Greenport: Vacation Rental By Owner

Explore the historic seaport of Greenport Village from this recently remodeled 1-bedroom, 1-bathroom vacation rental apartment. Comfortably sleeping 2 guests,... ...more

Historic 1905 Victorian home in the heart of Greenport Village. This charming apartment on the first floor of a two family home boasts high tin ceilings and is... ...more

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... ...more

Waterfront Cottage with 2 Bedrooms and 1 Bathroom. Completely Renovated and Modern Living Space with Open Layout. Home comes complete with Brand New Appliances,... ...more

Explore the charming seaside village of Greenport from this quaint 1-bedroom, 1-bathroom vacation rental apartment with sleeping accommodations for 2. Only a... ...more

Spend your summer days in Long Island as you relax in 'Jason's Haven,' a 3-bedroom, 1-bathroom vacation rental home that sleeps 6. Nestled within the historical... ...more

Brand new constructed home with beautiful views of Long Island sound. Our home has an open floor plan with an eat in kitchen , Dining room and Living room... ...more

Waterfront Water's Edge luxury suite, Suite C-204 accommodates up to 6 guests (See below) with two bedrooms and two bathrooms located on the North Fork of Long... ...more

PLEASE READ Pricing and minimum nights may vary seasonally. Please send us a message to make sure! Newly Renovated 2BR Apartment House - 1st Floor Private... ...more

1896 Restored Victorian located within steps to a lovely Bay Beach. Village restaurants, shops, NYC Hampton Jitney Express Bus and Shelter Island Ferry are all... ...more

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... ...more

Relax in one of America's most beautiful & vibrant seaside villages. Historic Greenport is convenient to all vineyards, Shelter Island and Orient Point Ferries.... ...more

This home features 110 feet of private beach Peconic Bay frontage. Panoramic views of Pipes Cove, Shelter Island, the shores of Greenport to the Hamlet of Orient.... ...more

Charming 1860 Carriage House completely restored. All the charms of the turn of the century with all Hi-Tech conveniences. Central air, heat, Internet access.... ...more

This new and welcoming colonial is situated on 3/4 of an acre, a short 2 blocks from a private and secluded beach on the Peconic Bay, facing Shelter Island.... ...more

Newly renovated modern farmhouse on a spacious property with a large heated saltwater pool and plenty of privacy in the large backyard. All new designer quality... ...more

Located in the West Dublin section of Greenport, the house is 1/4 block from Johnson Park, 1/2 block from a lovely Peconic Bay Beach with Children's Playground,... ...more

Spacious Greenport 2600 square foot Four Bedroom Cottage Beach Bungalow. Five minute waking distance to Greenport Village (restaurants, bars, coffee shops,... ...more

A gem of a getaway! Our property is arranged for guests to feel at home while away from their home. There are a total of four bedrooms, with two en-suites, two... ...more

This beautiful, one-of-a-kind beach house is located on 4 acres with a private beach spanning 1,100' on either side of the Greenport Jetty. Nearly 270 degree... ...more