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

Greenport, New York
$1097 avg/night
Bed 4

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

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!

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • KITCHEN

    Blender Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Birdwatching Nearby Fitness Facilities Nearby Golf Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Ice Skating Nearby Marina Nearby Sailing Nearby Swimming Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Highchair Playground
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Non Smoking On The Premise....but Ok Outdoors Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Jen C.

    Submitted Oct 16, 2025

    Stayed Oct 3, 2025

    Absolutely spotless and beautiful home!! Great location with lots of restaurant options. Shelter Island was great and the winery as well! We were a group of eight 60 year old college friends. Not one of us had a car and we didn't need one! We were able to walk to all of the great spots. So close to 67 Steps beach which was gorgeous!! Thank you to our wonderful hostess!!

  • Alex B.

    Submitted Jul 31, 2025

    Stayed Jul 18, 2025

    The home was beautiful and it really felt like you were living in a part of history. It was an easy and quick walk to town. We really enjoyed our stay there.

  • Michael D.

    Submitted Sep 29, 2024

    Stayed Sep 27, 2024

    This property was the most beautiful and well maintained we have ever rented. It’s roomy and comfortable and just wonderful to stay there. We’d love to stay there again.

  • JoAnn H.

    Submitted Aug 14, 2024

    Stayed Aug 12, 2024

    This historic house was everything advertised! Beautifully restored, clean as a whistle and the beds were awesome! We really loved relaxing on the front porch! You can’t go wrong with this house!

  • Diane M.

    Submitted Jul 31, 2024

    Stayed Jul 27, 2024

    Lovely home. Comfortable and fabulous beds and linens.

  • Submitted May 20, 2024

    Stayed May 17, 2024

    Spacious comfortable and inviting home. Well-stocked everything. Lovely outdoor spaces and gracious hosts.

  • Marnie h.

    Submitted Dec 28, 2023

    Stayed Dec 22, 2023

    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.

  • Christina S.

    Submitted Oct 15, 2023

    Stayed Oct 12, 2023

    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!

  • Anthony G.

    Submitted Oct 1, 2023

    Stayed Sep 29, 2023

    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.

  • Elana B.

    Submitted Jul 10, 2023

    Stayed Jul 7, 2023

    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.

Your dates are Available!

Total

Includes taxes and fees
$1,097+
View details