Charming historic house on Sterling Harbor, water views, 5-min walk to village | House in Greenport

10.0 (5 Reviews) |   3 Bedrooms  2 Bathrooms  5 Guests
Greenport House | Charming historic house on Sterling Harbor, water views, 5-min walk to village

3 Bedroom House in Greenport

Tucked away on Sterling Harbor in the Historic District on Greenport's most desired street is this lovely, 3-bedroom, 1780s “vernacular” house. Meticulous attention has been paid to renovations and modern additions that preserve its architectural character, accentuated by eclectic art, furniture, and artifacts from the owner's travels, A mini split-system A/C has recently been installed for your comfort.
The 1st floor offers an open flow to spacious living areas — a library-foyer with working fireplace, large dining room, and a fully-equipped cook’s kitchen with Bosch/GE/Wolf appliances. The light-filled sun room opens to a deck designed for dining and entertainment, with a flowering pergola, water views, and salt breezes. The original porch has been preserved, perfect for relaxing, reading, and watching boats and passers-by.
On the 1st floor: the main bedroom (queen bed) with a working fireplace and full bathroom (shower/tub). On the 2nd floor: a large bedroom with queen bed and cross ventilation; and a charming guest room with skylight for a single person. The two bedrooms have water views and share a bathroom.
A patio by the kitchen, with flowering arbor, water views, and Weber grill, offers additional outdoor dining possibilities. The back yard consists of a large lawn, mature trees and gardens, perfect for family games (croquet, badminton). There is a fire pit for cooler evenings. An outdoor shower awaits one's return from a day at the beach.
Enjoy dining al fresco with freshly caught fish from Southold Fish Market, sweet corn from Latham and Sep's Farms, greens from Sang Lee and Deep Roots Farms. Indulge in bivalves at Little Creek Oyster and artisanal beers at Greenport Harbor Brewery, both steps away on Carpenter Street; and wines from Kontokosta Winery on the Main Road, 5 minutes by foot, bike, or car.
A North Fork food-and-wine destination, the village abounds with attractions: the North Fork Arts Center, Burton’s Bookstore, Mitchell Park and the Carousel, boating/fishing tours, restaurants, cafés, bakeries, markets and shops, and a farmers' market on Fridays. Public beaches are nearby -- 67 Steps & Inlet Pond on Long Island Sound; 4th St and 5th St beaches, Gull Pond & Sandy Beach, all on Peconic Bay.
Transportation: The Long Island Railroad (LIRR), Hampton Jitney, & Long Island Expressway (LIE) all serve Greenport. North Ferry connects the village to Shelter Island and the South Ferry to the Hamptons and Montauk on the South Fork. The Cross Sound Ferry at Orient Pt, 8 miles away, plies the seas to and from New England.
Keywords: House

Charming historic house on Sterling Harbor, water views, 5-min walk to village is located in Greenport. Charming historic house on Sterling Harbor, water views, 5-min walk to village provides accommodation, featuring Wellness Facilities, Entertainment, Child Friendly, among other amenities. This House features Wellness Facilities, Entertainment, Child Friendly, to make your stay a comfortable one.

Charming historic house on Sterling Harbor, water views, 5-min walk to village has 3 Bedrooms , 2 Bathrooms, and max occupancy of 5 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Greenport has interesting places to visit. If you want to learn more about the House in Greenport, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Hair dryer
  • 2+ bathrooms
  • Towels provided
  • Shampoo
  • Bathtub or shower
  • Soap
  • Toilet paper
Bedroom
  • Bed sheets provided
  • 3 bedrooms
  • Day bed
  • Dining table
  • Fireplace
  • Dining room
  • Living room
Kitchen
  • Oven
  • Coffee grinder
  • Ice maker
  • Microwave
  • Stovetop
  • Dishwasher
  • Spices
  • Refrigerator
  • Paper towels
Laundry
  • Washing machine and dryer
  • Near laundromat
  • Laundry facilities
Ocean view
  • Beach sun loungers
  • Beach towels
Parking
  • Onsite parking options include a garage
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Sailing nearby
  • Birdwatching nearby
  • Snorkeling nearby
  • Theme parks nearby
  • Golfing on site
  • Power boating nearby
  • Water skiing nearby
  • Hiking/biking trails nearby
  • Cycling nearby
  • Jet skiing nearby
  • Tennis on site
  • Fitness facilities nearby
Entertainment
  • Music library
  • Stereo
  • Smart TV with cable/satellite service
  • Books
  • Video library
  • DVD player
General
  • Unit size: 2000 sq ft (186 sq m)
  • English
  • Spanish
  • French
  • Near a health or beauty spa
  • In a rural location
  • Near a hospital
  • Near outlet shopping
Guest Services
  • Stair gate
  • Playground
  • Phone
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Barbecue grill
  • Patio
  • Fenced yard
  • Garden
  • Outdoor furniture
  • Firepit
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
  • First aid kit
  • Smoke detector installed (host has indicated there is a smoke detector on the property)

Policies

Check-in
Check-in time starts at 4:00 pm
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Mary Ann S.
Aug 14, 2025 12:33:00 PM
Review Score:   10
Summary: 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.
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FAQ's

Is this Greenport house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Greenport house have a swimming pool?

No, this Greenport house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Greenport house?

Best-rates for the Greenport house starts from $504 per night with includes Parking, Barbecue/Outdoor Cooking, TV, View, Bedding/Linens, Fireplace/Heating, Ocean View, Sports/Activities, Wellness Facilities, Entertainment, Child Friendly, Laundry, Air Conditioner, Balcony/Terrace, Security/Safety, Internet, Kitchen with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Greenport house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Greenport house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Greenport house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Greenport house?

Based on the information reported by the owner or manager, the Greenport house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Greenport house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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