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Greenport vacation rentals

We found 1,020 vacation rentals — enter your dates for availability

Discover a selection of 94 homes, 13 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:Jun 19 - Jun 26

Image gallery for Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Living area
9.8 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)

Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Southold

9% off
Price is $585
$4,098 for 7 nights
All fees included
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

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Find out more about Greenport

Why visit Greenport

  • Stunning Beaches: Enjoy beautiful sandy shores perfect for relaxation and romantic getaways.
  • Rich History: Explore historic buildings and charming architecture that reflect the town's heritage.
  • Outdoor Activities: Engage in various outdoor pursuits, making it ideal for adventure seekers.
  • Vibrant Local Culture: Experience a lively summer atmosphere with family-friendly attractions and friendly locals.
  • Diverse Accommodations: Choose from unique vacation rentals, including cozy cottages and luxurious homes.

Popular types of accommodation in Greenport

Planning a getaway to Greenport? You’re in for a treat. Discover a variety of vacation rentals, including private homes, charming cottages, and cozy apartments. Whether you're seeking a luxurious escape or a friendly stay in a quaint saltbox, Greenport has the perfect accommodation for you. Explore our selection of Greenport rentals and find your ideal home away from home, all while enjoying transparency and savings on your vacation.

  • Houses: Many travelers to Greenport prefer renting houses for a spacious, home-like experience, perfect for families or groups.
  • Cottages: Cottages offer a quaint and cozy atmosphere, making them the second favorite choice for those seeking charm and comfort.
  • Apartments: For a more urban feel, apartments are a popular option, providing convenience and easy access to local attractions.
  • Condos: Condos combine luxury and comfort, making them a favored choice for vacationers wanting amenities and modern living.
  • Villas: Villas, with their spacious layouts and upscale features, are ideal for travelers looking for a lavish getaway.**

Top attractions in and around Greenport

Greenport, New York is the perfect destination for outdoor enthusiasts and those seeking a romantic beach getaway. Visitors can enjoy beautiful beaches, historic buildings, and urban parks, making it an ideal spot for culture seekers, families, and couples alike. Whether you're exploring the charming local attractions or relaxing by the shore, Greenport offers a delightful experience for every traveler.

  • 67 Steps Beach: This charming beach in Greenport offers a relaxing atmosphere with beautiful sand and scenic views of the water. Perfect for sunbathing, swimming, or enjoying a peaceful stroll along the shore.
  • Eastern Long Island Hospital: A vital healthcare facility in Greenport, this hospital embodies a community spirit with a focus on family care and medical services. It's an essential part of the local landscape.
  • Orient Point County Park: Located 7 miles from Greenport, this urban park features lush greenery, picnic areas, and walking trails, making it a great spot for families to enjoy outdoor activities and city vibes.

Things to do recommended for couples

For a romantic getaway in Greenport, stroll hand-in-hand along the picturesque waterfront, savor exquisite local wines at charming vineyards, or enjoy a sunset sail on the bay. Don't miss the cozy cafes for a delightful brunch, perfect for couples seeking a memorable experience together.

Things to do recommended for families

Families visiting Greenport can explore the Long Island Aquarium, where kids can see marine life up close, and enjoy a day at the beautiful beaches. Don't miss the charming downtown shops and eateries for a delightful local experience.

Things to do recommended for groups

Groups visiting Greenport can enjoy a guided wine tasting tour at nearby vineyards, explore the charming shops and eateries in the historic village, and take a scenic boat tour of the beautiful Peconic Bay for stunning views and fresh air.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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 seeking extended stays—it's essential to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Greenport with a group: Think about how many bedrooms you require, along with any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Greenport with young kids: Traveling with young kids can be quite a task. 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 families, a vacation wouldn't feel complete without their furry companions. If you can relate, take a look at Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Greenport: If you're in search of vacation rentals with special offers for extended stays of a month or more, you've come to the right 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 near Greenport

Greenport, New York, offers a charming getaway perfect for outdoor enthusiasts and romantic beach vacations. Experience the vibrant summer atmosphere as you explore the village and its family-friendly attractions. Nearby neighborhoods provide stunning scenery and friendly locals, enhancing your excursions. Whether you’re seeking relaxation by the beach or adventurous outings, Greenport's delightful ambiance promises an unforgettable vacation experience.

  • Hamptons: The Hamptons, located 11 miles from Greenport, is a world-renowned getaway that offers a perfect blend of beach relaxation and outdoor adventure. Known for its stunning beaches and charming coastal towns, this area is ideal for romantic getaways or family vacations. Visitors can enjoy various activities, including golfing and skiing, while local attractions like the pristine family beaches and picturesque lakes provide a scenic backdrop. The Hamptons also feature upscale dining and boutique shopping, making it a must-visit destination for those seeking luxury and natural beauty.
  • Noyack: Situated 8 miles from Greenport, Noyack is a quaint village that attracts visitors with its outdoor and beach experiences. This charming locale is perfect for those looking for a romantic escape or family-friendly fun. Travelers can partake in activities such as golfing and skiing, with nearby beaches and lakes enhancing the recreational offerings. Noyack's close-knit community vibe, coupled with its access to beautiful waterfronts, ensures a relaxing atmosphere for all who visit.
  • Shelter Island Heights: Just 1 mile from Greenport, Shelter Island Heights is a delightful city known for its family-friendly environment and romantic charm. Surrounded by scenic parks and beautiful beaches, this area invites outdoor enthusiasts to explore its many recreational spots. Visitors can enjoy golfing, stroll through parks, or relax on family-friendly beaches. With its tranquil atmosphere and picturesque surroundings, Shelter Island Heights is an ideal destination for those looking to create lasting memories with loved ones.

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 simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can really pay off, as prices tend to vary. Additionally, if you're able to book a longer stay, it often leads to significant savings. To help you find the perfect Vrbo property that fits your budget, you can use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides you with a convenient place to plan new trips, manage ongoing arrangements, and review your bookings. Your saved or reserved properties are organized into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/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)
  • Peconic Bay Winery (8.6 mi / 13.8 km)
  • Wolffer Estates Vineyard (11.7 mi / 18.9 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)
  • Orient Point County Park (7.3 mi / 11.8 km)
  • LongHouse Reserve (11.8 mi / 19 km)
  • Harvey's Beach (11.9 mi / 19.2 km)
  • The Hamptons Beaches (12.6 mi / 20.3 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 best area to stay in Greenport, New York, United States of America when booking a vacation rental?
When considering a vacation rental in Greenport, New York, the waterfront area is an excellent choice. This charming neighborhood offers picturesque views of the harbor and easy access to local attractions. One of the highlights nearby is the Greenport Carousel, a beautifully crafted wooden carousel that delights visitors of all ages. Additionally, the area is close to the East End Seaport Museum, where you can explore the maritime history of the region.

Another appealing neighborhood is the historic district, characterized by its quaint streets and Victorian architecture. Here, you'll find a variety of shops, restaurants, and cafes that contribute to the village's vibrant setting. Not far from this area is Mitchell Park, which features lovely gardens and a playground, making it a superb spot for relaxation and outdoor activities.

Overall, Greenport offers a range of vacation rental options, with numerous properties available in both the waterfront area and the historic district.
How much does it cost to rent a vacation home in Greenport?
Prices for vacation rentals in Greenport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Greenport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Greenport vacation house rentals?
You can find great discounts on house rentals in Greenport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Greenport?
For renting a beach house in Greenport, the area around the picturesque Greenport Harbor is an excellent choice. This charming seaside town offers a variety of vacation rentals that provide easy access to the waterfront and stunning views of the harbor. Properties in this area often come with amenities such as private decks, outdoor grilling areas, and spacious living rooms, making them great for families or groups looking to enjoy a coastal getaway.

Additionally, the nearby beaches, such as those at Orient Point and the serene shores of Long Island Sound, provide opportunities for swimming and sunbathing. Rentals here frequently feature outdoor showers, beach gear, and proximity to local attractions like the historic Greenport Carousel and local wineries. Travelers can also expect modern kitchens and comfortable dining areas, allowing for leisurely meals after a day spent exploring the beach.

For those interested in water activities, many properties may offer access to kayaks or paddleboards, enhancing the beach experience. The quaint downtown area of Greenport, with its boutique shops and seafood restaurants, is within walking distance from many rentals, adding to the convenience and charm of a beach house stay in this delightful coastal community.
What is the most popular type of vacation rental accomodation in Greenport?
In Greenport, vacation houses are the most popular rental option, with about 71 available throughout the area. These houses typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups. Travelers can enjoy amenities such as private patios or gardens for relaxation after a day of exploring the charming village or nearby attractions like the waterfront and local wineries. Additionally, there are around 13 cottages, offering a quaint and cozy atmosphere, while approximately 10 apartments provide convenient stays close to the town center. Several condos and villas are also available, suiting those looking for a more upscale experience.
Are there any family house rentals in Greenport?
In Greenport, New York, there are numerous family-friendly house rentals available—specifically around 72 options to choose from. This charming coastal town, located on the North Fork of Long Island, offers a delightful mix of waterfront views and local attractions, making it an excellent choice for families.

Visitors can find homes with spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for kids to play. Many properties feature amenities such as private patios or decks, ideal for enjoying the scenic surroundings. Additionally, you might come across rentals that include conveniences like Wi-Fi and air conditioning, ensuring a comfortable stay for everyone.

Families can explore the nearby Greenport Village, known for its quaint shops, restaurants, and local markets. The area is also close to beautiful beaches and parks, where outdoor activities such as swimming, hiking, and picnicking await.
Can I rent a vacation home with a pool or hot tub in Greenport?
In Greenport, there are plenty of vacation homes available for rent that feature pools or hot tubs, with around 27 options to choose from. This charming coastal town on Long Island's North Fork offers a variety of properties set against a picturesque backdrop of water views and serene landscapes. Travelers can find rentals in neighborhoods close to the waterfront, where homes often include private pools, hot tubs, and outdoor entertainment areas, making them superb for relaxation after a day of exploring the local wineries and beaches. Many of these homes also come equipped with fully stocked kitchens, spacious living areas, and amenities like Wi-Fi and air conditioning, ensuring a comfortable stay.
Can I find long-stay vacation rentals in Greenport?
A long-stay vacation rental in Greenport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Greenport?
In Greenport, there are numerous pet-friendly house rentals available, offering a variety of options for travelers bringing their furry friends. Many of these rentals come equipped with modern amenities such as full kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The town features charming neighborhoods with easy access to the waterfront and local parks, making it ideal for pet owners. Nearby, you can find the Greenport Village Park, which has open green spaces and walking paths, superb for leisurely strolls with your pets. Additionally, the surrounding areas provide opportunities for outdoor activities, including the beautiful beaches along the North Fork, where pets are often welcome. See all pet-friendly rentals in Greenport.
Are there any remote work vacation rentals in Greenport?
In Greenport, New York, there are numerous options for remote work vacation rentals, with around 93 properties available. Travelers can expect a variety of accommodations equipped with essential amenities for productivity. Many rentals offer dedicated workspaces, including desks and comfortable chairs, along with reliable Wi-Fi to ensure a seamless work experience.

Properties typically feature cozy living areas, full kitchens for meal preparation, and some may even include outdoor spaces for a refreshing break during the workday. The charming village of Greenport is not only known for its picturesque waterfront and vibrant local shops, but it also offers proximity to beautiful beaches and vineyards in the surrounding North Fork region. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greenport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Greenport with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Greenport?
In Greenport, popular vacation rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals. Many properties also feature outdoor decks or patios, great for enjoying the picturesque surroundings. Onsite parking is another common amenity, making it convenient for guests with their own vehicles. Additional features often found in rentals include blenders for smoothies or cocktails, and coffee or tea makers to enjoy a warm beverage while taking in the coastal charm of this charming town.
When is the best time to visit Greenport for a vacation rental?
The best time to visit Greenport for a vacation rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts travelers eager to enjoy the charming seaside ambiance, indulge in local seafood, and partake in the numerous summer festivals that celebrate the region's rich maritime heritage.

During these warm months, temperatures typically range from the mid-60s to the high 80s Fahrenheit, creating ideal conditions for outdoor activities such as sailing, biking along scenic coastal paths, or simply relaxing on the beaches. Visitors can also explore the picturesque vineyards and wineries that dot the North Fork, making it a superb blend of relaxation and adventure.

For those looking for a more budget-friendly experience, consider planning your visit in November. This month, while quieter, offers a unique opportunity to appreciate the beauty of Greenport without the crowds. The fall foliage adds a captivating backdrop to the charming streets, and you can enjoy local shops and eateries at a more relaxed pace.

Ultimately, your choice of when to visit Greenport will depend on whether you're seeking the lively energy of the summer season or the tranquil charm of the off-peak months.
How early should I book a Greenport vacation rental?
Book your Greenport vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Greenport, New York, United States of America?
In Greenport, visitors can enjoy a variety of attractions that highlight the town's charming maritime heritage. The historic waterfront area is a focal point, offering picturesque views of the harbor and access to local shops and restaurants. The Greenport Carousel, a beautifully restored antique carousel, is a delightful stop for families and a symbol of the town's history.

Nearby, the East End Seaport Museum provides insights into the region's maritime history, with exhibits that showcase local shipbuilding and fishing industries. For wine enthusiasts, the surrounding North Fork region is dotted with vineyards, and many offer tastings and tours just a short drive away from the town center.

The scenic beaches along the coast, such as the popular Shelter Island Sound beaches, are great for sunbathing and water activities. Additionally, the Mitchell Park, located near the center of town, features a lovely park area with playgrounds and a marina, ideal for a leisurely stroll or picnic.

Greenport's vibrant arts scene is highlighted by local galleries and cultural events throughout the year, making it a great destination for art lovers.
Can I change or cancel my Greenport home rental booking on Vrbo?
To find Greenport vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Greenport vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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