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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

Historic 1830 Captain's home garden wing, huge private garden, walk to all!

Bedrooms 2
Space 1,000 sq ft
Property type house
Minimum Stay 2 - 7 nights


About the property

2 Bedrooms, 1 Bathroom, Sleeps 4

This beautiful restored Captain's House is one of the oldest in the historic Village of Greenport. It's from 1830 and has so many historical details which were carefully preserved in the renovation. The house is within walking distance to all the great restaurants, shops and the marina. Despite its central location it's perfectly quiet and very private with a huge fenced in garden.

There are two bedrooms each with Queen beds, a living room and a huge eat in kitchen. The two bedrooms are on separate floors, so everyone gets a great sleep. The second floor bedroom is reached by the staircase in the kitchen, the first floor bedroom is located next to the living room.

There is wifi throughout the house and in the garden and the kitchen has a washer and dryer for you to use. There is a flat screen HDTV in the living room.

You will love the garden, it is huge and has mature trees and beautiful plants and flowers. There is a deck off the kitchen and even a gazebo, all perfect to enjoy the lovely summer evenings.

I stay in the front of the house or rent a small portion of it when I'm travelling. This part is completely separate from the garden wing (it's a very long house) and both parts have their own entrances and even different addresses. The garden is only accessed from the garden wing and is all yours to enjoy!

More Details

Member since: 2014
Premier Partner

This partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks English, French, German
Response time:
Within a day
Response rate:
Calendar last updated:
8 June, 2018

About Isabel

I'm from Germany and live in New York City. I came to the North Fork by chance but instantly fell in love with the charm and history of Greenport. It is so unique in its setting surrounded by water, its wonderful food and wines and its proximity to New York that I've been coming here ever since.

Isabel purchased this house in 2013

Why Isabel chose Greenport

When this house from 1830 came on the market (it had always been in the same family) I knew this was a one time opportunity - luckily it was really in good shape already and it was fun bringing out its abundant historic details. The house has beautiful wooden floors and all the original doors and windows. The living room walls and ceiling are the original tin, quite unique and now shine in their restored glamour.

What makes this house unique

Garden with mature trees and beautiful plants, huge eat in kitchen with open ceiling leading up to second floor, washer/dryer, historic details throughout. Walk to all Greenport has to offer. Vineyards in close proximity.

Guestbook comments from the owner

We stayed at this beautiful house for six nights at the end of June/beginning of July. It was extremely clean and has a lovely private garden with great deck and wonderful awning. There were great firm beds, wifi, TV with cable and high end outdoor chairs. Isabel was very responsive to our needs and we enjoyed the easy walk into town.
Jun 2014
  • 1 of 1


Accommodation and facilities for this holiday house on the Greenport on the Town of Southold Town

Property Type:
  • house
  • Self-catering
Floor Area:
  • 1000 sq ft
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 11:00
  • Max. occupancy: 4
  • Max. adults: 4
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed ...
  • Non smoking only
Location Type:
  • village ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet ...
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Hob
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 1 Bathroom
  • Bathroom 1 - Toilet , Bath with Shower
  • Completely renovated bathroom with all new appliances, looks into the garden.
  • 2 Bedrooms, Sleeps 4
  • Bedroom 1 - 1 Large Double Bed
    Bedroom 2 - 1 Large Double Bed
  • Beautiful bright bedrooms with Queen beds and wooden floors.
  • Satellite / Cable
  • Television
  • Terrace
  • Lanai / Gazebo
  • Garden
  • Barbecue ...
  • Long-term Renters Welcome
  • wheelchair inaccessible
  • autumn foliage
  • bay
  • churches
  • cinemas
  • festivals
  • library
  • marina
  • restaurants
  • winery tours
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • eco tourism
  • horse riding
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • mountain biking
  • pier fishing
  • sailing
  • bay fishing
  • swimming
  • tennis
  • water tubing
  • wind-surfing
The library is literally right next door and is not only amazingly well run but has wonderful programs, especially for children.


Wonderful! 4.9/5 -
(31 traveller reviews)

90% Complete
6% Complete
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Historic 1830 Captain's home garden wing, huge private garden, walk to all!
average rating of 4.870968 based on 32 reviews
Sound Beach, NY

2 nights

  • 5 of 5

Loved the property. It was extremely clean, efficient, spacious and modern, quick walk to town. Would absolutely stay here again. Quiet street. Thanks for snacks and coffee. Overall A+

  • Review Submitted: 05-Apr-2018
  • Date of Stay: March 2018
  • Source: VRBO, from HomeAway
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Great Spot in the Heart of Greenport

  • 5 of 5

We recently stayed here and really enjoyed it. The apartment is modern, up to date and very clean. The owner Isabel is friendly, and was responsive throughout the rental process. The grounds are very nice and even though it was November we enjoyed the Gazebo and the fact that the yard is fenced in and very Private. A great location and is within walking distance to the downtown shops and restaurants.

  • Review Submitted: 06-Nov-2017
  • Date of Stay: November 2017
  • Source: VRBO, from HomeAway
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Hackensack, NJ

Modern with character 2br rental

  • 5 of 5

Absolutely loved staying here. One bedroom downstairs and one bedroom upstairs, nice spacious kitchen plus a nice space outside. Isabel was great, very accommodating provided us with some snacks, juices, and coffee with the fixings. We would definitely stay here again

  • Review Submitted: 15-Oct-2017
  • Date of Stay: October 2017
  • Source: HomeAway
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Charming historic home within walking distance of shops and restaurants

  • 5 of 5

We loved everything about our stay! The house was charming, the location was great, and the weather was perfect. After a day visiting Greenport and the local wineries, we especially liked coming home to sit in the gazebo and enjoy a glass of wine. But my favorite part of all was the "goodie" basket we found in the kitchen. We appreciated this added touch - chips, cookies, muffins, milk, juice, coffee, etc. You deserve a 6th star for going above and beyond in making us feel at home. Thank you.

  • Review Submitted: 05-Oct-2017
  • Date of Stay: September 2017
  • Source: HomeAway
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Great house for family of four

  • 5 of 5

The house is small but very well designed, and functional. Clean, charming ang has everything to make your stay comfortable.

The garden and the gazebo are beautiful and we used them a lot.

Everything is within walking distance to center of town that provided everything kwe needed.

  • Review Submitted: 31-Aug-2017
  • Date of Stay: August 2017
  • Source: HomeAway
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Quiet and relaxing house for a couple and a two year old!

  • 5 of 5

Enjoyed 4 nights at this house. Our two year old loved exploring the deck and yard. Quick walk to town. Very relaxing getaway from Brooklyn! We had planned to stay 3 nights and added another night since we didn't want to leave. The owner, Isabel was very accommodating and left clear and easy instructions for the house. Definitely would come back!

  • Review Submitted: 09-Jul-2017
  • Date of Stay: July 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
40 Miles
JFK, LaGuardia, Newark, Islip
Nearest Barpub
0.5 Miles
Greenport Brewery, Blue Canoe, Whisky Wind Tavern
Nearest Ferry
1 Miles
Shelter Island Ferry, Orient Point Ferry
Nearest Train
0.5 Miles
Long Island Rail Road (LIRR) to NYC
Nearest Restaurant
0.5 Miles
Frisky Oyster, Blue Canoe, South and First
Nearest Beach
1 Miles
Sixth Street Beach, Long Island Sound
Car: not necessary

The North Fork is known as the garden of New York. There are countless vineyards as well as fruit, vegetable and flower farms all around. There are oyster farms and fresh fish markets, it truly is amazing how good the food is here. The vineyards all offer sampling and live music, it's a very enjoyable experience.

There are many beautiful beaches around Greenport, some you can have almost to yourself and the town has wonderful historic charm and is all walkable. There are many great restaurants as well as beautiful shops.

There is a ferry to Shelter Island right in Greenport as as well as the Jitney buses and Long Island Railroad to New York (I find the Jitney buses the most comfortable and they take 2.5 hours to Grand Central!). There is also a ferry in Orient Point which takes you to Connecticut so you are in a perfect spot to explore the near and far.


Prices & Availability

Ask Owner a Question

Additional pricing information

Cleaning Fee £90.44
Damage Insurance £74.62

Be mindful of the house and its historical features.

Owner's Cancellation Policy

  • 50% refund for cancellations more than 30 days before check-in date.
  • 100% refund for cancellations more than 60 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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