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Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach

Photo gallery for Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach

Every season brings special flower blooms
Beautiful landscaping that changes with the seasons
Gilded Age historic home built for a prominent local banker back in 1903.
The most beautiful house in Greenport!
Elegance porch to enjoy a cool refreshment for fun!
Reviews
10

Exceptional

4 bedrooms2+ bathroomsSleeps 8

Popular amenities

  • Hot tub
    Hot tubHot tub
  • Washer
    WasherWasher
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Kitchen
    KitchenKitchen
  • Air conditioning
    Air conditioningAir conditioning
  • Fireplace
    FireplaceFireplace

Explore the area

Map
Greenport, NY
  • Popular LocationKontokosta Winery10 min walk
  • Popular Location67 Steps Beach13 min walk
  • Popular LocationGreenport Carousel14 min walk
  • AirportNew York, NY (JFK-John F. Kennedy Intl.)112 min drive

Most relevant reviews

ExperimentalCarousel

10/10 Excellent

This was the perfect Christmas House for our family while celebrating a 100th Family Birthday nearby. This is a beautifu...
Marnie h.
Dec 28, 2023

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed

Bedroom 1

1 King Bed

Bedroom 1

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet

Bathroom 3

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining Area

About this property

Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach

NO EXTRA FEES FOR CLEANING, EXTRA GUESTS & AMENITIES!

Relax in one of America's most beautiful seaside villages, historic Greenport. Walk to the village and within minutes to vineyards, Lavender farm, golf and beaches also Shelter Island and Orient Point Ferries. Take the Hampton Jitney or LIRR from the city and walk to our breathtaking home.
Elegant and located on Captains Row in the Greenport Historic District. Elegantly built for the wealthiest banker on the North Fork. Largest property in National Historic District in Greenport Village. The backyard is truly special, private with pergola and outdoor grill perfect for dining under the stars and our new giant chess set is sure to please.
Lovingly restored to its original elegance and authentic Classic Queen Anne Victorian. This is a complete modern home with new kitchen and bathrooms. This home has been the subject of many artists!
Enter this home and feel the impeccable carpentry work with its rich patina. Magnificent 5 foot single pocket siding doors that separate the formal rooms glide with your fingertips. Top of the line kitchen appliances. New luxury linens, mattresses and romantic brass and iron beds. Feel the elegance of the bygone era. There is even a small library and doll house room. All lighting is exquisitely original, restored and sets the mood. Any celebrations are to be enjoyed by our overnight renters only.
Please do not plan any events with our property in mind.
Please do not plan to do entertainment cooking here. This is a historic house and we encourage outdoor dining or light meals. Sadly, no frying allowed in our home.

We are compliant with local laws and there are minimum stay requirements.
For special consideration, please email us. Weekend rates apply to holidays.
We will try our best to accommodate you and create a wonderful experience!

Property manager

Sofia

Languages

English, Spanish

Amenities

Hot tub
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Pool
NEW VICTORIAN GEM IN GREENPORT
Pool
Kitchen
Free WiFi
Air conditioning
10.0 out of 10, (6 reviews)
NEW VICTORIAN GEM IN GREENPORT

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed
Pet free home but we would consider case by case

Smoking

Smoking is not permitted
Non smoking on the premise....but ok outdoors
Please no parties or outside guests. Light cooking as this is a historical home....
Excessive messes made will require an extra cleaning fee of $200. Pictures will be taken after any excessive mess made

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
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, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Greenport

Located in Greenport, this holiday home is in the city centre and by the sea. The Hamptons Beaches and 67 Steps Beach reflect the area's natural beauty and area attractions include Greenport Carousel and East End Seaport Maritime Museum. Travelling with kids? Consider Railroad Museum of Long Island and Norman E. Klipp Marine Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Greenport, NY

What's nearby

  • Eastern Long Island Hospital - 5 min walk
  • Kontokosta Winery - 10 min walk
  • 67 Steps Beach - 13 min walk
  • Greenport Carousel - 14 min walk
  • Railroad Museum of Long Island - 17 min walk

Getting around

  • Greenport Station - 17 min walk
  • East Hampton, NY (HTO) - 63 min drive

Restaurants

  • ‪Lucharitos - ‬14 min walk
  • ‪First and South - ‬11 min walk
  • ‪Aldo's - ‬13 min walk
  • ‪Claudio's Main Restaurant - ‬14 min walk
  • ‪Port 104 - ‬15 min walk

Frequently asked questions

Is Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach?

Check-in begins at 4:00 PM.

What time is check-out at Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach?

Checkout is at 11:00 AM.

Where is Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach located?

This family-friendly Greenport holiday home is located by the sea, within a 10-minute walk of Eastern Long Island Hospital, Stony Brook Eastern Long Island Hospital and Kontokosta Winery. Greenport Carousel and 67 Steps Beach are also within 15 minutes. Greenport Station is 17 minutes by foot.

Reviews

10

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. 30 out of 30 reviews" "
Rating 8 - Good. 0 out of 30 reviews" "
Rating 6 - Okay. 0 out of 30 reviews" "
Rating 4 - Poor. 0 out of 30 reviews" "
Rating 2 - Terrible. 0 out of 30 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely spot for a friends reunion
Spacious comfortable and inviting home. Well-stocked everything. Lovely outdoor spaces and gracious hosts.
Stayed 2 nights in May 2024

10/10 Excellent

Marnie h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
100th Birthday Celebration
This was the perfect Christmas House for our family while celebrating a 100th Family Birthday nearby. This is a beautifully appointed and true to period Victorian. The home is immaculate and incredibly well tended. The hosts were lovely and very responsive. This was a special stay and made more so by the wonderful surroundings and ease to town. We would stay here again.
Stayed 6 nights in Dec 2023

10/10 Excellent

Christina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding Weekend
My niece was getting married nearby and this home was perfect for family members to all stay together. We were able to walk to town for breakfast, lunch and dinner. Great spot!
Stayed 3 nights in Oct 2023

10/10 Excellent

Anthony G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Greenport house
The house had everything we needed. It was spacious and clean. The whole process was smooth and the communication was fantastic. We enjoyed being able to walk to and from downtown Greenport.
Stayed 2 nights in Sep 2023

10/10 Excellent

Elana B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
extremely clean and well-equipped house
Host went above and beyond to stock house with essentials, extras, and more (snacks, toiletries, tons of towels, everything you could need)! House was extremely clean -- one of the cleanest homes I've ever stayed in. Yard was perfect. An easy stay.
Stayed 2 nights in Jul 2023

10/10 Excellent

ann b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Property
Our stay could not have been more enjoyable. Gift basket was a generous surprise. Enjoyed coffee on the front porch in the morning, and wine in the evening. Back yard was quiet and beautiful. We all enjoyed playing with the chess set. Only negative was our stay was too short.
Stayed 3 nights in Jun 2023

10/10 Excellent

Cathi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Greenport Vacation
Beautiful historic property walkable to all Greenport and easy drive to beaches and vineyards. Everything as described. Owner very easy communication and flexible with our needs.
Stayed 5 nights in Aug 2022

10/10 Excellent

James M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Nice
The home was beautiful, clean and spacious, the property manager was very responsive and hospitable.
Stayed 2 nights in Aug 2022

10/10 Excellent

Joseph D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience
Location. Clean. Great outdoor space
Stayed 2 nights in Oct 2021

10/10 Excellent

Katie R., New York

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection
My group had an amazing stay. The house was beautifully decorated and extremely comfortable. The backyard seating and giant chess set were our favorite part of the property. Sofia was very attentive to any questions we had. We'd 100% stay here, again.
Stayed 3 nights in Sep 2021

10/10 Excellent

Brian C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding Celebration
From in and out, it was a perfect experience. The hosts were fabulous, greeting us with an incredibly generous basket of treats. The house is wonderful, and my only complaint is not being able to enjoy it enough as we were never around long enough! Return trip is necessary!
Stayed 3 nights in Aug 2021

10/10 Excellent

Michele S., East Williston ny

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful night
We stayed here overnight for a bday celebration. The house was beautiful and clean and everything exactly that was described. Perfect walking distance to town. Everyone had a wonderful night staying here. The host was easy to deal with as well as gracious and left a wonderful basket of yummy treats to welcome us. Would definitely stay again hopefully in summer to really enjoy the weather and views.
Stayed 1 night in Oct 2020

10/10 Excellent

Olga A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Historic Home
We are three couples who were looking to get-a-way from the hustle and bustle of daily life. A well appointed house, Victorian Seasons Stirling is very clean, spacious and equipped with everything you possibly need. The house is within walking distance to Greenport village and close to restaurants local wineries. Relaxation was definitely found this weekend, and we highly recommend this property.
Stayed 2 nights in Oct 2020

10/10 Excellent

Kim R., Melville NY

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing House, Perfect Location
We loved this house so much. Sofia, was excellent to work with and the attention to detail was incredible. From the welcome basket of goodies, to having the house stocked with all the necessities, and being there to answer any questions we had, you couldn’t ask for more! The outside of the house was so inviting. The pergola was our favorite to sit around and hang with friends. The porch was another great spot too, as well as the lounge chairs under the trees. We never wanted to leave. The inside of the house has an updated historic feel and was immaculate and clean, not to mention so many places to sit and relax! The location couldn’t be more perfect. You can walk to a winery, or down to town and shop or eat. The stroll is very safe and is about a half a mile. If you are planning on a visit to Greenport, don’t look any further!! Highly recommend.
Stayed 2 nights in Sep 2020

10/10 Excellent

Leo L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really awesome find in Greenport
Great getaway for Labor day weekend in perfect house. Very historic and beautifully maintained

10/10 Excellent

K M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house and property
Lovely home and yard, immaculate housekeeping, exquisite historical details with modern appliances. Can walk to town or beach. Would stay again!
Stayed 4 nights in Aug 2020

10/10 Excellent

Elizabeth F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stately and Gracious Both Home and Owner
Sophia and Mike are fastidious in the presentation and maintenance of this home. Every item: linens, appliances, cutlery, dishes, and exquisite yet comfortable furniture are five star The porch was dressed in these large plants with white woven containers to match the beautiful porch wicker furniture. An amazing, relaxing and joyful vacation.
Stayed 30 nights in Jul 2020

10/10 Excellent

leonard w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Green port
What a great property with fabulous outdoor space and close proximity to town of green port. We loved our stay and the property manager was very helpful.

10/10 Excellent

Judy k.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Greenport Gem
Property was Beautiful! House was restored to its 1855 splendor, immaculately clean, artistically decorated with antiques, ultra comfortable beds, and owner Sofia was a pleasure. Girls weekend couldn’t have picked a better place within walking distance to town and wineries.
Stayed 2 nights in Sep 2019

10/10 Excellent

Wendy P., Geneva Florida

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and home
The property was just as described . Beautiful restored home spotless and well appointed. Quiet location, we were there on a weekday . There is a shared wide driveway and another home “next door” that was irrelevant. Cool kitchen, good water pressure. Super place !

10/10 Excellent

Barb W., Waupaca Wisconsin

Truly a home away from home!
Such a charming home and with the best Hostess who left a basket of goodies! Very comfortable and loved the outdoor spaces! Perfect place and highly recommend
Stayed 1 night in May 2019

10/10 Excellent

Laureen L.

Gorgeous Home in Greenport!
The house is absolutely gorgeous! The online pics do not do the house justice. There were more bedrooms than we thought, the bathrooms were pretty, and there were so many gorgeous details around the house. The backyard is also very nice as is the front porch. Sofia even set up a snack box for us, and was accessible when we had questions about local beaches. We rented the house for my sister’s bachelorette, and very happy to have rented this particular house.

10/10 Excellent

Margie A.

Stunning and Pristine!!
If you're looking for the perfect spot for your girls weekend this is it! Sofia, the owner of this gorgeous home was nothing less but perfection. She greeted us with wine and snacks galore! I have to say one of the most accommodating hostesses I have ever had the pleasure to correspond with. As for the house, well...if you love vintage everything this is your dream home. Just stunning! Spacious, pristine, clean! Plenty of parking, privacy and most importantly, close to everything the Northfork has to offer! Loved it!!!
Stayed 1 night in Feb 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Kris R.

Great house, great town!!
Beautiful house with a nicely done interior and a great yard. Would definitely stay here again
Stayed 3 nights in Sep 2017
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Emmanuel S.

World Class accommodations with that "at home" feel and all the amenities of a luxury property.
What a fabulous property that has been maintained and updated to continue the legacy of this Superior building structure. Our hosts Sofia and her son Nick greeted us after our arrival and gave us some history of the property and the updates that have been done since their purchase. The pictures posted on the website can't describe the warm feeling you get when you walk through the door. We were a party of eight and we had plenty of room for all. With an inviting front porch sitting area and a magnificent rear yard patio and portico there were ample outdoor spaces to relax, socialize or just veg-out. The close proximity to the town center made walking to and from a pleasurable easy stroll. We will definitely be coming back and would happily recommend this property for those individuals seeking classy accommodations with old world charm incorporated in every detail.
Stayed 2 nights in Aug 2017

About the host

Hosted by Sofia

Host profile image
We love restoring historic homes and returning all aspects back to the original period design. Part of the process includes researching the previous owners and documenting the unique property features. Our mission is to share with our friends the bygone periods of elegance and excellent craftsmanship and meld the 21st century to make our home the best out there!

Why they chose this property

This property is the most well preserved home in the area. It was custom built by the wealthiest man at the turn of the 1900's. The location is prime, walking distance to all of Greenport shops, restaurants and tours. Many vineyards close by. Rent a bicycle and forget about enjoy the outdoors by visiting the marina and nearby beaches.....

What makes this property unique

Historic district centrally located and within walking distance to LIRR, Hampton Jitney, restaurants, shopping and yoga studio.

Languages:

English, Spanish
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