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Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!

Holiday home in Greenport with kitchen and patio

Photo gallery for Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!

View from the street.
Wood burning fireplace and a curated natural shell and coral collection
1st floor bedroom with antique seashell prints from a London flea market
Lounge chairs and firepit overlooking the vineyard
Screened porch accessible through the dining room, seats 8 easily

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6167.2 sq m

Popular amenities

  • Dryer
  • Kitchen
  • Fireplace
  • Washer
  • Barbecue grill
  • Gym

Explore the area

View map
Greenport, NY
  • Place, Kontokosta Winery
    ‪5 min walk‬
  • Place, 67 Steps Beach
    ‪6 min walk‬
  • Place, Eastern Long Island Hospital
    ‪13 min walk‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

Rooms & beds

3 bedrooms (sleeps 6)

1st Floor Large Master

1 King Bed

2nd Floor Bedroom 3

1 Double Bed

2nd Floor VERY large Bedroom 2

1 King Bed

Alcove

1 Single Bed

2 bathrooms

HUGE walk in custom shower - Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

New Modern Full Bathroom on 1st Floor

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden

About this property

Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!

Discounts available for stays >14 days. Please inquire prior to booking for details.

Completely updated, modern and light-filled Cape Cod-style home. You cannot beat this location overlooking the vineyard and only a short walk to the beach or a short stroll to town. The home is beautifully decorated and professionally maintained to ensure an exceptional experience every time. Check out what our guests had to say - every one of our reviews are 5-star!

LONG TERM RENTAL RATES:
- Summer season (Memorial - Labor Day): $18,000
- 30 day stays: 50% rate discount

The town zoning law requires that property be offered for rent for a period of no less than 14 nights. During this time period, you will have the exclusive right to occupy the property, but you may not sublet the property. No guests are allowed to be on the property unless you are also occupying the property. Please inquire if you have any questions @ 646-245-4576.

Enjoy dining alfresco on this beautifully landscaped 0.25 acre property overlooking the sprawling Kontakosta Vineyard; outdoor space includes a fire pit, gas and charcoal grills, and a dining table for 8. This peaceful retreat offers visitors the best that Greenport has to offer: take a quick 15 minute walk to town for dining and shopping, stroll around the corner for a waterfront wine tasting or visit the famous “67 Steps” beach located at the end of the street.

Inside the home, relax in an open concept kitchen and dining space that includes a large chef’s kitchen with every cooking amenity you need; dishwasher, microwave, gas range and washer / dryer. The dining room has a cathedral ceiling and seats 8. The living room has a working wood burning fireplace, flat screen Smart TV, and WiFi.

A cozy screened porch with ceiling fan and lounge seating offers a peaceful spot perfect for morning coffee or catching up on a good book.

The master bedroom with king-sized bed and bathroom are on the first floor. The second floor features two bedrooms with a king and full size bed, respectively, a sleeping alcove and bathroom with large glass shower.

Living and sleeping spaces on the first and second floor have ceiling fans; window A/C units are also available from Memorial Day through Labor Day. Linens and towels included.

Bedroom 1: King
Bedroom 2: King
Bedroom 3: Full
+ alcove
Sleeps 6

The home is not ideal for toddlers and small children.

No pets.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Gym
Outdoor space

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House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 12:00 PM
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Children

Adults only
Not ideal for young children.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Lease holder must be 30+. Check-in after 3 pm; checkout noon. No smoking. No pets. No overnight guests except those listed in contract.
Respect our neighbors: maintain reasonable noise levels outside; limit noise on the porch and outside after dark.
Parking limited to 5 vehicle(s); park only in driveway and front of house. Don't park in front of neighbor's homes.

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
On-site parties or group events are strictly prohibited
Long-term renters welcome
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 and a first aid kit

About the area

Greenport

Greenport is home to this holiday home. Greenport Carousel and Norman E. Klipp Marine Park are local attractions and those in the mood for shopping can visit Greenport Farmers' Market and Love Lane. East End Seaport Maritime Museum and Railroad Museum of Long Island are also worth visiting.
View more Holiday homes in GreenportOpens in a new window
Map
Greenport, NY

What's nearby

  • Kontokosta Winery - 5 min walk - 0.5 km
  • 67 Steps Beach - 6 min walk - 0.6 km
  • Eastern Long Island Hospital - 13 min walk - 1.1 km
  • Greenport Carousel - 2 min drive - 2.1 km
  • Railroad Museum of Long Island - 3 min drive - 2.5 km

Getting around

  • Greenport Station - 5 min drive
  • East Hampton, NY (HTO) - 64 min drive

Restaurants

  • ‪Porto Bello - ‬18 min walk
  • ‪First And South - ‬19 min walk
  • ‪1943 Pizza Bar - ‬20 min walk
  • ‪Goldberg’s Famous Bagels - ‬3 min drive
  • ‪Billys By The Bay Tiki Bar - ‬20 min walk

Frequently asked questions

Is Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!?

As of 6 November 2025, prices found for a 1-night stay for 2 adults at Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star! on 1 December 2025 start from NZ$1,442.34, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!?

Check-in begins at 3:00 PM.

What time is check-out at Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!?

Checkout is at 12:00 PM.

Where is Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star! located?

Situated in Greenport, this holiday home is within a 10-minute walk of 67 Steps Beach and Kontokosta Winery. Stony Brook Eastern Long Island Hospital and Eastern Long Island Hospital are also within 15 minutes. Greenport Station is 25 minutes by foot.

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 102 out of 103 reviews
Rating 8 - Good. 1 out of 103 reviews
Rating 6 - Okay. 0 out of 103 reviews
Rating 4 - Poor. 0 out of 103 reviews
Rating 2 - Terrible. 0 out of 103 reviews

Reviews

10/10 Excellent

Emily B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The perfect place for a girls weekend
Stayed 2 nights in Sep 2025

10/10 Excellent

Christine D.

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

Great stay in Greenport

Wonderful stay at this charming property. Perfect space for 3 couples! Great location and the house was super cute!
Stayed 3 nights in Jul 2025

10/10 Excellent

Mary Patricia N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A lovely and comfortable house with everything we needed to serve as a home-away-from-home while we celebrated our son’s wedding weekend.
Stayed 4 nights in Jun 2025

10/10 Excellent

Anthony A.

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

Girl’s Weekend

An amazing property for our combined 60th birthdays! Excellent house, very clean and an abundance of amenities. Close to the heart of Greenport and all the restaurants and shops. We would highly recommend this beautiful house.
Stayed 2 nights in Apr 2025

10/10 Excellent

Marc B.

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

Great property

House was comfortable on a quiet street in close proximity to both the beach and the winery next door. Easy walk into town - about 20 minutes to the heart of town. Great house for a getaway
Stayed 2 nights in Oct 2024

10/10 Excellent

Robert R.

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

Greenport at it's best!

Spent a 4 night getaway and was our second time renting this property. Great location about a 15 minute walk to the waterfront downtown and a 3 minute walk to the beach at the end of the street. Nice backyard for gathering with friends around the firepit. Nice house and backyard to just relax or enjoy the shopping and restaurants a short distance walk away. Looking forward to visiting again.
Stayed 4 nights in May 2023

10/10 Excellent

jeannine k.

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

Relaxing Wine Country Weekend

This house is absolutely perfect! Awesome coastal decor, cozy, inviting and spotless. The pictures really don't even do it justice!! Well equipped kitchen, comfy beds and linens. While we didn't spend too.much time outdoors due to the chilly weather, the yard is lovely with plenty of furniture and a fire pit. Would definitely stay here again. Thank you for sharing your beautiful home with us!!
Stayed 2 nights in Apr 2022

10/10 Excellent

Amy D.

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

Great location!

Easy walk to beach, winery, trails and downtown. The house has lots of amenities and little special extras.
Stayed 2 nights in Oct 2024

10/10 Excellent

Laura P.

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

Fantastic home and location!

We absolutely loved this home! Everything was really clean and the bedding was comfortable. It was the perfect location for my mom’s birthday celebration. We were able to walk to the vineyard next door and drive into Greenport for food, drinks, and shopping. We hope to be back again one day.
Stayed 2 nights in Oct 2024

10/10 Excellent

Julie S.

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

Charming House Near Greenport

The property was very charming and exactly as described. The amenities were the best we’ve seen and helped us out tremendously! We enjoyed the screened in porch and would have enjoyed the amazing backyard if the weather would have cooperated. Lisa was extremely responsive and very helpful. We really enjoyed our stay! Thank you for a great weekend and sharing your home with us!
Stayed 2 nights in Sep 2024

8/10 Good

Arlene D.

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

Great Greenport Getaway

We were four adults in the house - which was a good fit! House was very clean and updated bathrooms and well-equipped kitchen. Super nice backyard looking at the vineyard and felt very private. It was nice to walk to the end of the street to see the sunset. Lots of stairs to the beach so only went down once. Town is close by, but we drove (long walk) - IGA supermarket is convenient. Great restaurants - Eddies - good food and on the beach, The Port, Claudio's on the water and Duryea's in Orient Point (great boat/people watching!) Hostess was easy to work with, good instructions, and happy to help. Would totally recommend this house - good value for sure! Arlene
Stayed 5 nights in Aug 2024

10/10 Excellent

peter b.

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

August vacation

Property was excellent and Lisa was a terrific host. Short walk to 67 steps beach down the road was well worth it, great sunsets and views of LI Sound. Only minor negative was frequent barking of dogs in houses on either side of us, but not the end of the world. View of vineyard in backyard was very nice, felt a bit like being in France.
Stayed 7 nights in Aug 2024

10/10 Excellent

Tommy V.

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

Greenport Paradise

Outstanding property, in great condition. First time we stayed there was back in 2015, It was so good we came back in 2024.
Stayed 3 nights in Jun 2024

10/10 Excellent

Mike H.

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

Relaxing Neighborhood

We really enjoyed the backyard and view of the vineyard. Wonderful area to walk around as well with the ocean at the end of the street and some fun nature trails further down. House was great for the six of us. Thank you!
Stayed 3 nights in May 2024

10/10 Excellent

Christine M.

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

Delightful Stay in Greenport

We had a fabulous stay in Greenport. Home was perfect!!! Would highly recommend Christine and Dan
Stayed 2 nights in Oct 2023

10/10 Excellent

Kate G.

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

Perfect Weekend Stay

This lovely Greenport house was the perfect stay for my friends and me in town for a wedding. Plenty of space, very clean and charming. Would stay here again if I had the opportunity.
Stayed 2 nights in Sep 2023

10/10 Excellent

sean c.

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

Perfect

Amazing location beautiful home
Stayed 2 nights in Aug 2023

10/10 Excellent

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

Wonderful

We loved it! The house is beautiful and stocked with everything you can possibly need. Clean, well located, beautiful yard and perfect location. We would definitely stay again and want to Thank the hosts for allowing us to rent their beautiful comfortable home!
Stayed 3 nights in Jul 2023

10/10 Excellent

Regina C.

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

Wonderful!

The house was IMMACULATE, so clean! The beds were comfy and the location perfect! The 67 Steps beach at the end of the street is a must see with all its beautiful pebbles, town center is walking distance from the house which is handy. The vineyard behind the house is the perfect backdrop when enjoying the fire pit in the backyard. Lisa is a gracious host and her home is WONDERFUL!
Stayed 2 nights in Oct 2022

10/10 Excellent

Eileen M., Connecticut

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

Fabulous Vineyard View

This home is a perfect place for a relaxing and restful and fun getaway! Lisa was very excellent to work with and we were all very pleased!!!!! The home is clean and comfortable. We had a great time!
Stayed 2 nights in Sep 2022

10/10 Excellent

Deborah E., UK

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

Gorgeous house and yard!

Stayed at Lisa’s lovely home the week of our son’s wedding in the Greenport area with another couple who were the first people to hold him the day he was born after my husband and myself. The house and yard were beautiful places to catch up and reflect on the past thirty odd years. Walking to the 67 step beach at the end of the road to catch the sunset just as my son did the evening he proposed was special too. Highly recommended.
Stayed 6 nights in May 2022

10/10 Excellent

Robert R.

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

Great location and beautiful house!

This house was everything promised. Location was a 10 minute walk to town and was a pleasure to walk past so many old historic homes along the way. Plenty of towels and comfortable beds. Backyard was nice to hang out overlooking the vineyard vines of the winery. Very quiet neighborhood. I would highly recommend this property. Excellent communication with the owner and super smooth check-in. Perfect for 3 couples for a friends getaway. Our group is already talking about next year!
Stayed 3 nights in May 2022

10/10 Excellent

Eileen B.

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

Fun Family Weekend

The house was just perfect for our family of 6. Plenty of kitchen tools. Supply of towels was plentiful. As well as anything else needed.
Stayed 2 nights in Apr 2022

10/10 Excellent

Hilda L.

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

Girls Weekend!!!

Girls weekend was a great success. We had a wonderful time full of laughs, good food and great wine. We found Lisa’s home to be perfect! The home is cozy and has beautiful details along with super comfy beds. This is my second girls weekend here and will absolutely be back again next year!!!!
Stayed 2 nights in Feb 2022

10/10 Excellent

Patty L.

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

Winery getaway

The home was adorable, charming and clean. The beds were very comfortable. Lisa was very communicative. Very close to the wineries we visited and short walk to town. Definitely recommend staying here!
Stayed 2 nights in Nov 2021

About the host

Hosted by Lisa Cradit

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Languages:

English
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