Discover a selection of 500 vacation rentals in Greenport 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 private pools. Prices start at $229 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?

Our 2021 property listings offer a large selection of 737 vacation rentals around Greenport. From 696 house rentals to 49 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.