Rentals In Southold

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    Showing 71 - 80 of 97 results| view:  results per page« first|...|6|7|8|9|10 »
    • 1155 Marlene Lane Laurel, NY 11948
      $7,700
      3 Bedrooms 2 Full Baths Sq. Ft. 1100.00:#
      Single Family For Rent ML# 3538198
      Beautifully renovated cottage! Walking distance to 2 bay beaches and business district. Available off season also. and off season availability after Labor Day. Price reflects 14 night stay. Permit #0447
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 179 Old Harbor Rd New Suffolk, NY 11956
      $7,500
      4 Bedrooms 4 Full Baths Sq. Ft. 3500.00:# Square Feet
      Single Family For Rent NEW ML# 812565
      Welcome to the epitome of waterfront living—a brand-new, classic cedar shake home offering breathtaking sunrises over Peconic Bay. Nestled at the end of a winding private drive, this stunning retreat showcases panoramic water views and charming sailboats moored in the cove. Every detail of this property has been designed for luxury and relaxation. The spacious interior blends modern elegance with a breezy vacation vibe, perfectly complementing its idyllic surroundings. Each of the four bedrooms has its own dedicated bathroom, including two ensuite bedrooms, a fourth bedroom with a nearby hall bath, and an expansive primary suite on the second floor—an oasis with unparalleled views. Entertain effortlessly on the large waterfront deck or take the private stairs down to your own stretch of beach. This home offers the ultimate escape. Don’t miss this rare opportunity to live in a brand-new masterpiece that combines timeless design with the best of waterfront living. Rental Permit #: 0116
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1460 Hillcrest Drive Orient, NY 11957
      $7,500
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:#
      Single Family For Rent ML# 3519950
      HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor office, LR, DR, Den with fireplace, designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-kind, magnificent, resort-style, professionally landscaped .92 acre property. Incredible professionally landscaped, fully-fenced yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach located a stones throw away. Conveniently located close to Orient State Park Beach, Orient ferry to New London, Shelter Island ferry, Orient Village, boating, renowned Greenport, fine restaurants, shopping, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware.
      Presented By: Compass Greater NY LLC  917-589-7888
      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:#
      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 $4, 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
    • 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. During the 4th of July Holiday, you’ll get to enjoy the little red wagon community parade, reminiscent of a simpler time. The private beach community boasts access to a private sandy beach, mooring, bulkhead space and a swim platform. The outdoor patio offers a quiet retreat for alfresco dining while the screened-in porch provides a cozy haven for those who enjoy a good book, come rain or shine. Located 3 miles from Greenport Village, and a short 7-mile drive to the Orient Ferry ideally situated for easy access to local amenities. Enjoy the freshness of Sep’s Farm Stand or the aroma of Lavender By the Bay, both just half a mile away. (Southold Town Rental Permit #0775, minimum 2 week stay). June: $6k, July: $6, 200, August-LD: $7k, Memorial Day-LD: $18k
      Presented By: Douglas Elliman Real Estate  631-477-2220
      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. October $13, 000; winter $6000 per month.
      Presented By: Brown Harris Stevens N Fork  631-477-0551
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1405 Terry Lane Orient, NY 11957
      $5,500
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:# Square Feet
      Single Family For Rent ML# 808475
      Rental Permit # 1102 Also for Sale! Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 12 x 30in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that leads to a spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns have manicured landscaping and plantings, providing privacy, incredible sunsets and a serene environment.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1600 Westview Drive Mattituck, NY 11952
      $5,500
      3 Bedrooms 3 Full Baths Sq. Ft. 3192.00:#
      Single Family For Rent 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!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2490 Pike Street Mattituck, NY 11952
      $5,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1500.00:# Square Feet
      Single Family For Rent ML# 807691
      2025 Rates: Year-Round $3, 500 per month, Memorial Day-Labor Day $25, 000, June $6, 500, July $8, 750, July-August $18, 500 and August-Labor Day $9, 750. This restored Mattituck Farmhouse offers a beautifully renovated kitchen, chic modern furnishings, formal dining room, comfortable living room, 1.5 baths and 3 second floor bedrooms. Close to all beaches, short walk to Love Lane, public tennis court across the street and close to Hampton Jitney stop. Permit# 0352.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 5415 Skunk Lane Cutchogue, NY 11935
      $5,000
      3 Bedrooms 3 Full Baths Sq. Ft. 1800.00:#
      Single Family For Rent ML# 3590612
      Experience Bliss In This Completely Renovated Beach House Located In The Heart Of Cutchogue- Just A Hop, Skip, And A Jump Down The Road From Coveted Nassau Point Beach. Natural Light Abounds throughout, with an EIK Fit For A Chef, Open-concept Living Room/ Dining Room, And 3 Bedrooms All With En-suite Bathrooms. Take In Stunning Water Views From The Open-air Front Porch, Main Living Space, As Well As Primary And Front Guest Bedrooms. Large Backyard Great For Entertaining With Paver Patio, Pergola, And Outdoor Shower. Convenient To All The North Fork Has To Offer. Available Off Season (January 2025- June 2025) Or Year-Round. It Doesn’t Get Better Than This!, Additional information: Appearance:Mint
      Presented By: Signature Premier Properties  631-728-1900
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
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