Discover a selection of 500 vacation rentals in Greenport, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $140 per night, and houses and cottages are popular options for a stay in Greenport. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Greenport
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Destination guide

Take in the natural beauty of Greenport

Enjoy the festivals and other features of Greenport. Renowned for its beaches, island views and boating, this city welcomes all visitors. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities

Activities and attractions in Greenport

Are you hoping to discover top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that makes Greenport a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Kontokosta Winery (0.8 mi / 1.4 km)
  • Island's End Golf and Country Club (1.2 mi / 2 km)
  • Shelter Island Country Club (1.8 mi / 2.9 km)
  • Gardiner's Bay Country Club (1.8 mi / 2.9 km)
  • Shelter Island Tennis Club (2.5 mi / 4.1 km)
  • The Old Field Vineyards (3.4 mi / 5.5 km)
Weather

Seasonal weather averages in Greenport

If you're planning a vacation around warm-weather activities, July, August, June and September are the hottest months to visit, when temperatures average 83°F.

Natural features

Exploring the natural features in Greenport

Whether you're an active traveler or just want to spend some time taking in the scenery, Greenport is a great place to get out in nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Norman E. Klipp Marine Park (0.6 mi / 1 km)
  • 67 Steps Beach (1.3 mi / 2.1 km)
  • Sunset Beach (2.1 mi / 3.3 km)
  • Crescent Beach (2.3 mi / 3.7 km)
  • Menhadden Lane Beach (2.3 mi / 3.7 km)
  • Truman's Beach (3.1 mi / 5 km)
How to get there

Transportation options to and around Greenport

The nearest airport is in East Hampton, NY (HTO), located 11.5 mi (18.4 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Fishers Island, NY (FID-Elizabeth Field), which is 20.1 mi (32.3 km) away.

If you'd rather travel by train, the main station serving the city is Greenport Station.

How many vacation rentals are available around Greenport, NY?

Our 2020 property listings offer a large selection of 716 vacation rentals around Greenport. From 670 house rentals to 52 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Greenport?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Greenport:

  • Pipes Cove: 42 vacation rentals
  • Westbrook Center: 55 vacation rentals
  • Saybrook Manor: 34 vacation rentals
  • Madison Center: 29 vacation rentals
  • Old Saybrook Center: 16 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Greenport?

Vrbo offers a large selection of vacation rentals near lovely places in Greenport. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Railroad Museum of Long Island: 2,571 vacation rentals
  • Greenport Station: 2,568 vacation rentals
  • East End Seaport Maritime Museum: 2,568 vacation rentals
  • Camera Obscura: 2,562 vacation rentals
  • Greenport Carousel: 2,563 vacation rentals

But there are many other points of interest around Greenport listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Greenport?

Yes, of course. Vrbo has 670 Houses in Greenport. Our other popular types of vacation rentals in Greenport include:

  • Cottages: 52 rentals available
  • Condos/Apartments: 22 rentals available
  • Farmhouses: 10 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Greenport?

Yes, you can select your preferred vacation rental with pool among our 363 vacation rentals with pool available in Greenport. Please use our search bar to access the selection of vacation rentals available.

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