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Greenport vacation rentals

We found 1,049 vacation rentals — enter your dates for availability

Discover a selection of 106 homes, 17 apartments, and other vacation rentals in Greenport that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as air conditioning and a pool. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Greenport

Showing deals for:Nov 14 - Nov 21
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Find out more about Greenport

Find out more about Greenport

Why visit Greenport

  1. Beautiful Beaches: Enjoy stunning coastal views and relaxing beach experiences, perfect for summer getaways.
  2. Outdoor Adventures: Engage in a variety of outdoor activities, from hiking to water sports, ideal for all ages.
  3. Historic Attractions: Discover the rich culture through historic buildings and charming architecture around town.
  4. Scenic Parks: Explore urban parks that provide lush green spaces for picnics and leisurely strolls.
  5. Diverse Accommodations: Choose from a range of vacation rentals, including cozy cottages and modern apartments.

Popular types of accommodation in Greenport

Planning a getaway to Greenport? You're in for a treat! Discover a variety of vacation rentals, from charming private homes and cozy cottages to modern apartments. Whether you're looking for summer rentals or townhouse options, Greenport has something to suit every traveller's needs. Embrace the beauty of this destination while enjoying the comforts of home. Start your search for the perfect Greenport rental today!

  • Houses: The top choice for visitors to Greenport, offering spacious and comfortable settings perfect for families or groups.
  • Cottages: This delightful option provides a quaint and cozy atmosphere, ideal for a relaxing getaway.
  • Apartments: A practical and convenient choice, perfect for those seeking modern amenities in a central location.
  • Condos: Offering a blend of luxury and comfort, condos are a popular choice for those wanting a resort-like experience.
  • Villas: The fifth option, providing elegance and exclusivity for a luxurious stay in Greenport.**

Top attractions in Greenport

Greenport, New York, offers a charming blend of outdoor adventures, romantic getaways, and relaxing beach experiences. Visitors can explore beautiful beaches, scenic urban parks, and historic buildings that showcase the area's rich culture. With a variety of attractions catering to those seeking outdoor fun and cultural enrichment, Greenport is an ideal destination for both solo travellers and families looking to immerse themselves in the local charm.

  1. 67 Steps Beach: A picturesque beach located within Greenport, 67 Steps Beach offers a serene atmosphere with beautiful sandy shores, perfect for sunbathing and relaxation. The unique staircase leading to the beach adds charm and makes it an iconic spot for beach vibes.
  2. Railroad Museum of Long Island: Immerse yourself in local history at the Railroad Museum of Long Island. This cultural gem features fascinating exhibits showcasing the significance of railways in the region, making it a must-visit for history enthusiasts.
  3. Island's End Golf and Country Club: just 1.6km from Greenport, this family-friendly golf course and country club offers scenic views and excellent golfing facilities, ideal for excursions with friends and family.

Things to do recommended for couples

Planning a romantic getaway in Greenport? Visit Kontokosta Winery for a delightful wine tasting with stunning views. Enjoy a fun round at Shelter Island Whale's Tail mini-golf or indulge in a meal at Indian Wells Beach, perfect for couples seeking a charming dining experience.

Things to do recommended for families

Your family will delight in the Greenport Carousel for a charming ride, unwind at Goldsmith's Inlet Park for some relaxation, and embark on adventures at Stay and Play LLC, an exciting arcade just 22.5km away. Enjoy a memorable vacation filled with fun and family bonding!

Things to do recommended for groups

Groups visiting Greenport can explore the vibrant Greenport Farmers' Market for local goods, enjoy a captivating performance at the Bay Street Theatre, and unwind with a round of golf at the beautiful Island's End Golf & Country Club, all within a short distance of the town.

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

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, it's important to set the right priorities in your filters. Here are some helpful booking tips for using Vrbo.

  • Traveling to Greenport with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Greenport with young kids: Traveling with little ones can be quite demanding. It's important to prioritize 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 family-friendly attractions.
  • Taking your pets with you to Greenport: For many, a family vacation isn't truly fulfilling unless their furry companion is along for the journey. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Greenport: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the perfect spot. By 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 criteria as well.

Where to stay in Greenport

Greenport, New York, offers a delightful blend of outdoor adventures and romantic beach getaways. Whether you're enjoying family-friendly excursions or soaking in the stunning water views, this charming city is perfect for a summer vacation. Nearby attractions enhance your experience with scenic vistas and a variety of accommodation options, from budget-friendly stays to luxurious Jersey Shore rentals. Embrace the laid-back atmosphere of Greenport and create unforgettable memories on your getaway.

  • Sag Harbor: Located 12.9km from Greenport, Sag Harbor is a charming village known for its rich maritime history and vibrant arts scene. Visitors flock here for its beautiful beaches and outdoor activities, making it an ideal romantic getaway. You can enjoy a round of golf at one of the local courses or take in the stunning waterfront views at the park. Popular attractions include family-friendly beaches and the scenic charm of the historic town center, where you can explore boutiques and galleries.
  • Shelter Island: Just 4.8km away from Greenport, Shelter Island is a serene oasis perfect for those seeking outdoor adventures and romantic escapes. The island features beautiful beaches and serene lakes, inviting visitors to unwind and enjoy nature. Golf enthusiasts will appreciate the local courses, while those looking for a bit of excitement can visit the nearby casino. With its picturesque landscapes and tranquil atmosphere, Shelter Island is a must-visit for a relaxing day trip.
  • Shelter Island Heights: A mere mile from Greenport, Shelter Island Heights offers a quaint and inviting atmosphere for vacationers. This area is ideal for couples looking for a romantic day out or families seeking outdoor fun. Golf courses and scenic lakes provide ample opportunities for recreation, while the nearby beaches are perfect for a day of sun and sand. The Heights boasts beautiful views and a peaceful ambiance, making it the perfect spot to unwind and connect with nature.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for an extended stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your travel needs!

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy-to-use platform where you can plan new trips, continue from where you last stopped, or review and manage your travel arrangements. You'll discover your saved or booked properties neatly organized into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/en-ca/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 vacation 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 attractions to see during your stay? Venture out of your vacation home and experience everything that makes Greenport a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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 an outdoor enthusiast or just want to spend some time taking in the scenery, Greenport is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • 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 vacation, August, July, September and June are the hottest months to visit, when temperatures average 70°F.

Traveling to and around Greenport

The nearest airport is in East Hampton, NY (HTO), located 11.4 mi (18.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Fishers Island, NY (FID-Elizabeth Field), which is 20.1 mi (32.3 km) away.

If you prefer train travel, the main station is Greenport Station.

Frequently asked questions

What is the most popular type of vacation 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 vacation 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 vacation rental in Greenport?
Length of stay, season and property type are some of the things that can influence the price of a vacation home. Simply enter your dates of travel to find your ideal escape. From cozy cabins to sprawling villas, all Vrbo vacation 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 traveling. Simply enter your dates of travel into Vrbo and how many guests to view vacation 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 vacation 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 vacation 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 favorite people. There's plenty of space for whoever's lucky enough to be joining your journey.
Are there vacation rentals with WiFi in Greenport?
Whether you want to keep up with the latest news, check emails or surf social networks, there are 45 vacation 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 vacation 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 vacation home before booking.
How long can I rent a vacation rental in Greenport for?
How long you can book a vacation 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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