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 $300 for 3 days or 3 months, and the name on the agreement needs to match the registration. I have also included some beaches that do not require a permit.
Our prices include all fees. No hidden fees.
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Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Garden fenced in. Dogs must be walked off premise.
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Smoking
Smoking is not permitted
Smoking outside only.
Check-out instructions
The host requires you to complete the following before checking out:
Load and 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.
Garbage: please put garbage in outside bin by the parking area.
Failure to complete these may result in a negative review from the host.
We request that dogs be walked off the property and that you do clean up after your dog in the yard to keep things clean! Thanks!
Important information
You need to know
Property Registration Number 21-012
Property # 3767758
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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 67 Steps Beach. Greenport Carousel and East End Seaport Maritime Museum are also worth visiting. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
Greenport Harbor Brewing Company - 6 min walk - 0.6 km
Greenport Carousel - 9 min walk - 0.8 km
East End Seaport Maritime Museum - 11 min walk - 1.0 km
Kontokosta Winery - 16 min walk - 1.4 km
67 Steps Beach - 2 min drive - 2.2 km
Getting around
Greenport Station - 13 min walk
East Hampton, NY (HTO) - 69 min drive
Restaurants
Claudio’s Waterfront - 10 min walk
First And South - 7 min walk
Goldberg’s Famous Bagels - 12 min walk
Aldo's - 9 min walk
Lucharitos - 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.
How much does it cost to stay at 1820 Whaling Captain's Home - A walk to a coffee or cocktail!?
As of 23 Sept 2026, prices found for a 1-night stay for 2 adults at 1820 Whaling Captain's Home - A walk to a coffee or cocktail! on 26 Jan 2027 start from £1,831, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at 1820 Whaling Captain's Home - A walk to a coffee or cocktail!?
On-site 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!?
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.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Perfect spot, close enough to shops etc and far enough to be quiet and peaceful. Garden is a special bonus. House is perfect and extremely well fitted out.
Our part of four adults plus one canine family member had a perfectly lovely stay for a week. Couldn’t ask for better. Quiet, well-appointed, very comfortable, all of the positive superlatives apply. Excellent location, many things we were interested in exploring were walkable. We all agreed: Impossible to overstate how nice this was.
This home and it’s setting and accommodations were second to none, combining the latest modern conveniences - a gourmet chef’s kitchen, opulent bathrooms, hotel bedding - with authentic old world charm including period furniture, wide oak floors, exposed beams and hidden art-filled nooks and crannies you can only find in an early 19th century Sea Captain’s home. All that and a hidden koi pond garden and lovely outdoor entertainment space just a 5 - 10 minute walk from everything Main Street Greenport has to offer. This gem made for a magical stay and left this guest extremely envious of the owner’s exquisite taste in comfort and fine living!
Stayed 4 nights in Aug 2026
Response from VrboOwner on 3 Sept 2026
Wow, Tim! Thank you!!!! I think you win the best review EVER! Please do come back any time!!!!!
Marcia
The house was absolutely charming, cozy and the decor so interesting and very well put together. Everything you could possibly need was provided. In addition the gardens in the back of the house were really beautiful and provided a peaceful place to read any of the wonderful books found throughout the house. We enjoyed our stay immensely and would not hesitate to book it again in the future! Very nice!
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 !
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!
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.
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…
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.
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!
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:).
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!
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!
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!
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.
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
Response from VrboOwner on 3 Jun 2024
Thanks so much, Rishi! So glad you enjoyed your stay so much! Please do come back! You were wonderful to host!
Marcia
Verified review
10/10 Excellent
gordon r.
30 Jul 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
Response from VrboOwner on 21 Mar 2020
Thanks Gordon, it was a pleasure hosting you and your family! You were wonderful guests and are welcome back anytime!
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
Response from VrboOwner on 17 Jul 2025
Allison, thank you so much for such a lovely review! We are so glad you enjoyed your stay and really do hope you come back! There is so much to explore on the NF. Enjoy the rest of your summer!
Marcia
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
Response from VrboOwner on 30 Sept 2022
Bob, thank you so much for enjoying the house so enthusiastically! We love it and are so glad you do too. Please come back again!
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
Response from VrboOwner on 19 Oct 2023
David, thanks so much for such a lovely review! You are welcome back anytime!!!
Marcia
Verified review
10/10 Excellent
Emma S.
20 Aug 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
Response from VrboOwner on 21 Mar 2020
I love hearing this and am so glad you all enjoyed it so much!!! I hope you make it back next summer!
Marcia
About the host
Hosted by Marcia
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests