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Greenport West vacation rentals

We found 1,264 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 6 - Mar 13

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, NY

10% off
Price is CA $2,515
CA $22,122 total
includes taxes & fees
Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

Find spaces that suit your style

Find out more about Greenport West

Why visit Greenport West

  1. Scenic Beaches: Enjoy the beautiful local beaches that offer relaxation and stunning views.
  2. Outdoor Adventures: Explore trails and parks ideal for leisurely strolls and invigorating runs.
  3. Romantic Escapes: Experience a charming atmosphere perfect for romantic getaways.
  4. Vibrant Community: Immerse yourself in the friendly local culture and explore nearby attractions.
  5. Variety of Accommodations: Choose from cozy cottages, private homes, and budget-friendly camping spots.

Popular types of accommodation in Greenport West

Planning a getaway to Greenport West? You're in for a treat! Discover a range of popular accommodations, from houses and charming cottages to cozy apartments. Don’t miss out on the best camping spots nearby and explore the Greenport Horti Campus. You'll find friendly amenities, including convenient laundry facilities, to ensure a comfortable stay. Get ready to relax and enjoy everything this lovely destination has to offer!

  • Houses: The top choice among travellers to Greenport West, offering spacious and comfortable living for families or groups.
  • Cottages: A delightful option for those seeking a quaint and relaxing atmosphere, ideal for romantic getaways or peaceful retreats.
  • Apartments: Convenient and practical, these rentals provide all the essentials for a comfortable stay in the heart of the area.
  • Condos: A modern choice that combines luxury and comfort, perfect for those wanting a resort-like experience.
  • Villas: Elegant and spacious, these rentals offer upscale amenities for a lavish holiday experience.**

Top attractions in Greenport West

Greenport West, New York, offers a charming getaway perfect for outdoor and romantic adventures. Visitors can enjoy the local beaches, urban parks, and marinas, making it an ideal spot for culture and outdoor experiences. For those interested in exploring further, there are trails and running paths around the area, providing ample opportunities for leisurely strolls or invigorating runs. A visit to Greenport West promises a delightful blend of relaxation and activity.

  1. 67 Steps Beach: Located 3.2km from Greenport West, this picturesque beach is perfect for relaxation. Its unique feature is the 67 steps leading down to the sandy shores, offering stunning views of the water and a tranquil atmosphere for sunbathing and swimming.
  2. Railroad Museum of Long Island: Just 1.6km away, this museum immerses visitors in the rich history of railroading on Long Island, showcasing vintage trains, artifacts, and interactive exhibits that reflect the cultural heritage of the region.
  3. East End Seaport Maritime Museum: Also 1.6km from Greenport West, this maritime museum celebrates the area's nautical history. Engage with exhibits on local fishing, boat building, and the maritime culture that shapes the East End's identity.

Things to do recommended for couples

For a romantic getaway in Greenport West, visit Kontokosta Winery for a delightful wine tasting experience. Enjoy a round of mini-golf at Shelter Island Whale's Tail, then savour a lovely meal at Indian Wells Beach, where the ambiance is perfect for couples.

Things to do recommended for families

Families visiting Greenport West can enjoy a delightful ride on the Greenport Carousel, located 1.6km away, or unwind at Goldsmith's Inlet Park, 8.0km distant, and Cedar Point County Park, 14.5km away, both offering relaxation and wellness in beautiful surroundings.

Things to do recommended for groups

Explore the Greenport Farmers' Market for local produce, enjoy a show at the Bay Street Theatre for a cultural evening, and challenge your friends at the Noyac Golf Club for a fun day outdoors. These activities offer a fantastic blend of local vibes and group enjoyment.

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

When planning your travel, whether you're going with a group, family, pets, or looking for extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Greenport West with a group: Think about the number of bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Greenport West with young kids: Journeying with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, keeping in mind your proximity to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Greenport West: For many families, a trip isn’t truly complete without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Greenport West: If you're in search of vacation rentals offering 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 consider additional features 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 offers a charming blend of outdoor adventures and romantic escapes. Explore the picturesque landscape with family-friendly attractions and budget-friendly excursions. Discover the local knowledge institutions and the vibrant atmosphere of nearby communities. Don't miss the scenic views at Northwest Harbor and the bustling activity of one of the largest ports in the area. With friendly locals and captivating scenery, Greenport West promises a delightful vacation experience.

  • Sag Harbor: Sag Harbor is a charming coastal village located 12.9km from Greenport West, known for its rich maritime history and vibrant arts scene. This picturesque destination offers a delightful mix of outdoor and romantic experiences. Visitors can enjoy beautiful beaches, tranquil parks, and scenic waterfront views. Popular activities include golfing and skiing during the winter months. Notable attractions include the local beaches perfect for family outings and the historic district, which beckons those interested in art galleries, boutique shopping, and fine dining.
  • Southold: Just 4.8km from Greenport West, Southold is a serene town that showcases the beauty of the North Fork with its lush landscapes and charming vineyards. It’s an ideal spot for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy a range of activities from leisurely walks at local recreational areas to exciting nights at nearby casinos. Key attractions include pristine beaches and picturesque lakes, perfect for swimming, fishing, or simply relaxing. Southold’s small-town charm and vibrant community events make it a delightful stop on your journey.
  • Shelter Island: Located a mere 4.8km away from Greenport West, Shelter Island is a tranquil haven for those seeking outdoor adventures and romantic escapes. Accessible by ferry, this idyllic island boasts stunning beaches and lush landscapes. Visitors can indulge in golf, enjoy the local casino, or explore the scenic trails perfect for skiing in winter. Major attractions include family-friendly beaches and serene lakes, providing ample opportunities for relaxation and recreation. The island's peaceful ambiance and natural beauty make it an essential addition to your travel itinerary.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. You can also enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with 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 spot for your getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your journeys, allowing you to create new trips, resume from where you last paused, or manage your existing plans. You can conveniently find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/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:

  • The Old Field Vineyards (1.9 mi / 3 km)
  • 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)

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:

  • 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)
  • Harvey's Beach (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 considering a vacation rental in Greenport West, New York, a popular area to stay is along the waterfront. This picturesque neighbourhood offers stunning views of the Long Island Sound and is conveniently located near a variety of attractions that enhance your stay.

One of the top attractions in this area is the historic Greenport Village, where you can wander along charming streets lined with boutique shops, galleries, and delightful restaurants. The village is also home to the East End Seaport Museum, which provides fascinating insights into the maritime history of the region. Additionally, the nearby Greenport Harbor Brewing Company offers a chance to sample local craft beers while enjoying the scenic surroundings.

Another appealing option is to stay close to the famous Mitchell Park, which features beautiful gardens and a lovely marina. This area is particularly vibrant during the summer months, as it hosts various community events and festivals. There are numerous vacation rental properties available in these neighbourhoods, suiting different preferences and budgets, making it easy to find a great spot for your getaway.
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 travelling 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.
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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 travellers 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 West?
In Greenport West, there are no specific popular rental amenities highlighted, making it difficult to ascertain what travellers can typically expect. The area itself offers a serene coastal atmosphere, ideal for those looking to unwind, but details on amenities in vacation rentals are not readily available.
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 variety of attractions that showcase the charm of this coastal village. The waterfront offers picturesque views and access to local shops and restaurants. The Greenport Harbor Brewing Co. is a popular spot for craft beer enthusiasts, while the nearby Long Island Railroad station provides convenient transport to other parts of Long Island.

The area is also known for its historic sites, such as the Greenport Historical Society and the Old First Presbyterian Church, which add to the cultural experience. For those interested in outdoor activities, the nearby beaches and parks, including the scenic Veterans Memorial Park, offer opportunities for hiking, picnicking, and enjoying the natural beauty of the region.
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 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 travellers 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 cosy cabin or a beach house, 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.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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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