 2024! Newly constructed modern farmhouse with 4 bedrooms, all with ensuite baths. Get away from it all in this hotel-like Orient home. Open concept kitchen, dining, living with beautiful light filled bedrooms. Enormous blue stone patio leads to in-ground pool and beautifully landscaped yard beyond. Minutes from the private association beach, Orient State Park and Duryeas Restaurant & Bar. Past tenants all loved their stay at this home!! June 40k, July 45k, Aug 50k
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 4800 Nassau Point Rd Cutchogue, NY 11935
      $48,000
      4 Bedrooms 5 Full Baths Sq. Ft. 5500.00:# Square Feet
      Single Family For Rent ML# 3532390
      Sprawling Nassau Point estate with open floor plan, 4 ensuite bedrooms and beautiful pool area. Enjoy summer days by the pool or beach directly across the street. 1st floor features an open floor plan with living, dining and large chef’s kitchen. Also on the 1st floor, a large great room for gathering or watching movies. The hotel-like primary bedroom features peek-a-boo water views and a large primary ensuite bath. Plenty of room to stretch out and relax while retreating to the North Fork summer! Private mooring is available for guests’ use.
      Presented By: Compass Greater NY LLC  315-521-4669
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 20 Vincent Street Orient, NY 11957
      $45,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2300.00:# Square Feet
      Single Family For Rent ML# 3488219
      Summer rental in Orient. Beautifully renovated inside and out featuring 4 bedrooms, 2.5 baths, plus a spacious backyard with pool. Available for August-LD. RP# 0930
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2430 Dignans Rd Cutchogue, NY 11935
      $40,000
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Rent ML# 3518964
      Cutchogue North Fork: Spend August-LD 2025 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 Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton’s Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. RP# 0579
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
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