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Greenport holiday lettings

We found 1,061 holiday rentals — enter your dates for availability

Discover a selection of 106 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:7 Nov - 14 Nov
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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.

What do I need to keep in mind when booking a vacation in 'Greenport

When travelling with a group, family, pets, or seeking extended stays, it's essential to apply the right filters according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Greenport with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Greenport with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Greenport: For many, a family holiday wouldn't feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
  • Planning for a long term stay visiting Greenport: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. Using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Greenport

Greenport, New York, offers a delightful blend of outdoor adventures, romantic beach getaways, and family-friendly excursions. Visitors can immerse themselves in the charming local atmosphere, explore picturesque scenery, and enjoy the warmth of friendly locals. Whether you’re seeking summer fun along the coast or hidden gems in nearby areas, Greenport is the perfect base for an unforgettable holiday filled with memorable experiences and scenic delights.

  • Hamptons: The Hamptons, located 6.8km from Greenport, is a quintessential summer retreat known for its stunning beaches and vibrant outdoor lifestyle. This area offers a romantic atmosphere, making it perfect for couples seeking a getaway. Visitors can indulge in a variety of activities, from relaxing on picturesque family beaches to enjoying rounds of golf at scenic courses. The Hamptons also hosts lively music concerts and luxurious resorts, providing entertainment and relaxation in equal measure. With its charming seaside towns and beautiful landscapes, the Hamptons is a captivating destination for any traveller.
  • Shelter Island: Just 1.9km from Greenport, Shelter Island is a serene escape that boasts beautiful outdoor spaces and stunning beaches. This island is ideal for those looking for a romantic getaway or an adventure-filled trip. Popular activities include golfing, as well as exploring the island's ski fields during the winter months. Visitors can unwind on the family-friendly beaches or take part in various water activities on the lake. Shelter Island’s tranquil environment and natural beauty make it a delightful stop for relaxation and exploration.
  • Shelter Island Heights: Nestled only 621m from Greenport, Shelter Island Heights offers a charming mix of outdoor activities and romantic settings. The area is renowned for its golf courses and recreational areas, making it an excellent choice for sports enthusiasts. Guests can also enjoy the exclusivity of private country clubs. With its close proximity to beautiful beaches and the lake, Shelter Island Heights is perfect for leisurely strolls and picnics. This quaint locale promises a peaceful and picturesque retreat for visitors seeking a relaxing holiday.

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

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of accommodation.

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.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Greenport?
According to our data, houses are considered the most popular property type in Greenport. But having said that, everyone's idea of an awesome stay is bound to be different. Vrbo has holiday homes with every size, shape and budget in mind, so you're sure to find the perfect fit for you.
How much does it cost to rent a holiday rental in Greenport?
Length of stay, season and property type are some of the things that can influence the price of a holiday home. Simply enter your dates of travel to find your ideal escape. From cosy cabins to sprawling villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Greenport?
Prices for beach houses in Greenport will vary depending on the style and size of the property and time of year you're travelling. Simply enter your dates of travel into Vrbo and how many guests to view holiday rental options and prices. From there you can use our filters to narrow your search by ratings, nearby activities, amenities and more.
What are popular rental amenities in Greenport?
A water view, a barbecue grill and a fireplace are the most popular rental amenities in Greenport. Whether you're heading away as a party of one, with your significant other or a group of friends, Vrbo will help you find a holiday rental that fits your tastes with a load of extras you'll love.
What are the top attractions for families in Greenport?
Keep the kids busy at these top family-friendly attractions in Greenport:

  • 67 Steps Beach
  • Orient Beach State Park
  • Railroad Museum of Long Island

Can I find two-bedroom holiday rentals in Greenport?
Take your pick of 30 two-bedroom homes in Greenport. Settle the kids into the second room or fill it with a couple of your favourite people. There's plenty of space for whoever's lucky enough to be joining your journey.
Are there holiday rentals with WiFi in Greenport?
Whether you want to keep up with the latest news, check emails or surf social networks, there are 45 holiday homes with WiFi in Greenport. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Greenport?
The minimum required age is generally 16, 18 or 21. It can change from one property to another on Vrbo, so check the rules of your preferred Greenport holiday home before booking.
How long can I rent a holiday rental in Greenport for?
How long you can book a holiday rental in Greenport varies according to the property. Just enter your preferred dates to look at a list of options offering extended stays. With loads of amenities such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover the perfect place to call your home away from home in Greenport.

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