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Greenport Getaway the perfect blend of relaxation, nature, and North Fork charm.

Photo gallery for Greenport Getaway the perfect blend of relaxation, nature, and North Fork charm.

Pool Lounge
Beach
Pool Lounge
Kitchen
Entrance

Reviews

9.8 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 10297.3 sq m

Popular amenities

  • Pool
  • Dryer
  • Washer
  • Parking available
  • Fireplace
  • Barbecue grill

Explore the area

Map
Greenport, NY
  • Greenport Carousel
    ‪4 min drive‬
  • Kontokosta Winery
    ‪5 min drive‬
  • 67 Steps Beach
    ‪5 min drive‬
  • New Haven, CT (HVN-Tweed - New Haven Regional)

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Double Beds

Bedroom 5

2 Single Beds

Common area 1

2 Single Beds

Common area 2

2 Single Beds

4 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area

About this property

Greenport Getaway the perfect blend of relaxation, nature, and North Fork charm.



🏡 Charming Family Getaway with Heated Pool, Private Beach Access & Kayaks in Greenport

5 Bedrooms • 4 Bathrooms • Sleeps 10 • Heated Saltwater Pool • Walk to Beach

Welcome to your perfect escape in the beautiful maritime town of Greenport, NY. This spacious, family-friendly colonial sits on a private ¾-acre lot and was designed with comfort, connection, and quiet in mind.

Whether you’re lounging by the heated saltwater pool, exploring local wineries, or kayaking along the serene coastline, this home offers something for everyone.
✨ What You’ll Love About This Home
• 🏊‍♀️ Heated Saltwater Pool – Relax, unwind, and swim in total comfort.
• 🛶 Four Kayaks Included – Two single and two double kayaks ready for your coastal adventures (please bring your own life vests).
• 🏖 Private Beach Access – Just a 10-minute walk away. Calm, shallow waters are ideal for paddleboarding or splashing with kids.
• 🛏 Comfortable Accommodations – 5 cozy bedrooms, 4 bathrooms, perfect for up to 10 guests.
• 🍷 Near Top Wineries – Explore North Fork’s world-renowned wine scene just minutes away.
• 🌳 Spacious Backyard – Grill, play, or stargaze in a peaceful setting.
• 🧺 Fully Equipped Kitchen & Laundry – Everything you need for a carefree stay.
🛑 Important to Know Before You Book

This home is best suited for families or quiet groups seeking a peaceful escape. To maintain a calm and respectful environment for all:
• 🔕 Quiet hours begin at 10 PM – especially in the backyard. Elderly neighbors live nearby and value a peaceful evening.
• 🚫 No loud gatherings, parties, or events – if you’re planning something high-energy, this home is not a fit.
• 🚗 Please carpool – limited parking, and neighborhood prefers low vehicle traffic.
• 🗑 Guests must take their trash with them – Greenport requires use of yellow town garbage bags (available at local waste yard). Recyclables must be separated.
📍Location Highlights
• 10-min walk to private beach
• 10–20 min drive to wineries, restaurants & shops
• 2-hour drive from NYC
Book your serene Greenport retreat today and enjoy the perfect blend of relaxation, nature, and North Fork charm.

Property manager

Maggie. S.

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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9.0 out of 10, (2 reviews)
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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings
Party may not exceed 14 people
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items and take out the rubbish
Turn off the lights, lock the doors and return the keys
Close umbrellas, close all windows and doors, leave the house in the same condition as you received it.
Failure to complete these may result in a negative review from the host.
House must be left in same clean condition. Leave wet towels on the bathroom floor. Take your garbage with you.​ Will meet you on "check in" day. ​
Lock all windows and doors prior to check out, run the dishwasher. Do not bring food into the bedrooms and do not stain linens or towels.
Please do not stain or scratch furniture or floors, do not break glassware or chinaware. Take loving care of the property.​ Thank you. Maggie

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings) are allowed on site. Maximum attendees: 14
Note from host: Party may not exceed 14 people
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

We should mention

A car is required for transport to and from this property

About the area

Greenport

Located in Greenport, this holiday home is near the beach. Greenport Carousel and Camera Obscura are local landmarks, and the area's natural beauty can be seen at The Hamptons Beaches and Orient Beach State Park. Railroad Museum of Long Island and East End Seaport Maritime Museum are also worth visiting. With jet skiing, fishing and swimming nearby, you'll find plenty of adventures in the water.
Map
Greenport, NY

What's nearby

  • Railroad Museum of Long Island - 3 min drive - 3.2 km
  • Greenport Carousel - 4 min drive - 3.9 km
  • Kontokosta Winery - 5 min drive - 5.3 km
  • 67 Steps Beach - 5 min drive - 5.3 km
  • Sunset Beach - 26 min drive - 7.3 km

Getting around

  • Greenport Station - 4 min drive
  • East Hampton, NY (HTO) - 70 min drive

Restaurants

  • ‪Sterlington Deli - ‬4 min drive
  • ‪Stars Cafe - ‬24 min drive
  • ‪Sunset Beach Restaurant - ‬27 min drive
  • ‪Aldo's - ‬4 min drive
  • ‪Southold Fish Market - ‬15 min walk

Frequently asked questions

Does Greenport Luxury Retreat with a Saltwater Pool, Near the Private Beach, Kayaks. have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Greenport Luxury Retreat with a Saltwater Pool, Near the Private Beach, Kayaks. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Greenport Luxury Retreat with a Saltwater Pool, Near the Private Beach, Kayaks.?

Check-in begins at 4:00 PM.

What time is check-out at Greenport Luxury Retreat with a Saltwater Pool, Near the Private Beach, Kayaks.?

Checkout is at 10:00 AM.

Where is Greenport Luxury Retreat with a Saltwater Pool, Near the Private Beach, Kayaks. located?

Situated by the sea, this holiday home is within 3 miles (5 km) of The Old Field Vineyards, Railroad Museum of Long Island and Camera Obscura. East End Seaport Maritime Museum and Greenport Carousel are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 68 out of 79 reviews
Rating 8 - Good. 10 out of 79 reviews
Rating 6 - Okay. 1 out of 79 reviews
Rating 4 - Poor. 0 out of 79 reviews
Rating 2 - Terrible. 0 out of 79 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Sal G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in Greenport

Stayed for a golf outing with friends. House was great and immaculate. Location is perfect. Close to vineyards, breweries, downtown Greenport and islands end golf course. Highly recommend.
Stayed 14 nights in Aug 2023

10/10 Excellent

Demetra L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Getaway

This very clean, modern home was the perfect place for a little gathering with family. Spacious, open floor plan with plenty of comfy beds and full bathrooms. Super close to wineries and Greenport. Host was very responsive and accomodating.
Stayed 14 nights in Sep 2023

10/10 Excellent

darrell c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Son's wedding

The house was exactly as advertised. Its a grand house which allowed multiple family to gather to celebrate my son's wedding on the North Fork. It is clean, modern and provides room where a group can watch sporting events while others can sit around the kitchen and talk. It met all my expectations and then some. Everyone in my family loved it. Thank you.
Stayed 14 nights in Sep 2023

8/10 Good

Leah H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Trash Removal is Bad

We had a great stay overall - the house was a great size for a large group. Plenty of bedrooms and bathrooms. I wouldn’t recommend this for families - lots of white furniture and white things! But for our group (all 30 somethings) it was great. The one, really frustrating issue was that we had to take all garbage and all recycling to the transfer station ourselves, which I’ve never had to do for any of the MANY home rentals I’ve done over the years. What was worse is that you had to separate all the recycling at the transfer station and we had been given no indication of that in advance, so we were sorting through drippy cans and bottle, etc. And, you have to put your trash in special yellow bags, but the owner didn’t provide them so we had to buy them at the transfer station. And the transfer station was a good 15 minutes away. So, the whole transpiring 2 car trunks of trash was a pretty gross way to end our time.
Stayed 2 nights in Oct 2019

10/10 Excellent

Annalise G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing place!

Our stay was perfect! The house is so incredible and huge with plenty of space for everyone in our group. The backyard is beautiful with space to eat outside and play yard games. Everything was extremely clean and the kitchen had everything we needed. Maggie met us on arrival and explained everything to us and answered all our questions. Would definitely recommend!
Stayed 2 nights in Oct 2022

10/10 Excellent

Robert A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely home

Great location, plenty of room
Stayed 3 nights in Jun 2022

10/10 Excellent

Susan G., Arlington, VA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great fits big group

A dozen friends got together at this property to celebrate an upcoming marriage. The house was spotless and well stocked. We were all able to sleep and shower comfortably. The house is close to the village and the wineries. It would have been nice if there were instructions on how to reach the beach.
Stayed 2 nights in May 2022

10/10 Excellent

Jack O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Home

The property was beautiful and the whole process was easy. Many beds and great for a large group. Would recommend
Stayed 2 nights in May 2022

10/10 Excellent

Sydney T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

greenport

was the perfect place for a larger group for the weekend! location and house was perfect
Stayed 2 nights in Mar 2022

10/10 Excellent

Madeline W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay was great!

We loved it. The house was perfect and in an excellent location
Stayed 2 nights in Oct 2021

10/10 Excellent

Rachel K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect place to stay

My friends and I stayed at this house when we went to Greenport for a wine tour. It was clean and spacious and we thoroughly love staying there. The host is always so quick to respond and very accommodating!
Stayed 2 nights in Oct 2021

10/10 Excellent

Robin A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome home

We were there for a family wedding and wanted to be near Bayshore drive.
Stayed 3 nights in Sep 2021

10/10 Excellent

Donald H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

3rd time we have rented the property. Owners are magnificent and property A+

Cant wait to go back again!!!!
Stayed 2 nights in Sep 2021

10/10 Excellent

Thomas M., Easton, MD, US

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family gathering place.

We were attending a family wedding atca local winery. The brides parents were with us as were 3 of the brides maids and my son. The house is ideal for gathering as the there are basically two large living rooms and a huge kitchen seating area. We spent a full day relaxing on the deck. Walked into Geenport town (2 miles), and there was almost a car per person and the driveway area could accommodate many cars, easily 8. It was ideal for our event.
Stayed 3 nights in Sep 2021

10/10 Excellent

ADAMO M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great weekend getaway

We had the pleasure to stay at the house for a Long weekend. The house was very conveniently located to the town, shops, and the beaches. The home was very clean and well stocked with anything needed for our stay.
Stayed 4 nights in Aug 2021

8/10 Good

Erica N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time in greenport

Lovely house location great week with our family!
Stayed 3 nights in Aug 2021

10/10 Excellent

Chris D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house

Nice house. Plenty of beds.
Stayed 4 nights in Aug 2021

10/10 Excellent

caitlin c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Vacation

We celebrated 20 years of friendship at Greenport West. The house was spacious, clean, and everything we had hoped for! We enjoyed coffee on the porch, conversations in the main room, and meals around the big table. The house was a quick drive to town and to the ferry. The host was available and helpful. We had a great weekend!!
Stayed 4 nights in Jul 2021

10/10 Excellent

Johanna B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We loved this house!

We hadn’t been able to see each other as a full family for two years during Covid and it was a joy to be brought together and have a wonderful week at this house. The downstairs felt spacious and well organized. The kitchen was incredibly well stocked. The living room had great couches and a good TV for watching. The backyard was beautiful with a great grill. There was plenty of space for sleeping as well. The beach was just a short walk down the road and was lovely. We would highly recommend this property to any renters.
Stayed 6 nights in Jul 2021

10/10 Excellent

Ann G., New York

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place.

We all enjoyed the house and the great location to the beaches and village.
Stayed 14 nights in Jul 2021

8/10 Good

amanda o.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The home was spacious but not well equipped for 14 people. The house had a comfortable atmosphere.

The house had a warm feeling. Make sure you view the details very well especially room setup. Make sure you read very well about the garbage information. In general, we really enjoyed our stay.
Stayed 3 nights in Jun 2021

10/10 Excellent

Courtney K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Property

This house was the best for our group. It was clean and had everything we needed. The location was great, super close to town and the backyard was great for hanging out during the day. Highly recommend and would rent again!
Stayed 3 nights in Jun 2021

10/10 Excellent

Julia b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house for a big group stay

House was immaculately clean and stocked with all the kitchen utensil essentials. The bed to bathroom ratio made for a very comfortable stay for a larger group - all beds were also very comfortable. Great location - very close to the center of Greenport town and the host was very prompt in responding to questions. All in all we had a great stay.
Stayed 2 nights in Jun 2021

10/10 Excellent

Caroline Napoletano N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing experience!

The property was amazing and perfect for a weekend stay! Maggie was very prompt with her responses and check in and check out was very easy. Overall 10/10!
Stayed 2 nights in Jun 2021

10/10 Excellent

Stephanie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house!

We had a great experience at this house. It was clean and exactly as pictured. The renter was super accommodating and attentive to anything we needed. Highly recommend!
Stayed 3 nights in Jun 2021

About the host

Hosted by Maggie. S.

Host profile image

Languages:

English
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