Charming historic house, Sterling Harbor water views, walk to village

Photo gallery for Charming historic house, Sterling Harbor water views, walk to village

A cozy living room with a bookshelf, a sofa, and a dining area.
A two-story house with a porch, a dock, and boats in the background.
A marina with various boats docked, a grassy area in the foreground, and a building with a sign in the background.
A house with a covered porch, a small garden, and a lawn.
A cozy room with a wooden bed, a bookshelf filled with books, and a wooden door leading to another room.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Near Kontokosta Winery

Popular amenities

  • Balcony or patio
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View map
Greenport, NY
  • Place, Greenport Harbor Brewing Company
    ‪9 min walk‬
  • Place, Greenport Carousel
    ‪13 min walk‬
  • Place, Kontokosta Winery
    ‪17 min walk‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪140 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1 - Queen bed for 2

1 Queen Bed

Bedroom 2 - Queen bed for 2

1 Queen Bed

Bedroom 3 - for a single person

1 Single Bed

2 bathrooms, 1 half bathroom

Bathroom 1

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

Bathroom 2

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

Bathroom 3

Soap · Shower only

Spaces

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

Add dates for prices

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1820 Whaling Captain's Home - A walk to a coffee or cocktail!
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  • Kitchen
  • Washing machine
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10.0 out of 10, Exceptional, (66 reviews)
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About the area

Greenport

Located in Greenport, this holiday home is in a rural area and near theme parks. Camera Obscura and Greenport Carousel are local landmarks, and some of the area's attractions include East End Seaport Maritime Museum and Railroad Museum of Long Island. Norman E. Klipp Marine Park and Shelter Island Whale's Tail are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and horse riding nearby.
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Map
Greenport, NY

What's nearby

  • Greenport Harbor Brewing Company - 9 min walk - 0.8 km
  • Greenport Carousel - 13 min walk - 1.1 km
  • East End Seaport Maritime Museum - 16 min walk - 1.4 km
  • Kontokosta Winery - 17 min walk - 1.5 km
  • 67 Steps Beach - 2 min drive - 2.2 km

Getting around

  • Greenport Station - 16 min walk
  • East Hampton, NY (HTO) - 70 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬12 min walk
  • ‪First And South - ‬10 min walk
  • ‪Aldo's - ‬12 min walk
  • ‪Goldberg’s Famous Bagels - ‬14 min walk
  • ‪Lucharitos - ‬11 min walk

Frequently asked questions

Is Charming historic house, Sterling Harbor water views, walk to village pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming historic house, Sterling Harbor water views, walk to village?

On-site parking is available at the property.

What time is check-in at Charming historic house, Sterling Harbor water views, walk to village?

Check-in begins at 4:00 PM.

What time is check-out at Charming historic house, Sterling Harbor water views, walk to village?

Checkout is at 11:00 AM.

Where is Charming historic house, Sterling Harbor water views, walk to village located?

Situated in a rural location, this holiday home is within a 10-minute walk of Greenport Harbor Brewing Company and Eastern Long Island Hospital. Greenport Farmers' Market and Camera Obscura are also within 15 minutes. Greenport Station is 16 minutes by foot.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely wonderful and relaxing
Stayed 13 nights in Jul 2025
Response from VrboOwner on 30 July 2025
Thank you, Jerry, for your kind words. You were model guests and are welcome back anytime!
Verified review

10/10 Excellent

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

Greenport Gem

We had a lovely stay in this beautiful home. Great location, fully equipped kitchen, lots of room in the house and large backyard for croquet. Ellen was a gracious and responsive host!
Stayed 12 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our hostess, Ellen, greeted us as soon as we arrived and spent a couple of hours chatting with us. She even helped us bring her luggage into her charming house during a downpour. The kitchen is ideal for me. Everything was located exactly where you would want it as you’re cooking. There is an abundance of dishes, glasses, pots, pans, cutting boards, and utensils. There are many interesting books and artwork. Being across from the harbor lends to the relaxing and calming vibe. And we lucked out on the weather during our day.
Stayed 10 nights in Jul 2025
Archival

10/10 Excellent

Ideal

Two weeks in this beautiful but spacious cottage flew by. Breakfast each morning on the deck, under the pergola, with a view of the inlet; nights in a four-poster bed; swordfish on the gas grill and dinners prepared in the fully equipped country kitchen; plenty of room for visiting adult children in the two extra bedrooms; a house full of light, charm, and tchotchkes from the owner's travels. The house is on a quiet street a 10-minute stroll along similarly sleepy streets to Greenport's bustling business district, restaurants, movie theater. You're not far from beaches, gorgeous bike rides, vineyards, and just 10 minutes from Shelter Island. Moreover, Greenport itself is a quaint haven of an historic whaling village, with not a Starbucks or fast-food franchise in sight. An ideal escape.
Response from VrboOwner on 3 Apr 2020
It's always nice to rent to people who love the house and appreciate its Caribbean charm. The couple was also one of the best and most considerate tenants to occupy the house who took advantage of all this quiet enclave and maritime village have to offer.
Archival

10/10 Excellent

Charming home in great location!!

My husband and I rented this incredibly charming home for the month of August last year. It's nestled on a very quiet road with beautiful harbor views and is a few minutes walk from all the activities and amenites of Greenport village. The home is very spacious and has great outdoor living/dining spaces. We most definitely enjoyed our time her and would highly recommend it.
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