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Vacation Rentals in Greenport, New York

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about Greenport

Greenport, New York Vacation Rentals and Tourism

Greenport, New York is a modern-day maritime village; the active seaport is a not only a haven for ships, but tourists too! Outstanding restaurants, sightseeing, and plenty of shops, make Greenport vacation rentals a good choice for your next vacation.

Because Greenport is such a charming, intimate town, it makes little sense to stay in a cheap motel or expensive hotel. Instead, enjoy a great rate and a great experience with a Greenport condo or house rental. Since there’s so much Greenport lodging out there, it’s probably easier than you think to find the right Greenport rental.

During your visit, take a ride on the Antique Carousel, dating from the 1920’s, check out the East End Lighthouses (including the most well-known Bud Light), tour the East End Seaport Museum, take the whole family to see a show at the Front Street Playhouse, and spend a day at Mitchell Park. Seem a bit too much for your plate? Well, that’s hardly all of it. Greenport vacation rentals are close to a slew of museums and galleries, so you’ll have lots to do every day of your visit. And remember: New York City is just a two and a half hour drive away… better stay a while!

Despite the numerous attractions in Greenport, many will be contented with just hanging out in their Greenport waterfront vacation home. Make sure you have an affordable room with a view on your next vacation; book a private Greenport accommodation right away.

There’s a Greenport cottage, home, or condo, fit for anyone who visits... all you have to do is find the one that specifically suits you and your vacation!

Sites and tours to see

Antique Carousel
East End Lighthouses, including Bud Light
East End Seaport Museum
Front Street Playhouse
Mitchell Park

Greenport Vacation Rental Deals

With great restaurants, vineyards, beaches, parks, marinas, shops and attraction, Greenport is the perfect place to spend your next getaway. When you stay in a discounted Greenport vacation rental, you will be able to enjoy the area and save money while you're doing it. And with our Greenport last minute deals on rentals and always-low rates you are sure to get the best value out of your money when you choose affordable Greenport vacation rentals. So come and stay in our nice but cheap Greenport accommodations and experience a vacation that is not only fun, but affordable too.

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Greenport things to do


Sparkling Pointe

Sparlking Pointe is more or less an outlier in LI's wine region. They only do one thing - the bubbly. Like many of LI's wineries, it certainly more


One Woman Wines & Vineyard

By far our FAVORITE stop of the day. We had a great time talking to the people behind the counter. Can't wait to enjoy the wines we brought home from more


Cross Sound Ferry

Took the Cross Sound Ferry from New London, Ct to Orient Point, NY and decided to spend the trip in the bar/Cross Sound Deli on the ferry. The bartender, more


Raphael Vineyard and Winery

Raphael Winery is hands down my favorite on the North Fork! We have gone there several times and we are never disappointed. The wines are delicious and more


Croteaux Vineyards

It's like walking onto the set of a movie. Suddenly I feel like I'm in a scene from under the tuscan sun and it's pretty amazing. They don't allow the more


Mattebella Vineyards

Yay for you for finding this review! It means you will know about a hidden gem on the North Fork - Mattebella! Have been going here for years ( more


Sannino's Bella Vita Vineyard

This was the second stop on our wine tour and we opted to have the Vine to Wine tour, which includes about 5 tastings and taught us all about the more


Orient Beach State Park

This is a cool state park/beach hybrid, with playgrounds and picnic areas. I came here with my family Fourth of July Weekend and it wasn't even crowded. more


Pindar Vineyards

As someone who has been a wine enthusiast for years, I can confidently say that this was the worst wine I have ever had in my life. Worse than Barefoot, more


Kontokosta Winery

This winery is absolutely breathtaking. After going up a long driveway, you'll see their red barn door. The two level tasting room is very sleek more


Cedar Point County Park

Camping ranked very high on the list of things I had absolutely no interest in doing, ever. Here's why: - Setup and break down is too much damn more


Duck Walk Vineyards

The place is clean which is what made the review 3 stars. I wish I could even rate it a 2.5. They didn't have our reservation written down, but more


The Lenz Winery

We were here for about an hour while on a wine tour that hit up 3 vineyards. We arrived late so we didn't get to do anything other than sample 4 wines more


Mashomack Preserve

2000+ acres of beautiful woodland, grasses and lakes. Four lovely walks from one for aged to a 10 mile rambler special. All accurately marked and more


McCall Wines

Love it! This was the first stop for my bachelorette wine tour and It was so nice and the wine was so good I ended up going back again. It is in the more

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Greenport Sunshine Home
Greenport House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 12
  • baths 4
  • rates (USD) $1,600 - $2,800 /wk

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Historic Greenport Walk to Town
Greenport House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths
  • rates (USD)

11 reviews write a review

NEW - 'The Old Schoolhouse' - Charming Restored Farmhouse In Greenport LI
Greenport Farmhouse Rental Picture
  • bedrooms 3
  • rental type Farmhouse
  • sleeps 7
  • baths
  • rates (USD) $275 - $350 /nt
    $2,450 /wk

2 reviews write a review

Tastefully decorated village home for less than the price of a hotel suite
Greenport Chateau_/_country_house Rental Picture
  • bedrooms 1
  • rental type Chateau / country house
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $200 - $325 /nt
    $1,000 - $2,100 /wk
    $2,000 - $5,850 /mth

11 reviews write a review

Charming And Spacious Five Room Suite..Steps To Bay Beach ,Stroll To Village
Greenport Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $175 - $265 /nt
    $1,000 - $1,850 /wk

29 reviews write a review

Classic Chase Creek Cottage
Greenport Bungalow Rental Picture
  • bedrooms 2
  • rental type Bungalow
  • sleeps 4
  • baths 1
  • rates (USD) $2,350 /wk
    $9,000 /mth

1 reviews write a review