Entire home

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

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2 bathroomsSleeps 5157.9 sq m

Popular amenities

Pet-friendly
Dryer
Washer
Fireplace
Kitchen
Parking available

Explore the area

Greenport, NY

Eastern Long Island Hospital
‪5 min walk‬
Kontokosta Winery
‪14 min walk‬
67 Steps Beach
‪3 min drive‬
New Haven, CT (HVN-Tweed - New Haven Regional)

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Double Bed

2 bathrooms

Bathroom 1

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

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio

Porch or lanai

Kitchen

Separate dining area

Outdoor play area

Garden

About this property

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 manager

Marcia/Robert

Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Pet-friendly

Air conditioning

Outdoor space

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Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 4:00 PM

Minimum age to rent: 30

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)

Garden fenced in. Dogs must be walked off premise.

Smoking

Smoking is not permitted

Smoking outside only.

Check-out instructions

The host requires you to complete the following before checking out:

Start the dishwasher

Remove personal items and take out the rubbish

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.

We request that dogs be walked off the property.

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

Property Registration Number 21-012

We should mention

This property does not have any lifts

A car is required for transport to and from this property

About the area

Greenport

Located in Greenport, this holiday home is in the city centre and near the beach. Greenport Harbor Brewing Company and Kontokosta Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Orient Beach State Park. Greenport Carousel and East End Seaport Maritime Museum are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Greenport, NY

What's nearby

Eastern Long Island Hospital - 5 min walk - 0.4 km
Greenport Carousel - 8 min walk - 0.7 km
Railroad Museum of Long Island - 13 min walk - 1.1 km
Kontokosta Winery - 14 min walk - 1.2 km
67 Steps Beach - 3 min drive - 2.2 km

Getting around

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

Restaurants

‪Sterlington Deli - ‬12 min walk
‪Billy's By The Bay - ‬3 min drive
‪Lucharitos - ‬8 min walk
‪Aldo's - ‬9 min walk
‪Crazy Beans - ‬8 min walk

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 23 kg per pet.

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!?

Checkout 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 holiday 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.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Nikolay T.

22 July 2025

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

James L.

24 June 2025

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.

21 June 2025

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.

8 July 2025

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.

26 September 2024

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

Kevin K.

10 September 2024

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

Maegan C.

25 June 2023

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

Aditi S.

8 July 2024

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

Vanessa H.

26 April 2023

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.

10 July 2023

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

Rishi S.

3 June 2024

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

Eric A.

1 January 2023

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

15 July 2021

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

gordon r.

30 July 2018

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.

20 September 2022

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

Emma S.

20 August 2018

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

15 July 2014

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 traveller

8 October 2023

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

Pam S., New Paltz

31 July 2021

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

10/10 Excellent

Sally G.

5 May 2023

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

Enchanting Haven

We felt so welcomed and every room we entered increased the sense of being in lovingly appointed atmosphere surrounded by art and furnishings, a fireplace stacked with wood, the artful curation of books and shells and beautiful but welcoming, comfortable furniture. We gathered in every cozy room when our son and his wife visited for dinner with our grandchild. The kitchen is so delightful to cook in and once you step out into the sweet deck in the back you are in a lush yard with a huge lilac tree and a tree swing and through the bamboo you discover the fountain and koi pond and a seating area. Pure serenity. The bedrooms are lovely and cozy and the bathrooms beautifully designed and modernized. We felt so at home. So relaxed and at the same time enchanted and renewed from being in such a home. Thank you Marcia

Stayed 7 nights in Apr 2023

10/10 Excellent

Karen T., Denver

31 May 2018

Perfect Spot for Our Girlfriend Get Together

First and foremost Marcia was a delight to work with. She is so responsive which goes a long way to assuring you that the rental will be as advertised. Therefore, not surprisingly Marcia’s house was spotless, well equipped, and homey. The linens and towels were all top notch, the mattresses comfy, the kitchen had every imaginable gadget, appliance, and plenty of dishes and silverware. And the yard....It seems to extend forever, is beautifully landscaped, and has several secluded sitting spots in addition to the back porch. While we weren’t able to enjoy it as much as we wished, I can only imagine how nice it would be in the summertime. We loved the house’s location as it was easy to walk and explore Greenport and also easy to get on the road to go to vineyards and other sites we wanted to experience. Marcia has amassed beautiful art and decorative pieces, as well as lovely antique pieces that fit with the house’s history. But despite the house’s age, it has been renovated and the bathrooms in particular are very updated and modern. Our only issue was that one of the fragrant scented diffusers in the home set off one of our group’s allergies. We solved this by moving it to a closet during our stay. I highly recommend this home as a rental in Greenport.

Stayed 4 nights in May 2018

10/10 Excellent

Gordon E.

21 August 2019

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

Nicely updated home built in 1820

We've stayed in a dozen rentals in Greenport over the years (family of 4 + small dog) and this was our favorite that is still available for rent. The renovations were done with care to make this a modern house but not destroy the sense of being in an early 19th century home. Ample electrics (eg double three prong sockets plus USB charging ports next to every night table), terrific central air/heat with Nest thermometers, large screen TVs available but not dominating the rooms they were in, new floors through out, all made staying here very comfortable. The kitchen features a commercial 6 burner stove and enough plates and glassware to serve at least 20 (in our case, we just had dinners for 4 + pup, no visitors). Nicely decorated and well curated, the house is NOT a storage space for a collection of vintage junk, unlike a few homes we have been in where we suspected the owners were hoarders who had bought the house to use as a storage space. The grounds are VERY well landscaped and excellently fenced. Our three year old Cavapoo loved roaming around and exploring but we could always see where she was, and did not need to worry about her escaping to a neighbors yard or the street. In the back of the large yard, there is an Instagram-ready (if thats your thing) bamboo grove with seating, lighting, and a waterfall that would be perfect for morning yoga or an evening cocktail party (though we did neither LOL). Finally, the location can't be beat, its a 5 minute walk to town and 15 minutes to the nearest beach.

10/10 Excellent

Matt S.

17 June 2024

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

Captain's house

Great property. Great owner.

Stayed 3 nights in Jun 2024

10/10 Excellent

Adam Z.

5 June 2024

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

David S., Napa, CA

19 October 2023

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

About the host

Hosted by Marcia/Robert

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests

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

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Reviews

Popular amenities

Explore the area

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

Bedroom 2

Bedroom 3

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

About this property

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

Property manager

Languages

Add dates for prices

Amenities

Have a question?

Similar properties

Charming 3-bed/2-bath beach house with water views - steps from beach

Charming 3-bed/2-bath beach house with water views - steps from beach

House Rules

Children

Events

Pets

Smoking

Check-out instructions

Important information

You need to know

We should mention

About the area

Greenport

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

9.8/10

10/10

10/10

10/10

Reviews

10/10 Excellent

Nikolay T.

Nikolay T.

10/10 Excellent

James L.

Beautiful old house

James L.

10/10 Excellent

Suzanne D.

Easy walk to town

Suzanne D.

10/10 Excellent

Allison J.

Perfect Location with Amazing Backyard

Allison J.

10/10 Excellent

Julian L.

Charming!

Julian L.

10/10 Excellent

Kevin K.

Great Time is Greenport at this charming home

Kevin K.

10/10 Excellent

Maegan C.

Fabulous place!

Maegan C.

10/10 Excellent

Aditi S.

Great escape for the weekend

Aditi S.

10/10 Excellent

Vanessa H.