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Greenport West vacation rentals

We found 1,250 vacation rentals — enter your dates for availability

Select from 47 homes, 10 cottages, and other vacation rentals in Greenport West to find one that's perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, such as parking and a hot tub. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Greenport West

Showing deals for:Mar 20 - Mar 27

Image gallery for Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

Night view from Cedar Hot Tub!👌
10 out of 10, Exceptional, (104 reviews)
Exceptional
(104 reviews)

Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

Sagaponack

9% off
Price is $2,137
$14,961 for 7 nights
All fees included
Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

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Find out more about Greenport West

Why visit Greenport West

  • Beautiful Beaches: Greenport West is home to stunning beaches, perfect for relaxation and outdoor activities.
  • Charming Parks: The village features urban parks ideal for family-friendly outings and nature walks.
  • Romantic Getaways: Enjoy a cozy retreat in luxury vacation homes, perfect for couples.
  • Golf Courses: Golf enthusiasts can indulge in scenic courses that cater to all skill levels.
  • Vibrant Community: Friendly locals and a welcoming atmosphere enhance your overall experience.

Popular types of accommodation in Greenport West

Greenport West offers a delightful selection of vacation rentals, including private homes, cozy cottages, and modern apartments. Whether you're planning a family getaway or a relaxing retreat with friends, you'll find the perfect spot. For those seeking event spaces, Greenport West also features banquet halls and meeting rooms, along with stunning waterfront venues. Explore the charm of this destination with our transparent options and enjoy every moment of your stay.

  • Houses: These are the most sought-after rentals in Greenport West, ideal for families or groups looking for a home-like experience.
  • Cottages: A charming option for those seeking a cozy, rustic ambiance, cottages are the second most popular choice.
  • Apartments: A convenient and comfortable option, apartments rank third among vacationers in Greenport West.
  • Condos: These modern living spaces, typically with shared amenities, are a popular fourth choice for visitors.
  • Villas: For a touch of luxury and spaciousness, villas are the fifth most preferred accommodation type.**

Top attractions near Greenport West

Greenport West is perfect for an outdoor, romantic getaway filled with entertainment. Visitors can explore beautiful beaches, urban parks, and golf courses, making it an ideal destination for those seeking culture and outdoor experiences. Whether you're looking to relax by the water or enjoy a round of golf, Greenport West offers a variety of attractions that cater to every type of traveler.

  • 67 Steps Beach: A charming beach located 2 miles from Greenport West, 67 Steps Beach offers a relaxing atmosphere with beautiful views of the water. Enjoy sunbathing, swimming, and the soothing sounds of the waves.
  • Railroad Museum of Long Island: Situated 1 mile away, this museum showcases the rich history of railroads in the region. Explore fascinating exhibits and artifacts that highlight the cultural significance of rail travel.
  • Orient Point County Park: Located 9 miles from Greenport West, this urban park is perfect for families. Enjoy outdoor activities such as hiking, picnicking, and birdwatching amidst scenic landscapes.

Things to do recommended for couples

For a romantic getaway in Greenport West, indulge in a wine tasting at Kontokosta Winery or Pindar Vineyards, both offering charming atmospheres. For a fun adventure, head to Shelter Island Whale's Tail mini-golf, just 3 miles away, perfect for some playful competition together.

Things to do recommended for families

Your family will love the Greenport Carousel, just a mile away, for its charming outdoor atmosphere. Enjoy wellness and relaxation at Goldsmith's Inlet Park, located 5 miles away, or unwind at Cedar Point County Park, 9 miles away, both perfect for family fun and nature exploration.

Things to do recommended for groups

Experience the lively Greenport Farmers' Market, just 1 mile away, for local goods and city vibes. Enjoy a night of culture and entertainment at Bay Street Theatre, 8 miles away, or hit the links at Noyac Golf Club, also 8 miles away, for some outdoor fun.

*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 West

If you’re traveling with a group, family, or pets, or if you're planning an extended stay, be sure to filter your options based on your specific needs. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Greenport West 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. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Greenport West with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Greenport West: For many families, a vacation isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds to ensure that everyone feels at home.
  • Planning for a long term stay visiting Greenport West: If you're in search of vacation rentals that offer discounts for 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Greenport West

Greenport West, New York, offers a charming blend of outdoor adventures and romantic getaways. Nestled on Long Island, this village is perfect for family-friendly excursions, boasting stunning scenery and a welcoming atmosphere. Explore nearby state parks for hiking and nature walks, or indulge in luxury vacation homes that provide a cozy retreat. With friendly locals and a vibrant community, your experience in and around Greenport West promises to be unforgettable.

  • Greenport: Nestled on the North Fork of Long Island, Greenport is a charming waterfront village that offers a delightful blend of outdoor, romantic, and beach experiences. Visitors can enjoy a variety of activities, from golfing at nearby courses to attending music concerts at local venues. The area is known for its beautiful beaches, making it a perfect destination for swimming or sunbathing. Don’t miss the chance to explore local landmarks, such as family-friendly beaches and event venues that host conferences and gatherings, adding to the town's vibrant atmosphere.
  • Hamptons: Located approximately 11 miles from Greenport West, the Hamptons are famous for their stunning beaches and upscale lifestyle. This area is a favorite among those seeking outdoor adventures and romantic getaways. Visitors can indulge in a day of sun at the beach or enjoy a round of golf at one of the exquisite courses. The Hamptons also host numerous music concerts and cultural events throughout the year, making it an exciting spot for entertainment. With picturesque lakes and family beaches nearby, this region is ideal for a memorable vacation.
  • Southold: Just 3 miles from Greenport West, Southold is a quaint town that offers a blend of outdoor fun, romance, and entertainment-themed experiences. Known for its recreational areas and beautiful lakes, Southold is a great place for hiking, picnicking, and other outdoor activities. Music concerts are frequently held in the area, providing a lively atmosphere for visitors. With its inviting family beaches and scenic surroundings, Southold is a perfect destination for those looking to unwind and enjoy the natural beauty of Long Island.

Best time to go to Greenport West

If you're planning a trip to Greenport West, 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 January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyLowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyLowModerately 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 SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately 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 SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can change significantly. Also, extending your stay can often result in substantial savings. To discover the ideal Vrbo rental that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. It truly pays to take the lead in planning. By enrolling in our travel rewards program, One Key, you'll gain immediate access to member discounts and can earn and utilize OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to create new travel plans, keep your arrangements on track, or review and organize your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips, making it easy to manage your travel experiences. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Greenport West getaway

Learn about the unique charm of Greenport West with a stay in a private vacation home. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Greenport West

Are you hoping to find attractions to visit while you're in town? Venture out of your vacation home and check out everything that makes Greenport West 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 (1.9 mi / 3.1 km)
  • Raphael Winery (5.6 mi / 9 km)
  • Pindar Vineyards (5.9 mi / 9.5 km)
  • Bedell Cellars (6.1 mi / 9.9 km)
  • Peconic Bay Winery (7.1 mi / 11.4 km)
  • Shinn Estate Vineyards (9.4 mi / 15.1 km)

Exploring the natural landscape of Greenport West

Whether you're an adventurous traveler or just want to take in the scenery, Greenport West is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Crescent Beach (1.7 mi / 2.8 km)
  • Sunset Beach (1.7 mi / 2.8 km)
  • 67 Steps Beach (2.1 mi / 3.3 km)
  • Orient Point County Park (8.9 mi / 14.4 km)
  • The Hamptons Beaches (12.4 mi / 20 km)
  • LongHouse Reserve (12.5 mi / 20.1 km)

Traveling to and around Greenport West

The nearest airport is in East Hampton, NY (HTO), located 11.7 mi (18.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Fishers Island, NY (FID-Elizabeth Field), which is 21.7 mi (34.8 km) away.

Frequently asked questions

What is the best area to stay in Greenport West when booking a vacation rental?
When planning a vacation rental in Greenport West, New York, one of the best areas to consider is the charming waterfront neighborhood near the Greenport Harbor. This area boasts a picturesque setting with stunning views of the bay, making it a great spot for relaxation. You can easily explore the nearby Greenport Village, which is famous for its quaint shops, art galleries, and delightful restaurants. One of the top attractions in this vicinity is the Mitchell Park, where you can enjoy a leisurely stroll along the waterfront or take in the seasonal events that often occur there.

Another excellent option is the area surrounding the North Fork wine country. This region is not only known for its beautiful vineyards and wineries, but it also offers a serene countryside vibe that many visitors find appealing. The proximity to attractions such as the Lavender Farm and several tasting rooms enhances the experience, allowing you to immerse yourself in the local culture and enjoy the natural beauty of the area.

In terms of vacation rentals, Greenport West features a variety of properties, ranging from cozy cottages to spacious homes, providing ample choices for different group sizes and preferences. This diversity allows guests to find the great fit for their stay, whether they are seeking a romantic getaway or a family-friendly retreat.
How much does it cost to rent a vacation home in Greenport West?
Prices for vacation rentals in Greenport West 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 West 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 West vacation house rentals?
You can find great discounts on house rentals in Greenport West 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.
Can I find long-stay vacation rentals in Greenport West?
A long-stay vacation rental in Greenport West 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 any Greenport West vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Greenport West 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.
How early should I book a Greenport West vacation rental?
Book your Greenport West 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 West?
In Greenport West, visitors can enjoy a charming coastal experience with several attractions worth exploring. The waterfront area features picturesque views of the harbor and offers opportunities for sailing and fishing. The nearby Greenport Village is known for its historic architecture, quaint shops, and delightful eateries. The Greenport Carousel, a beautifully restored hand-carved carousel, is a favorite for families and adds a touch of nostalgia to the area. Additionally, travelers can visit the East End Seaport Museum to learn about the local maritime history.
Can I change or cancel my Greenport West home rental booking on Vrbo?
To find Greenport West 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 West 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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