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1820 Whaling Captain's Home - A walk to a coffee or cocktail!

Vacation home in Greenport with kitchen and balcony

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Property grounds - 1820 Whaling Captain's Home - A walk to a coffee or cocktail! (Greenport)
Fridge, microwave, oven, stovetop - 1820 Whaling Captain's Home - A walk to a coffee or cocktail! (Greenport)
Marina - 1820 Whaling Captain's Home - A walk to a coffee or cocktail! (Greenport)
Terrace/patio - 1820 Whaling Captain's Home - A walk to a coffee or cocktail! (Greenport)
Smart TV, fireplace, Netflix, DVD player - 1820 Whaling Captain's Home - A walk to a coffee or cocktail! (Greenport)
In the heart of historic Greenport village, Captain's House offers a charming summer getaway or cozy holiday retreat. Stroll into town to visit shops, wine bars, and restaurants or bike ride to nearby beaches and wineries. Enjoy two comfortable living rooms with a fireplace and large color TV for indoor relaxation.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 5158 sq m

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Kitchen
  • Barbecue grill
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

1820 Whaling Captain's Home - A walk to a coffee or cocktail!

Set in the historic section of Greenport village, the Captain’s House, built in 1820, is an elegant and charming 3 bedroom, 2 bath home ready to enjoy, especially for a summer getaway or a cozy holiday retreat. It's a 3 block walk into town and a short bike ride or drive to all the area beaches, wineries and treasure finding.

The Captain’s House is in the perfect location for those who’d like to leave the car at home and wander into town to visit shops, wine bars and restaurants. It's even a 10 minute walk from or the Jitney/train.

There are three bedrooms (one with a queen bed, one with 2 twins or king and a smaller 3rd bedroom with a full bed) and two full bathrooms, one with a washer/dryer that is on the ground floor. There are two comfortable living rooms, one with a fireplace and large color TV with Netflix, Amazon Prime, Smart TV as well as a selection of puzzles and board games for all ages. There is a TV in the master bedroom as well. Attached to the living room is a formal dining room with a farm table that seats 8 for those chilly or hot evenings better spent inside.

For the ultimate chef, the home has a fully stocked kitchen with Cuisinart appliances, a Garland stove, every utensil imaginable as well as all dining-ware. There is no need to bring sheets, towels or beach towels, it’s all here. For those with small children, note that I do not toddler-proof the house, remove the nicknacks, etc. so keep that in mind when renting!

There is a very large and beautifully landscaped backyard complete with a 'Secret Garden" hidden in the far back of the property overlooking a zen fountain. Attached to the house is a back deck with a charcoal and a gas grill and an outdoor garden shower. Dining al fresco with friends and family a the patio dining area allows room for entertaining.

* PLEASE NOTE: Beaches are open to renters with permit. I would need to notarize a rental permit, so please let me know in advance if you would like to get one. It is $40 and the name on the agreement needs to match the registration. I have also included some beaches that do not require a permit.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car required
  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Netflix
  • Smart TV
  • Stereo
  • Streaming services

Outdoor areas

  • Fenced yard
  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • 2 steps to reach entrance
  • Area rugs in public areas
  • Gravel flooring in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No elevator
  • Thin carpet in public areas
  • Tile flooring in public areas
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Smoking not allowed
  • Note from host: Smoking outside only.

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina

Things to do

  • Optional golf privileges
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 1,700 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Start the dishwasher
Remove personal items and take out the trash
Turn off the lights, lock the doors, and return the keys
Reduce aircon to 74 on both thermostats.
Failure to complete these may result in a negative review from the host.

Rules

We request that dogs be walked off the property.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: Garden fenced in. Dogs must be walked off premise.

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
Smoking outside only.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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
Property Registration Number 21-012

We should mention

This property does not have elevators
A car is required for transportation to and from this property

Property is also known as

1820 Whaling Captain's Home
1820 Whaling Captain's Home avail 8/15 9/7
1820 Whaling Captain's Home Now Avail 8/20 9/6
1820 Whaling Captain's Home- Now Avail 8/26-9/6 Greenport

About the neighborhood

Map
Greenport, NY

What's nearby

  • Eastern Long Island Hospital - 5 min walk - 0.4 km
  • Stony Brook Eastern Long Island Hospital - 5 min walk - 0.4 km
  • Greenport Harbor Brewing Company - 6 min walk - 0.6 km
  • Greenport Carousel - 8 min walk - 0.7 km
  • Kontokosta Winery - 14 min walk - 1.2 km

Getting around

  • Greenport Station - 13 min walk
  • East Hampton, NY (HTO) - 69 min drive

Restaurants

  • ‪Aldo's - ‬9 min walk
  • ‪Porto Bello - ‬20 min walk
  • ‪Lucharitos - ‬8 min walk
  • ‪First And South - ‬7 min walk
  • ‪Billys By The Bay Tiki Bar - ‬3 min drive

Frequently asked questions

Is 1820 Whaling Captain's Home - A walk to a coffee or cocktail! pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at 1820 Whaling Captain's Home - A walk to a coffee or cocktail!?

Check-in begins at 4:00 PM.

What time is check-out at 1820 Whaling Captain's Home - A walk to a coffee or cocktail!?

Check-out is at 11:00 AM.

Where is 1820 Whaling Captain's Home - A walk to a coffee or cocktail! located?

Located in the heart of Greenport, this vacation home is within a 10-minute walk of Greenport Harbor Brewing Company, Eastern Long Island Hospital, and Greenport Farmers' Market. Stony Brook Eastern Long Island Hospital and Camera Obscura are also within 10 minutes. Greenport Station is 13 minutes by foot.

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1820 Whaling Captain's Home - A walk to a coffee or cocktail! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 54 out of 55 reviews
Rating 8 - Good. 1 out of 55 reviews
Rating 6 - Okay. 0 out of 55 reviews
Rating 4 - Poor. 0 out of 55 reviews
Rating 2 - Terrible. 0 out of 55 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Nikolay T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property is super clean , cozy , amazing backyard with spectacular landscaping … little pond with koi fish adds such a unique touch to it …If ever back to Greenport will definitely stay there again !
Stayed 4 nights in Jul 2025

10/10 Excellent

Elizabeth L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This lovely historic home served as the perfect backdrop for a few weeks of summer fun in Greenport! The mature garden is a fantastic place to relax and entertain, and the house is comfortable, well-equipped and beautifully appointed!
Stayed 22 nights in Jul 2025

10/10 Excellent

James L.

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

Beautiful old house

This is a beautiful historic house in great condition with a nice garden. Five minutes walk to shops and cafes. All communication was easy and the stay most enjoyable…
Stayed 3 nights in Jun 2025

10/10 Excellent

Suzanne D.

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

Easy walk to town

What a beautiful house to stay! The interior design and decorating are just stunning and the backyard oasis is amazing. It’s only a couple of blocks to downtown Greenport and the perfect location to set off each day for wine tastings. We love traveling with our two small dogs and we’re so grateful to be able to bring them. It made our entire week in Greenport all that much better!
Stayed 6 nights in Jun 2025

10/10 Excellent

Allison J.

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

Perfect Location with Amazing Backyard

We stayed for a week and enjoyed every single thing about this home! The house feels loved and lived in and makes you feel like you’re staying with friend or family, not a sterile rental! The bedrooms are all a good size and beds were all very comfortable! The gorgeous renovated kitchen was a joy to cook meals in and the backyard was perfect! We enjoyed days and nights on the deck and in the secret garden! The location was perfect for walking to Front St restaurants and shops, ferry to Shelter Island and LIRR station. Hosts were so quick to respond and answer any questions that came up! Would definitely stay again!
Stayed 7 nights in Jun 2025

10/10 Excellent

Julian L.

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

Charming!

Very charming house. Fantastic location within easy walking distance of the town center.
Stayed 3 nights in Sep 2024

10/10 Excellent

Paul Z., Marcy NY

Great location

Very well appointed, wonderful backyard
Stayed 3 nights in Jun 2018

10/10 Excellent

Matt S.

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

Captain's house

Great property. Great owner.
Stayed 3 nights in Jun 2024

10/10 Excellent

Maegan C.

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

Fabulous place!

It’s a very neat house with a lot of history. Decorated lovely, and has everything there you could possibly need. Location is great very short walk in to town. Thank you so much, we really enjoyed our stay.
Stayed 3 nights in Jun 2023

10/10 Excellent

Kevin K.

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

Great Time is Greenport at this charming home

My wife and I had a great time at this historic home. Great location for walking to shops and restaurants and very close proximity to great vineyards. The house was clean and backyard is beautifully landscaped. Would definitely recommend:).
Stayed 4 nights in Sep 2024

10/10 Excellent

Vanessa H.

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

Perfect place to stay in Greenport

Like many others I have a hard time leaving this review because I loved the property so much, I want to keep it a secret! I can’t wait to come back and stay again.
Stayed 3 nights in Apr 2023

10/10 Excellent

Amy K.

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

Great North Fork Getaway

Great house with a beautiful garden in a fantastic location in Greenport. Perfect balance of short walk into town and enjoying all that the North Fork has to offer within a short drive. Three adults stayed comfortably and enjoyed a relaxing long weekend. Would definitely stay again!
Stayed 5 nights in Jun 2023

10/10 Excellent

Aditi S.

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

Great escape for the weekend

A perfect escape from the city for the weekend. The house was well equipped for a family, and the garden was just beautiful! Marcia had the best recommendations for food and fun spots for little ones :) we hope to be back soon!
Stayed 3 nights in Jun 2024

10/10 Excellent

Adam Z.

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

Great house near everything!!

We stayed at this house for 3 days at the beginning of the season. It’s very close to everything in town and was very thoughtfully designed and maintained. It was absolutely perfect, especially the amazing garden. Highly recommended.
Stayed 3 nights in May 2024

10/10 Excellent

Eric A.

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

Amazing Holiday Week in Greenport!

The house was located in the heart of Greenport and walkable into town. It’s a beautiful historic home and has everything you need. Marcia was a great host!
Stayed 4 nights in Dec 2022

10/10 Excellent

Richard K., Ramsey

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

Enjoyed our stay!

House was exactly as advertised. The house was outfitted great for a family. Very nice, fenced in yard. Close proximity to town and beaches. The hosts were easily reachable and great to deal with.
Stayed 20 nights in Jun 2021

10/10 Excellent

Rishi S.

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

Wonderful Oasis in Greenport

We had a wonderful stay at Marcia’s beautiful house in Greenport. Marcia was incredibly welcoming and accommodating and the house was perfect for our trip. The location is ideal - a short walk to everything the NoFo has to offer. Marcia was very responsive and gave great recommendations. We will definitely be back!
Stayed 3 nights in May 2024

10/10 Excellent

gordon r.

Lovely Home

The house was well kept and just as pictured. Marcia could not have been easier to deal with.
Stayed 28 nights in Jun 2018

10/10 Excellent

Robert H.

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

Best House Ever

Best house we ever rented. VRBO listing does not do justice to the house. It was fabulous, awesome decorations, something new every time we turned around. So much so, we hated to leave even to go out to dinner. The owners truly took pride in the house and maintained its historic charm in every room.
Stayed 4 nights in Sep 2022

10/10 Excellent

David S., Napa, CA

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

Great place despite the weather

We stayed at the Whaling Captain's home during a unseasonable rain storm. Though the weather outside was frightful, we stayed nice and cozy inside the house. Unfortunately, we were not able to do much with the beautiful backyard, but perhaps that will be for another stay. Thumbs up, Five Stars, all that good stuff.
Stayed 3 nights in Sep 2023

10/10 Excellent

Emma S.

Beautiful house in perfect location

This is an amazing house in a great location. Walking distance to main streets of Greenport and quick drive to beaches. We had a lovely time and the house is stunning. The garden is amazing. We didn't have great weather the whole time or we would have spent more time out in the garden. My kids say they want to live in the house they liked it so much! Thanks Marcia (and also Rosita).
Stayed 7 nights in Aug 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Regina F., Brooklyn

Perfect blend of nature and convenience!

Our first stay at this beautiful home, well located for access to Greenport restaurants and shops. Easy parking included. All modern conveniences in the charm of a home from 1820's! Beautiful linens, well decked out kitchen with every type of plate/serving piece/cookware imaginable. The jewel in the crown though is the back deck and garden. The zen garden is a hidden masterpiece with bamboo and really well done landscaping. Was perfect for morning yoga in the garden. Would love to keep this gem to myself, my family looks forward to returning.

8/10 Good

Verified traveler

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in

636 Main Greenport

The property was charming. The lockbox was very difficult to access and I was given two different codes to open it. Would have liked more info on how to get onto Wi-Fi - instructions were wrong, and info on how to find the bike would have been great. But generally very pleasant place.
Stayed 7 nights in Oct 2023

10/10 Excellent

Judy N., Jupiter

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

Special place

My husband and I and our Havanese, Max , spent much of the summer at Marcia and Robert’s beautiful home. The house exceeded our expectations. It is a gem and the garden with its water fall was an oasis. The house was fully equipped with all that one would need. Dating from 1821 It was tastefully updated retaining its charm. Close to town it was an easy walk to the many fine restaurants and shops. Beaches were near by both on the Sound and Gardiner’s Bay. We felt so at home here. Thank you Marcia and Robert for sharing your home with us. We can’t wait to return
Stayed 61 nights in Jul 2022

10/10 Excellent

Pam S., New Paltz

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

perfect in every way

We had the chance to stay at this beautiful 1820s fully renovated home. The house is so beautiful, and well equiped for your every need. The kitchen is stocked perfectly with anything you would need to do some cooking. The house was immaculatley kept, and lived in with care. The backyard is beyond what we epected. It was a lovely hidden oasis. The house is only a few short blocks from the center of Greenports quant little town. Marcia was super easy to work with, and always available. We will definitly be back. We recommend this house to all. Dont hesitate rent it fast!
Stayed 14 nights in Jul 2021