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One Of A Kind, Resort- Like Waterfront Cottage In Wine Country

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Beach
Living area
Pool
Outdoor dining
Pool

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 51200 sq ft

Popular amenities

  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

1 bathroom

Bathroom 1

Spaces

Deck or patio
Garden
Dining area

About this property

One Of A Kind, Resort- Like Waterfront Cottage In Wine Country

LI Sound Waterfront Cottage with 2 Bedrooms and 1 Bathroom. Completely Renovated and Modern Living Space with Open Layout. Home comes complete with Quality Appliances, including Wine Fridge. Approx 1 Acre of Manicured lawn, Private Heated Pool, Vineyard and Beach. Plenty of room in front and back for play or relaxation. 18x40 Gunite Pool, 104' of Private Beach and expansive views of the lovely LI Sound with Picture Perfect Sunsets. Plenty of parking and garage. Home Vineyard. Perfectly located between both Southold and Greenport Villages and close to dozens of vineyards. This is a one of a kind home. Please feel free to ask as many questions as needed to make sure your stay is what you desire. Thanks, Ted
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: less than 50 lbs per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Greenport

Located in Greenport, this cottage is on the beach. Kontokosta Winery and Greenport Harbor Brewing Company are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Orient Beach State Park. Railroad Museum of Long Island and Greenport Carousel are also worth visiting.
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Map
Greenport, NY

What's nearby

  • Railroad Museum of Long Island - 3 min drive - 3.9 km
  • Kontokosta Winery - 4 min drive - 4.6 km
  • 67 Steps Beach - 4 min drive - 4.6 km
  • Greenport Carousel - 4 min drive - 4.6 km
  • Greenport Harbor Brewing Company - 4 min drive - 4.6 km

Getting around

  • Southold Station - 4 min drive
  • East Hampton, NY (HTO) - 71 min drive

Restaurants

  • ‪First And South - ‬5 min drive
  • ‪Aldo's - ‬5 min drive
  • ‪Noah's - ‬4 min drive
  • ‪Goldberg’s Famous Bagels - ‬4 min drive
  • ‪Green Hill Kitchen - ‬5 min drive

Frequently asked questions

Does One Of A Kind, Resort- Like Waterfront Cottage In Wine Country have a pool?

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

How much does it cost to stay at One Of A Kind, Resort- Like Waterfront Cottage In Wine Country?

As of Mar 11, 2026, prices found for a 1-night stay for 2 adults at One Of A Kind, Resort- Like Waterfront Cottage In Wine Country on Apr 30, 2026 start from $1,651, 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.

Is One Of A Kind, Resort- Like Waterfront Cottage In Wine Country pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at One Of A Kind, Resort- Like Waterfront Cottage In Wine Country?

Check-in begins at 4:00 PM.

What time is check-out at One Of A Kind, Resort- Like Waterfront Cottage In Wine Country?

Check-out is at 11:00 AM.

Where is One Of A Kind, Resort- Like Waterfront Cottage In Wine Country located?

Nestled on the beach, this Greenport cottage is within 3 mi (5 km) of Kontokosta Winery, 67 Steps Beach, and Safe Harbor Stirling. Horton Point Park and Railroad Museum of Long Island are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 33 out of 33 reviews
Rating 8 - Good. 0 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Daniel A.

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

Family trip

Amazingly beautiful property. The photos don’t do it justice and the sunsets cannot be beat.
Stayed 5 nights in Jun 2023

10/10 Excellent

Quentin S.

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

Perfect North Fork Home

My family and I had an unbelievable experience in this beautiful Greenport home. Everything was as advertised if not better. If you are looking for a waterfront getaway on the North Fork this is your house. The host Ted was also fantastic and the communication throughout the trip was top notch.
Stayed 2 nights in Jun 2024

10/10 Excellent

ANDREW E.

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

Excellent getaway

Beautiful views of the LI Sound. Nice new pool. Special to have grapevines on the property. Short drives to both Southold and Greenport. Excellent getaway for family of four. Owner was super-responsive and friendly. Everything was easy.
Stayed 3 nights in Jun 2023

10/10 Excellent

Semil S.

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

Ted is an A+ host and human being

Let’s briefly go over the property and the host. The house has stunning unobstructed north-facing views of the Long Island Sound, facing Connecticut. It’s a modest 2BR but plenty of space and big icthen and living area facing the water. Ted us super responsive as a host, but also generous. It’s their home and it feels like that, and Ted treats you like a guest. Would highly recommend.
Stayed 3 nights in Aug 2022

10/10 Excellent

David W.

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

Great house. Amazing property. Excellent location. A++

We spent 5 days and 4 nights at this wonderful house. Everything was perfect. Property is amazing with a beautiful pool, large yard and right on the beach. Endless sunsets every day. Easy access to multiple towns with plenty to do. Absolutely perfect stay. Owner is friendly and easy to coordinate with. Will hopefully stay again.
Stayed 4 nights in Aug 2022

10/10 Excellent

Terrence T.

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

Best of All Worlds

We had never stayed on the North Fork of LI and did not know what to expect. The house was just as advertised and had everything you could need - beautiful home, responsive owner, ocean front with beautiful vistas and an absolutely awesome pool. Having the pool and the ocean was great, switching between the two was a nice feature that we thoroughly took advantage of. As stated the owner Ted was amazing with immediate response via email or a call. Plenty of items in the house for tenant use, just bring your swim suit, food, drinks and the willingness to have a good time. Proximity to downtown Greens port was less than 10 minutes, what a great place to shop and eat out, anything you were looking for we found. Also out and around the outskirts plenty of deli's, bagel shops and snack places. I highly recommend a vineyard tour which we did, about 5 minutes from the house. Great time with my adult family. If you are looking for an awesome vacation at a great house in a perfect location with all the amenities look no further, this is the place. Thanks again Ted for the use of your time and allowing us to have an awesome summer vacation!
Stayed 7 nights in Jul 2022

10/10 Excellent

Ann S.

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

beautiful and relaxing!

the scenery and sunsets are amazing!!!
Stayed 2 nights in Sep 2021

10/10 Excellent

Beth R.

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

Wonderful getaway

Beautiful property and location. Ted was very accommodating!
Stayed 4 nights in Aug 2021

10/10 Excellent

Nimrod R.

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

A Perfect Escape

Exactly as advertised - a cozy beachfront home with a great pool on the North Fork. We spent 5 days there and only left the property to pick up food. Owners were responsive and helpful. I have literally no complaints - highly recommended!
Stayed 4 nights in Aug 2021

10/10 Excellent

Jason F.

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

Beautiful View

The home was cozy and clean - exactly as advertised. Although our family of 5 really maxed out the space, we found the property perfect for our week in Greenport. The pool and lawn space were great. But best of all was the waterfront view. We spent hours looking out onto the Sound. The views have raised the bar for future vacation homes that is for sure. Although the nightly cost was a little high for only two bedrooms and one bath, it was a still a great experience and we would love an opportunity to return in the future.
Stayed 5 nights in Aug 2021

10/10 Excellent

Brian F.

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

Beautiful views

Lovely small house right on the water with a really nice pool and perfect views. The house is small but just right for our family of four. Sitting out back on the waterfront in the morning with a cup of coffee just drained the stress right out of me. The sunsets are spectacular under the right conditions. Ted was very responsive and helpful, great house.
Stayed 6 nights in Aug 2020

10/10 Excellent

Bryan P.

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

Simply Amazing!

One of the best vacations ever! You couldn't ask for a better experience, host, property, location, etc. It was truly phenomenal and I would highly recommend this property and hopefully, this won't be the last time I book this property. Absolutely loved it! The combination of having a pool and beach access gives you the best of both worlds. Ted the owner is fantastic. He is always available and responds to anything that needs to be addressed quickly. The location is perfectly situated between Southold and Greenport giving you quick access to both towns. There are wineries all around, fresh farmer's markets, and fresh fish markets that are minutes away. I can't thank Ted enough for an amazing vacation.
Stayed 14 nights in Aug 2020

10/10 Excellent

Jackie F.

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

Best family getaway!

Property was perfect and owner is incredibly responsive. Pool is great, everything worked perfectly. Sunsets are incredible. Can’t wait to go back!
Stayed 4 nights in Jul 2020

10/10 Excellent

Elizabeth Z.

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

Beautiful Getaway

We had a wonderful stay at this beautiful getaway! Home was clean, updated and cozy. Pool was wonderful and the outdoor space and sunsets amazing.

10/10 Excellent

dean t.

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

Stunning Views

Check in was easy and property is beautiful with an incredible sunsets
Stayed 3 nights in Jul 2020

10/10 Excellent

Maria M.

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

Amazing stay!

We had a fantastic time. Whole family enjoyed the sunset, swimming pool and the beach. We had an amazing time
Stayed 6 nights in Jun 2020

10/10 Excellent

Stuart B.

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

Fantastic get away property

Amazing property and very responsive and attentive host.
Stayed 7 nights in Jun 2020

10/10 Excellent

Elise W.

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

Excellent property

Fantastic experience. The property is beautiful. Pool is great. Owner is beyond helpful and responsive. Highly recommend.

10/10 Excellent

Laura C., Garden City, NY

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

Doesn’t not disappoint

Quaint home on spectacular property. Super clean and renovated. Amazing views of the Long Island sound and beautiful heated gunite pool. We had no reason to leave! Greenport and southold village both a hop skip away. Very close walking distance to the Soundview. We hope to come back! Laura C.
Stayed 4 nights in Aug 2019

10/10 Excellent

Stacy S.

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

Pure Bliss

Everything was perfect! Home owner a pleasure to work with. Sunsets were unbelievable. The backyard is a dream come true. Beautiful heated pool. Very comfortable, clean and easy living house. We would definitely go back!!

10/10 Excellent

gillian h., queens

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

Loved

Such a beautiful view I wish I could share my pictures to show . The pool was perfect but also my seven year old had fun jumping from rocks to the water . The kids next door are so kind and sweet and played so nice with my children . Can not wait to go back . You cannot go wrong with this rental . We rent a lot and this Is professional run , which is rare . They had it all taken care of for us . No running around trying to manage the garbage or anything like that they are fully staffed. We just packed our things like being at a hotel and left stress free. The sunset is amazing and there is a lot going on locally from sunset boat rides to horse riding , vineyards and a very nice restaurant & at the sound view walking distance away
Stayed 5 nights in Jul 2019

10/10 Excellent

Lileng T., New York, USA

fabulous house

we loved every minute of our stay. the house was immaculate and everything was neat and clean. the beach front location made for fantastic sunsets and our kids loved throwing rocks in the ocean (even though it was freezing for some days!). todd made everything easy for us to settle into the house and also provided a few tips on what to do in the area. we actually got a bit lost when we were checking in on thursday and bothered him in the middle of the night. he was gracious enough to help us locate the right house. hope to be back again soon!
Stayed 3 nights in Apr 2019

10/10 Excellent

Deborah A.

Perfection, Start to Finish

No other word, but perfect. Not a single bad issue and a wonderful stay. Ted is THE most kind, responsive VRBO owner we have ever had the pleasure of working with. The property is immaculate, tasteful, and has everything you would want. Pool was delicious, views were amazing, my kids loved finding stones and shells on the beach, which is steps away. Already eyeing for next summer. Thank you, Ted!
Stayed 2 nights in Aug 2018

10/10 Excellent

james w.

Beautiful place, complete with awesome waterfront views, pool and vineyard!

The home is in great shape, it’s very comfortable and close to Greenport Village. We look forward to our next stay and highly recommend this place...
Stayed 3 nights in Aug 2018

10/10 Excellent

Tasha P.

Our new favorite get-away!

We already can’t wait to go back! This beautiful home is the best of all worlds. Immaculately maintained, it is conveniently located near all the fun Greenport and the surrounding areas offer while offering guests exceptional privacy. The heated pool, large back yard, oceanfront views, and private beach far exceeded our expectations and made the home just as much a fun place to be as venturing into Greenport! The hosts have thoughtfully provided everything you may need and communicate with kindness and care for your overall happiness with your experience. We could not have asked for a better stay and very much look forward to a return soon!

About the host

Hosted by Ted

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English
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