Top 5 Most Luxurious Places to Rent in Greenport

With the Tall Ship Festival in Greenport right around the corner, it’s a great time to talk about some of best rentals that the Town of Greenport on the North Fork has to offer. This quaint little place has earned itself a reputation as a fantastic summer destination on the North Fork and if you have a nautical soul, there is no place better.

424 4th Street, Greenport, $100,000 for Memorial Day To Labor Day 

If Jay Gatsby were to have a home on the North Fork, this would be it. F. Scott Fitzgerald–era bayfront Grande Dame overlooking Greenport Harbor and Shelter Island. Fabulous sunrises from all rooms and waterside pool. Home features over 20 rooms.


Greenport Charmer, $40,000 For The Summer

Opportunity to spend your 2010 vacation-time in the heart of a historic maritime village. You will love this 4 Bedroom, 4.5 Bathroom charmer that is perfectly situated on a quiet street in walking distance to everything there is to enjoy… restaurants, antique shops & boutiques. This is an ideal situation for an extended family wanting to get away for the summer together because this two-family home is being offered as a single family this vacation season.

Beach House, Memorial Day To Labor Day, $35,000

Directly on a lovely stretch of Long Island Sound beachfront, with no bluff, this comfortable beach house is the ideal summer home. Enjoy unobstructed water views from your deck, enclosed porch and almost every room!  Three bedrooms, 2.5 baths, including a spacious master suite; updated kitchen, living room, dining area.  Convenient to local restaurants, wineries and farmstands.

Greenport Condo, Memorial Day To Labor Day, $26,000

This great condo in Pipes Cove, Greenport is has 3 beds and 2.5 Baths and 2500 sq. feet! Right on the Bay with a deep water Dock. Enjoy Greenport Village and all it has to offer.

Home On The Water In Greenport With Docking Rights, $25,000 Memorial Day To Labor Day

Wonderful home with its 142 feet of deep-water dock—6 feet at mean-low-tide!!!! Enjoy the waterfront views all yaer round. Perfect for boaters—big and small boats, and sailboats, and kayaks, and sunfish, and canoes, and anything else that floats!!!


More from Our Sister Sites