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Greenport holiday lettings

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Discover a selection of 110 homes, 17 apartments and other holiday rentals in Greenport that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a TV. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Greenport

Showing deals for:17 Oct - 24 Oct

Why visit Greenport

  • Scenic Beaches: Enjoy the picturesque beaches ideal for sunbathing and leisurely strolls along the shore.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports, perfect for the adventurous spirit.
  • Historic Sites: Discover charming historic buildings and landmarks that reflect Greenport's rich heritage.
  • Family-Friendly Atmosphere: Explore numerous attractions suitable for families, ensuring a delightful experience for all ages.
  • Charming Local Vibe: Immerse yourself in the friendly local culture and enjoy the warm hospitality of the residents.

Popular types of accommodation in Greenport

Vrbo offers an array of accommodation options in Greenport, making it easy to find the perfect spot for your getaway. Whether you prefer a private vacation home, a charming cottage, or a convenient apartment, we have something to suit every traveller's needs. Popular choices include Greenport beach rentals and home rentals, ensuring you enjoy a relaxing stay by the coast. Discover the ideal Greenport vacation rental for your next adventure!

  • Houses: The top choice for visitors to Greenport, offering ample space and comfort for families or groups.
  • Cottages: A delightful option that provides a quaint and homely atmosphere, perfect for a relaxing getaway.
  • Apartments: Ideal for those seeking a self-catering experience, combining convenience and a central location.
  • Condos: A popular choice for those who enjoy modern amenities with a communal vibe.
  • Villas: Luxurious spaces that offer an upscale experience, perfect for indulgent holidays.**

Top attractions in and around Greenport

Greenport, New York, is an idyllic destination for outdoor and romantic beach holidays, offering a blend of culture and relaxation. Visitors can explore its beautiful beaches, urban parks, and historic buildings, making it perfect for those seeking both adventure and leisure. With friendly attractions and activities, Greenport promises a delightful experience for all types of travellers, whether you're here solo, with family, or as a couple.

  • 67 Steps Beach: A charming beach located within Greenport, 67 Steps Beach offers a relaxed atmosphere with stunning views of the water. Perfect for sunbathing and leisurely strolls, it encapsulates the quintessential beach vibes of the area.
  • Railroad Museum of Long Island: This museum showcases the rich railway history of Long Island, featuring vintage trains and impressive exhibits. Visitors can immerse themselves in the local culture and explore the fascinating stories of the region's railroads.
  • Gardiner's Bay Country Club: Situated 1.2km from Greenport, this scenic golf club offers a serene golfing experience. With beautifully maintained fairways and stunning views of Gardiner's Bay, it's ideal for both avid golfers and those looking to enjoy the outdoors.

Things to do recommended for couples

For a romantic getaway in Greenport, visit Kontokosta Winery for a delightful wine tasting experience, or venture 1.2km to Shelter Island Whale's Tail for some fun mini-golf. Don’t miss Pindar Vineyards, just 4.3km away, perfect for a charming afternoon together.

Things to do recommended for families

Families visiting Greenport can enjoy a delightful ride on the charming Greenport Carousel, unwind at Cedar Point County Park, and explore the serene Goldsmith's Inlet Park, both offering lovely spots for relaxation and wellness just a short distance away.

Things to do recommended for groups

In Greenport, groups can enjoy the vibrant Greenport Farmers' Market for local produce, catch a captivating performance at Bay Street Theatre for a bit of culture, and unwind with a round of golf at Island's End Golf & Country Club amidst beautiful outdoor settings.

Best time to go to Greenport

If you're planning a trip to Greenport, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for you to plan new journeys, resume previous ones, or manage your travel arrangements with ease. You can easily access your saved or booked properties, which are neatly organised under Potential, Upcoming, or Current Trips. To begin utilising the Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Greenport

Enjoy the festivals and other features of Greenport. This city's beaches, island views and boating draw many visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Greenport

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Greenport a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Kontokosta Winery (0.9 mi / 1.4 km)
  • Raphael Winery (7.1 mi / 11.4 km)
  • Pindar Vineyards (7.4 mi / 11.9 km)
  • Bedell Cellars (7.7 mi / 12.3 km)
  • Noyac Golf Club (8.3 mi / 13.4 km)
  • Peconic Bay Winery (8.6 mi / 13.8 km)

Exploring the natural landscape of Greenport

Whether you're looking for adventure or just want to spend some time taking in the scenery, Greenport is a great place to get out in nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Orient Point County Park (7.3 mi / 11.8 km)
  • Havens Beach (8.1 mi / 13.1 km)
  • LongHouse Reserve (11.8 mi / 19 km)

Seasonal weather averages in Greenport

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Travelling to and around Greenport

The nearest airport is in East Hampton, NY (HTO), located 11.4 mi (18.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Fishers Island, NY (FID-Elizabeth Field), which is 20.1 mi (32.3 km) away.

If you'd rather travel by train, you can make your way to Greenport Station.

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