Rentals In Southold

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    Showing 61 - 70 of 95 results| view:  results per page« first|...|6|7|8|9|10 »
    • 640 Orchard Street New Suffolk, NY 11956
      $7,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3185487
      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 invites lounging, as does the spacious backyard with shade trees. Available after September 2024.
      Presented By: Brown Harris Stevens N Fork  631-477-0551
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 285 Oyster Ponds Lane Orient, NY 11957
      $6,500
      3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:# Square Feet
      Single Family For Rent ML# 3585738
      Orient village mid century gem with pool. This newly renovated, well appointed residence is perfectly located and offers 3 bright and spacious bedrooms and 2 full baths, chefs kitchen, dining room, living room and screened in porch. The yard and pool area are fenced. The garden features a pool house and stone patio perfect for alfresco dining, overlooking the beautiful pool, specimen trees and perennials. An exquisite setting for an idyllic respite in lovely Orient. Nearby to Beaches, Village Lane and the jitney. Minutes to area attractions, fine dining, golf, wineries, Greenport, Ferries to Shelter Island, Sag Harbor and New England. Rental Rates: June $14, 000; July $34, 000; August-LD- $36, 000; Off Season $5, 500 per month; Year Round $6, 500 per month. Rental Permit# 1061
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2905 West Creek Avenue Cutchogue, NY 11935
      $6,500
      4 Bedrooms 2 Full Baths Sq. Ft. 1900.00:# Square Feet
      Single Family For Rent ML# 3580560
      Chic beachy vibes meets luxury North Fork vacation home at this renovated 4 Bedroom 2 Bathroom home. Entire home was tastefully renovated & completed in April ’23. Showcasing high end finishes & upgrades. Located in the desirable Fleet’s Neck neighborhood with white sandy bay beaches moments away! Situated directly across the street from Shagwong Marina, you will enjoy gorgeous views of Wickham Creek & picture perfect sunsets overlooking the marina all Summer long. Truly feel on vacation in a gorgeous renovation, and vacation in comfort with plenty of added amenities! Entertainers delight with largely spacious designer kitchen, plenty of bar seating at the oversized island, and open concept to the eating area into the living room. Oversized couch in living room which features stunning floor to ceiling windows with sliders that open to the deck, showcasing the gorgeous views of the marina. You’re graced with the incredible views of the marina & creek from the entire living space, almost every bedroom, and on the front deck which is equipped with plenty of tables and chairs to lounge. Additional patio in back yard with lovely yard space. Game room in the basement with ping pong table, basketball hoop game, TV, and more games. Pequash Beach offers playground, benches, picnic tables, restrooms, lifeguards, and white sandy bay beach.... just a 1/4 of a mile away! Outdoor shower, great for when you return from the beach! Weber BBQ, ready for your first BBQ of the season on the NOFO! Plenty of summer fun items for your use: kayaks, wagons, bikes, chairs, etc. You don’t have to worry about anything besides relaxing, and spending time at the beach! Gorgeous neighborhood for strolling, with scenic views around every bend. Your NOFO retreat awaits!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 795 Glen Court Cutchogue, NY 11935
      $6,000 - $55,000
      3 Bedrooms 2 Full Baths Sq. Ft. 2500.00:# Square Feet
      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  646-772-0407
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 3651 Soundview Avenue Peconic, NY 11958
      $6,000 - $53,500
      3 Bedrooms 2 Full Baths Sq. Ft. 1950.00:# Square Feet
      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.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 3645 Soundview Avenue Peconic, NY 11958
      $6,000 - $79,500
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3500.00:# Square Feet
      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.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1935 Old Orchard Rd East Marion, NY 11939
      $6,000
      2 Bedrooms 1 Full Bath
      Single Family For Rent ML# 3471085
      Charming 2-bedroom, 1-bathroom summer cottage nestled in East Marion’s sought after Gardiner’s Bay Estates community. This delightful home offers the perfect blend of tranquility and community spirit, where life slows down, and the joy of the present moment is savored. If you’re fortunate enough to stay during the 4th of July Holiday, you’ll get to enjoy the little red wagon community parade, reminiscent of a simpler time. The property boasts access to a private sandy beach, mooring and bulkhead space for boating enthusiasts, and a swim platform for those warm summer days. The outdoor patio offers a quiet retreat for alfresco dining or a barbecue, while the screened-in porch provides a cozy haven for those who enjoy a good book, come rain or shine. Located just 3 miles from Greenport Village, and a short 7-mile drive to the Orient Ferry, this property is ideally situated for easy access to local amenities. Enjoy the freshness of Sep’s Farm Stand or the aromatic allure of Lavender By the Bay, both conveniently located just half a mile away. Don’t miss the opportunity to make this your vacation home for 2025. Book your visit today and discover the charm of 1935 Old Orchard Lane. (Southold Town Rental Permit #0775, minimum 2 week stay)
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • East Marion, NY 11939
      $6,000 - $20,000
      4 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3361257
      $6k Winter Rate or BOOK ’25 NOW: Various Rates All Year Long: East Marion, North Fork - Coveted and rare rental (Rates: Season 2025 $87k; June $20k, Aug-LD $40k; Bal of Sept OR Oct $20k; off Season Winter $6k per mo etc) on the bay in private setting overlooking Bug Light and Long Beach. Spectacular setting with heated, waterside pool. One floor living with many access points to southeast facing deck/terrace. Incredible sunrises - and sunsets reflected on the lighthouse and bay. Living room w/fireplace, sunroom/office, EIK with upscale appliances; DR w/sliders to terrace for outdoor dining. Waterside master suite w/full bath, 3 additional bedrooms w/guest bath. Large 3+ car garage for cars and summer toys. Private yard space for playing and pickinking. The ultimate North Fork beach house rental for you and your guests. Home sleeps up to 12 people comfortably. Life doesn’t get better than at Tara-by-the-Bay. Close proximity to area farmstands, lavender fields, wineries and destination restaurants in Greenport. Permit #0248.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1155 Old Harbor Rd New Suffolk, NY 11956
      $6,000
      4 Bedrooms 3 Full Baths
      Single Family For Rent ML# 3302005
      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 downstairs, a sitting room with fireplace, full kitchen with breakfast bar, and water views from almost every room.
      Presented By: Brown Harris Stevens N Fork  631-477-0551
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1600 Westview Drive Mattituck, NY 11952
      $12,000
      $5,500
      3 Bedrooms 3 Full Baths Sq. Ft. 3192.00:# Square Feet
      Single Family For Rent PRICE REDUCED ML# 3524003
      2024-2025 Availability & Pricing as Follows: Off Season October - April 30th: $5, 500/mo. Memorial Day - Labor Day: $45, 000. May (Incl Memorial Day): $10, 000. June: $12, 000. July: $15, 000. August: $18, 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 you step inside, you’ll be greeted by living space adorned with nautical-inspired decor, plenty of natural light, and a gas fireplace. The fully equipped kitchen is a chef’s delight, with stainless steel appliances and ample counter space for culinary creations. The open-concept design ensures a seamless flow between the kitchen, dining, and living areas, creating an ideal space for entertaining. Upstairs you’ll find the primary king suite with views of Mattituck Inlet and a private spa-like bathroom off the expansive walk-in closet. Two additional well-appointed bedrooms, one w/ a queen bed, the other w/ a full bed, provide plenty of comfort for family members or guests. There’s a pull out couch for overflow as well. Theater/media room in the basement, perfect for the rainy days or movie date nights. As you venture outdoors, a pristine landscaped backyard awaits, complete with a patio for outdoor dining, an outdoor BBQ area with a pizza oven, and a cozy fire pit. The home also has a pull out couch for additional overflow, two separate work spaces for those who need to work while on vacation, and split zone Sonos speakers throughout the house and in the backyard. Conveniently located near sought after Love Lane, several renowned wineries, farm-to-table restaurants, several local beaches, and more. Seize the opportunity before someone else does! 2 week minimum required.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
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