$25,500
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Beautiful Greenport Village Farmhouse situated on .37 Acres. Built in 1822 and restored with modern amenities. This is the perfect home to host family and friends with 4 generous sized bedrooms all with their own ensuite full bath.Less than a hal...
$19,800
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Renovated house located in the heart of Greenport is perfect for family getaways. Blocks away from Main Street. With amazing restaurants and bars in town, and 3 min drive to the beach. Book your stays with us in Greenport New York.There are 3 bed...
$8,130
Available: Right Now
Listed: 02/05/2024
Town of Southold, NY, 11944
Capture all the charm of Greenport, NY, from this centrally located vacation rental. Built over 100 years ago, the renovated, 3-bed, 1.5-bath Victorian boasts its original front porch and flooring alongside a chic and rustic, open-concept layout. Lea...
$8,220
Available: Right Now
Listed: 30/04/2024
Town of Southold, NY, 11944
North Fork living doesn’t get better than this. Enter to stunning waterfront views from every corner of this unique, light-filled, freestanding corner unit, just a short walk from historic Greenport’s shops, restaurants, and waterfront.Experience...
$13,830
Available: Right Now
Listed: 04/05/2024
Shelter Island Heights, NY
Nice newly updated home on a quiet street within walking distance to beaches, restaurants and a golf course. Great location near Shelter Island heights town, Crescent beach and Sunset beach for social activity. The location provides both privacy and ...
$29,850
Available: Right Now
Listed: 04/05/2024
Shelter Island Heights, NY
Please contact us if you are interested in booking a month or longer stay for the 2024 summer season.An impeccably restored and charming Victorian summer cottage originally built in 1876 and located in the heart of historic Shelter Island Heights...
$8,370
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
2024 availability !Looking to escape the city for a couple of weeks or even a month? The house is well set up for working remotely and we are pet friendly!We value inclusion and respect and happily welcome guests of all backgrounds....
$13,500
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
This beautiful house is located in a private beach community. An 8 minute walk brings you to a private beach with views of the Peconic Bay and Shelter Island. Enjoy the complimentary use of two kayaks and two stand up paddle boards, which are easily ...
$29,010
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
High on a bluff overlooking the Sound, this amazing Sound front home has been completely renovated with a chef's gourmet kitchen (fully equipped), bright open living room, panoramic water views from every room. 3 Bedrooms, 2 bathrooms and a huge deck...
$2,370
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.My place is close to rest...
$30,000
Available: Right Now
Listed: 01/05/2024
Town of Southold, NY, 11944
Welcome to Gull Harbor!The house size is deceiving. It is great for multiple families as part of it is a guest suite. Updated kitchen and perfect dining area, deck with a beautiful view and on an acre plus of land. Gull Harbor has an upstate feel...
$7,950
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Combine peace and quiet with bustling downtown action when you book this charming Greenport vacation rental! The 1-bedroom, 1-bath apartment sits on a peaceful side street right off of Main Rd., allowing you easy access to unique shops, restaurants, ...
$35,700
Available: Right Now
Listed: 04/05/2024
Shelter Island Heights, NY
As the Ferry from Greenport or Sag Harbor transports you across the light on the water in minutes - you can feel the magic of Shelter Island. Your modern barn home in Hilo Shores with a heated pool with natural stone waterfall on an acre of lush land...
$34,080
Available: Right Now
Listed: 02/05/2024
Town of Southold, NY, 11944
An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the perfect home to make special memories this season. The perfect rental with one of the most extraordinary pool and garden areas on ...
$18,000
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Beautiful updated historic home in the village of Greenport. Central AC, newly renovated kitchens and bathrooms, large fenced in yard, patio with bbq, outdoor shower, fire pit. Bike to nearby vineyards and beaches and walk to restaurants, stores and ...
$71,250
Available: Right Now
Listed: 04/05/2024
Shelter Island Heights, NY
This extraordinary modern home offers an abundance of amenities with easy access to the white sands of Sunset Beach. Perched on .71 of an acre, this 3,200 square feet of open living space brings the outdoors inside effortlessly in an elegantly design...
$4,500
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
Rental Permit1063Live the perfect life with a new Pied a Terre on the North Fork in Greenport. This lovely one bedroom apartment has everything you need for a getaway of any length. Well appointed furnishings, walking distance to the beach and villag...
$34,500
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
The uniqueness of this wonderful home is the backyard which is lavishly landscaped with both beautiful flowers and lush greenery and includes a Hollywood style kidney shaped pool, lounge chairs, umbrellas, and a secret garden with a divine pergola fo...
$36,750
Available: Right Now
Listed: 04/05/2024
Town of Southold, NY, 11944
One of the nicest spots on the North Fork (that's a quote from a knowledgeable local!), beautifully designer-renovated beach house. 3 bedrooms, 2.5 baths, sleeps 6.Water views from 3 sides of the house, and all bedrooms have water views. Beautifu...
$26,970
Available: Right Now
Listed: 30/04/2024
Town of Southold, NY, 11944
Gorgeous 4 bedroom, 3.5 bath house with a fenced in pool, primely located close to everything Greenport has to offer & in a quiet development. This beautiful home is a short walk to the private beach & conveniently 2.5 miles from the village. Enjoy a...
$19,140
Available: Right Now
Listed: 30/04/2024
Town of Southold, NY, 11944
This welcoming colonial is situated on three-fourths of an acre. Family friendly, the house is perfect for your time away.The maritime town of Greenport is great to explore for all ages, and the wineries are a perfect way to spend time with frien...
$640
Available: Right Now
Listed: 01/05/2024
508 Fourth Street
Large 1 bedroom apartment. Equipped with range, refrigerator, dishwasher. Has central air, intercom system, spacious livingroom. There is on site laundry, off street parking, security cameras, security entry doors. 1 block from bus stop and downtown....