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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

 

One Woman Wines & Vineyard

Had a great experience with my friend here last week! This is the third winery I've visited in the North Fork and each experience has been so different but...read more

 

Sparkling Pointe

Not at all intimate. Think overly giddy "brides maids showing up in club wear & arriving in white limos" argh. Or an enterage of "Housewives of some NYC...read more

 

Mattebella Vineyards

We stopped here to celebrate after my fiance proposed to me at Lavender by the Bay in East Marion last weekend. This was our last wine tasting stop of the...read more

 

Cross Sound Ferry

The good: Took the ferry just last week to and from Long Island. Both times I showed up early, early meaning, a couple of hours on the going trip and an...read more

 

Orient Beach State Park

For what this is, this is a phenomenal beach. And what it is: a quiet pristine beach that family friendly and has beautiful scenery. We enjoyed an entire...read more

 

Kontokosta Winery

The place is popular. The staffs look super busy, jumping from one group to another. The wine is good, but nothing to die for. I come here for one reason...read more

 

Sannino's Bella Vita Vineyard

Small winery, not crowded, it gives intimate feel. The staffs are very friendly, personable & knowledge. I had a great time chatting with them. The grape...read more

 

Croteaux Vineyards

This was my first foray into LI vineyard wine tasting and this was a great first stop. They don't allow commercial buses to drop off to the overall vibe is...read more

 

Raphael Vineyard and Winery

Raphael Vineyards is a beautiful location to visit. The inside is grand with huge chandeliers and a wonderful circle bar in the middle as the focal point....read more

 

Pindar Vineyards

Stop here yesterday with my girlfriends after a long day exploring the north fork. I thought at first we were at the wrong place... the outside of the...read more

 

The Winemaker Studio

One of those "hidden gems" in the North Fork. Each time I get to stop by, I am thoroughly impressed. They offer wines from various winemakers and also...read 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 work....read more

 

The Lenz Winery

This is a classic Long Island winery that offers something truly unique to the area - some world class wines! Our group was greeted enthusiastically, and...read more

 

Duck Walk Vineyards

This was stop #2 out of 3 for our bus tour of the LI vineyards. The facility is a nice looking space with a beautiful back area to hang out and basque in...read more

 

The White Weathered Barn

Always a visual sensation! If you are looking for tasteful and clever home accessories for yourself or a gift, place this shop on your to-do list. The...read more

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Greenport "Sunshine Home"
Greenport House Rental Picture
  • bedrooms 5
  • community Peconic Bay Estates
  • rental type House
  • sleeps 12
  • baths 4
  • rates (USD) $400 - $900 /nt
    $2,500 - $3,000 /wk
    $10,000 - $12,000 /mth
 
 
 
 
 

1 reviews write a review

Cottage on Waterfront Estate
Greenport Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $114 - $400 /nt
    $800 - $1,200 /wk
    $2,200 - $12,000 /mth
 
 
 
 
 

9 reviews write a review

Family and Friends in Greenport
Greenport House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 11
  • baths 2
  • rates (USD) $250 - $500 /nt
    $1,500 - $2,100 /wk
 
 
 
 
 

6 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) $200 - $300 /nt
 
 
 
 
 

33 reviews write a review

Circa 1830 Classic Greenport House, Walk To Everything
Greenport House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $200 - $250 /nt
    $1,000 - $1,600 /wk
    $3,000 - $6,000 /mth
 
 
 
 
 

3 reviews write a review

Historic Greenport Walk to Town
Greenport House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths
  • rates (USD) $400 - $600 /nt
 
 
 
 
 

11 reviews write a review

Stylish Shelter Island Home with Pool and Walk to Beach.
Greenport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $450 - $600 /nt
 
 
 
 
 

8 reviews write a review

Stunning Waterfront Property with Dock
Greenport House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD)
 
 
 
 
 

3 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) $220 - $340 /nt
    $1,550 - $2,100 /wk
    $3,750 - $5,000 /mth
 
 
 
 
 

14 reviews write a review

'The Old Schoolhouse' - Charming Restored Farmhouse, Walk to 67 Steps Beach
Greenport Farmhouse Rental Picture
  • bedrooms 3
  • rental type Farmhouse
  • sleeps 7
  • baths
  • rates (USD) $250 - $400 /nt
    $1,550 - $2,100 /wk
 
 
 
 
 

7 reviews write a review

Newly Updated, Spacious, Pet Friendly Cottage,1 Minute Drive To Greenport Villag
Greenport Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $150 - $200 /nt
    $850 - $1,250 /wk
    $2,900 - $4,800 /mth
 
 
 
 
 

4 reviews write a review

Super Quiet Awesome Location
Greenport House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $357 - $700 /nt
    $2,500 - $3,500 /wk
    $14,000 /mth
 
 
 
 
 

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Beautiful, beachfront, private, outstanding views
Greenport House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD)
 
 
 
 
 

7 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
 
 
 
 
 

4 reviews write a review