Rentals In Southold

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    Showing 11 - 20 of 95 results| view:  results per page« 1|2|3|4|5|...|last »
    • 27840 Main Road Orient, NY 11957
      $35,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2110.00:# Square Feet
      Commercial For Rent ML# 3560540
      CHIC RETREAT! A glamorous getaway! You won’t know if you are tucked away in Tuscany or the South of France! This recently renovated modernist home is nestled amongst your own private vineyard with incredible farm vistas, imparting a spa retreat vibe. A large pool reaching out towards the horizon. Cozy up by the firepit or have lunch alfresco under the vineyard pergola and enjoy incredible privacy! 3 bedrooms, 2.5 baths, Minutes to the best of everything the North Fork has to offer - local farm stands, beaches, renowned restaurants, (check out Duryea’s) Village Lane, Orient State Park and Greenport Village! This Could Be You! Permit #1128
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1200 Indian Neck Lane Peconic, NY 11958
      $35,000
      4 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Rent ML# 3560573
      The Old King Farmhouse, located on Indian Neck Lane in Peconic, is an architecturally significant property brimming with history and character. Nestled among the scenic North Fork wineries, farms, and Bay & Sound beaches, the expansive 1.05-acre compound includes an Italianate main house adorned with original Victorian and Arts & Craft details. Inside, you’ll find original plaster walls and crown moldings, intricate parquet floors, and fine woodwork cabinets, shelving, and staircases. Additional interior features include a contemporary kitchen and four working fireplaces, including a wood-burning stove. Outside boasts a 14’ x 36’ saltwater heated pool, a fenced vegetable plot with raised cedar beds, and English-inspired flower gardens framed by mature trees and manicured private hedges. The property is perfect for endless al fresco entertaining, with hundreds of flowering bulbs planted throughout, providing a serene setting. Emphasis has been placed on preserving original details and restoring historic features while providing opportunities to build upon the unique legacy of this rare offering.
      Presented By: Compass Greater NY LLC  917-499-2824
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 900/1 Fox Hollow Rd Mattituck, NY 11952
      $35,000
      4 Bedrooms 3 Full Baths
      Commercial For Rent ML# 3514394
      Welcome to this exceptional waterfront oasis! This stunning 4 bedroom, 3 bathroom home is a true gem nestled along the water’s edge, offering unparalleled relaxation and breathtaking views. Step inside and be greeted by an abundance of natural light, illuminating the spacious open-concept living area. The chic design, with its stylish finishes, creates a warm and inviting atmosphere throughout with panoramic windows that showcase the picturesque waterfront scenery. The gourmet kitchen is a chef’s delight, equipped with top-of-the-line appliances, ample counter space, and custom cabinetry. Prepare culinary masterpieces while enjoying the tranquil water views, or simply gather around the large island for casual dining and lively conversations. As you make your way to the bedrooms, you’ll find four generously sized bedrooms, each offering a cozy haven for relaxation and rest. The primary suite is a true sanctuary, featuring its own private balcony overlooking the water, a spacious walk-in closet, and a luxurious en-suite bathroom adorned with premium fixtures and finishes. The highlight of this property is undoubtedly the heated waterside saltwater pool. Whether you’re hosting lively poolside gatherings or enjoying a serene evening dip, the pool area will undoubtedly become your favorite spot to create lasting memories. This waterfront paradise also has a deepwater dock and offers direct access to the water, making it perfect for water enthusiasts. Imagine launching your boat, kayak or paddleboard right from your backyard, or simply enjoying a leisurely boat ride to explore the nearby coves and beaches. Enjoy the tranquility and serenity of waterfront living, while still being just a short drive away from local amenities, restaurants, and entertainment options. Your dream waterfront retreat awaits! Permit 1001
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2605 Orchard Street Orient, NY 11957
      $30,000
      4 Bedrooms 5 Full Baths Sq. Ft. 4000.00:# Square Feet
      Single Family For Rent ML# 3554090
      Bucolic, airy, and steps from Orient’s Village lane and beaches. Perfect location. Revel in 2605 Orchard Street, Orient’s grandeur and comfort, set against 15 acres of open meadows with stunning 180 degree tranquil views. This light and bright large home has everything you need to have an idyllic stay in the country. Once inside you can relax into a well appointed beautifully decorated and spacious layout with four bedrooms, all ensuite, eat-in kitchen, a formal dining room, front living room with fireplace and back parlor overlooking garden and pool area, and a large den with fireplace next to kitchen. Outside features a large fenced yard with bluestone area and gardens, specimen trees, a large Patio for gathering and al fresco dining, with an independently fenced in-ground heated pool offers fun and relaxation with views extending over 15 acres of expansive meadows beyond. Rental Permit# 1124
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 3655 Pequash Avenue Cutchogue, NY 11935
      $30,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2400.00:# Square Feet
      Single Family For Rent ML# 3477027
      New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval.
      Presented By: Fedun Real Estate Inc  631-722-5000
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 230 Bridge Lane Cutchogue, NY 11935
      $27,500
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3000.00:# Square Feet
      Single Family For Rent ML# 3539913
      North Fork summer living at its best on coveted Nassau Point. Sprawling lawns and manicured gardens define this 3-acre property featuring a stylish, spacious home with a large ensuite master, two ensuite guest bedrooms, and a charming guest cottage with an additional bedroom and full bathroom. A large eat-in kitchen flows to a dining room accommodating ten people or more. The bright living room features a wood-burning fireplace and looks out over a large park-like front lawn. The 50-foot gunite pool is the highlight of the outdoor living, with a nearby screen porch, deck, and patios offering lounging, reading, yoga, and dining options. A library/office allows for a work-for-home space or overflow for guests. Choose from two nearby beaches less than 5 minutes away. Even closer is a path to access Peconic Bay. Washer & dryer on site. June: $25, 000; July: $27, 500; August: $32, 500; September: $25, 000
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1429 Peconic Bay Boulevard Laurel, NY 11948
      $25,000
      4 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Rent ML# 3575176
      Escape to your own piece of paradise in this stunning bayfront home, offering the ultimate in relaxation and luxury. Nestled on the scenic North Fork, this charming 4-bedroom, 2-bath residence boasts breathtaking bay views and direct access to your very own private beach. Imagine unwinding on the expansive deck, sipping your morning coffee while gazing at the tranquil waters, or heading down to the beach to dip your toes in the sand. This home is a true oasis, perfect for outdoor entertaining and water activities. Whether you’re swimming, kayaking, paddleboarding, or simply lounging on the giant anchored raft, there’s something for everyone. The lush, hydrangea-filled gardens provide a sense of privacy and serenity, making this retreat incredibly enticing. With two spacious living areas and options for dining indoors or out, this home is designed for both relaxation and entertainment. Enjoy cozy evenings by the beach or star gazing, roasting marshmallows over a fire and making memories to last a lifetime. Discover the perfect North Fork getaway, where charm, character, and coastal living come together in harmony.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1080 Lands End Rd Orient, NY 11957
      $25,000
      4 Bedrooms 3 Full Baths Sq. Ft. 4000.00:# Square Feet
      Single Family For Rent ML# 3550345
      Very spacious, sunlight filled custom built beauty just 3 minutes to gorgeous LI Sound beach. 44’ x 24’ heated, saltwater pool. Open concept LR/DR/KI with sliders to expansive deck overlooking private, fully fenced, park-like yard and pool area. Upstairs has a large, 2nd living room with billiards, foosball, tv area & sliders to another deck. 2 primary bedrooms - one on each level. 2nd floor primary has living room, wet bar, refrigerator and wall of sliders to deck. Home impeccably maintained and tastefully furnished throughout. Fine dining & state park just down the road. A scenic 9 mile drive to bustling downtown Greenport. Rental Permit #1117. Exp. 5.6.26.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 1300 Parkview Lane Orient, NY 11957
      $24,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2400.00:# Square Feet
      Single Family For Rent ML# 3567118
      Welcome to your ideal summer getaway! This charming 4-bedroom, 2.5-bathroom home offers 2400 sq ft of living space on a sprawling 41818 sq ft lot. Prepare to dive into relaxation as this home features a saltwater pool and deck for al fresco dining, with plenty of open space for indoor entertaining. This summer rental is the perfect haven for your seasonal escape!
      Presented By: Compass Greater NY LLC  917-848-5102
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 935 Southern Cross Rd Cutchogue, NY 11935
      $22,500
      4 Bedrooms 4 Full Baths
      Single Family For Rent ML# 3371622
      Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet’s Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day. Available April: $12, 000, May: $17, 500, June: $22, 500, July: $35, 000. August: $40, 000. Two week minimum. Permit# 0501.
      Presented By: Daniel Gale Sothebys Int’l  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
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