1820 Whaling Captain's Home
House in Greenport, NY
5 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceOne of the higher cost properties in the area
About this house rental
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 now open again to renters with permit. I will send you a signed copy of your rental agreement, my rental permit and you will need to provide your vehicle registration with the same name as it appears on the contract. Fee for beach passes is $100 for 2 weeks or 2 months!
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 now open again to renters with permit. I will send you a signed copy of your rental agreement, my rental permit and you will need to provide your vehicle registration with the same name as it appears on the contract. Fee for beach passes is $100 for 2 weeks or 2 months!
Amenities
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Greenport, NY
$$$$
Ratings and reviews
Summary of reviews
The property is beautifully maintained with an amazing garden, charming decor, fully equipped kitchen, and cozy rooms. The location is ideal for exploring the town and nearby attractions.
5.0 / 5.0
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:).
5.0 / 5.0
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!
5.0 / 5.0
Great property. Great owner.
5.0 / 5.0
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.
5.0 / 5.0
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!
5.0 / 5.0
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.
4.0 / 5.0
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.
5.0 / 5.0
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!
5.0 / 5.0
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.
5.0 / 5.0
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
5.0 / 5.0
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.
5.0 / 5.0
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!
5.0 / 5.0
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.
5.0 / 5.0
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
5.0 / 5.0
Charming house. Immaculate and just as pictured. Wonder townfor walking, shopping and great restaurants. Delightful in every way😊😊
5.0 / 5.0
Marcia's house is great location just a short walk into town, and the house itself is adorable and charming. It's listed as a 2BR but there is actually a small 3rd BR as well. The yard also is very well manicured and we enjoyed relaxing back there as well. Overall would definitely recommend and stay again.
2.5 / 5.0
Girls getaway with my friend and my dog. Marcia was wonderful, gave Really thoughtful recommendations and even left us a bottle of vino upon our arrival! House is really lovely and the location perfect: walkable to town and just a short jaunt to the beaches was ideal!!!
2.5 / 5.0
Amazing property and host. This home is immaculately kept with everything you need to be comfortable inside and out. The backyard and gardens are beautiful, larger than we imagined, perfect for entertaining and relaxing. Our family had a wonderful time. Thank you Marcia and Robert.
2.5 / 5.0
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!
2.5 / 5.0
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.
2.5 / 5.0
We can’t say enough about our stay in Greenport. Marcia is an amazing host, paying attention to every last detail. The place is decorated, with everything you could ever need and above all immaculate. We felt right at home the minute we walked in the door. The location is perfect for exploring the best of the North Fork. A gem of a find.
2.5 / 5.0
Beautiful home, magical setting. Greenport is charming and bustling and the house is a 5-minute walk from downtown. It’s also close to many local farmstands and wineries. Only small negative - and this is not the house or its owner - is that going to the beach was a pain. No beaches are really walkable and only two beaches allow parking without a town parking permit and they’re not that great. So if going in summer either pony up for the $300 non-resident parking pass or get the owner to get a seasonal guest permit (it’s only $40 but it requires the renter has to go to Town Hall in person to get the permit). Would still go back and recommend in a heartbeat!
2.5 / 5.0
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.
FAQs
How much does this house cost compared to others in Greenport?
The average price for a rental in Greenport is $505 per night. This rental is $214 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at 1820 Whaling Captain's Home. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is 1820 Whaling Captain's Home pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at 1820 Whaling Captain's Home?
We found 12 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and fireplace.
Explore similar vacation rentals in Greenport
Explore all rentals in Greenport
First Floor 1905 Victorian home in the heart of Greenport Village
Apartment
in Greenport6 guests · 2 bedrooms · 2 baths
Garden · Pool · Pets allowed
Looking for a memorable stay in Greenport? Our Apartment might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
Harbor Knoll Bed & Breakfast
Bed and Breakfast
in Greenport1 queen bed
Garden · Pool · Kitchen or Kitchenette
Indulge in a peaceful retreat at Harbor Knoll Bed & Breakfast, our elegant Bed and Breakfast in Greenport. Enjoy amenities including Internet / Wifi, Balcony or Patio and Kitchen or Kitchenette, and more.
$$$$
Harbor Knoll Bed & Breakfast
Bed and Breakfast
in Greenport2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen or Kitchenette
Discover the beauty of Greenport with a stay at Harbor Knoll Bed & Breakfast, a top rated Bed and Breakfast with amenities such as Internet / Wifi, Balcony or Patio and Kitchen or Kitchenette, and more.
$$$$
Relax in this light-filled home, steps from the beach and a short walk to town!
House
in Greenport6 guests · 3 bedrooms · 3 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Are you ready to indulge in a relaxing getaway? Our House in Greenport has everything you need for a rejuvenating stay. Treat yourself to Relax in this light-filled home, steps from the beach and a short walk to town!'s exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Quiet street one block to shops, restaurants & waterfront. Barn with TV & WIFI
House
in Greenport6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
This House for $803 in Greenport, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Newly built ranch, beautifully landscaped with pool, large yard, patio,...
House
in Greenport6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Greenport, at $672 per night for your next great vacation.
$$$$
Start earning One Key rewards
Entire, new, roomy, village beach house close to beach, park, and town center
House
in Greenport10 guests · 4 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
This House in Greenport, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Seaside seclusion, salt water sanctuary!
House
in Greenport10 guests · 4 bedrooms · 2 baths
Garden · Pool · Pets allowed
This attractive House in Greenport, $584 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Restored Artist's House in Heart of Village
House
in Greenport6 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
This House for $795 in Greenport, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Family and Friends in Historic Greenport
House
in Greenport8 guests · 5 bedrooms · 2 baths
Garden · Pool · Pets allowed
Looking for a House in Greenport, this House for $597 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Start earning One Key rewards
The Lucky Oyster Est 1886 3 Bd / 2 Ba Historic & Walk to Town
House
in Greenport8 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Greenport in our House, The Lucky Oyster Est 1886 3 Bd / 2 Ba Historic & Walk to Town. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.
$$$$
Relaxation in Greenport
House
in Greenport8 guests · 4 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Relaxation in Greenport, our elegant House in Greenport. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Newly Renovated - Walk to Town and Beach
House
in Greenport5 guests · 3 bedrooms · 3 baths
Air conditioner · Internet / Wifi · TV
Soak up the beauty of Greenport in our House, Newly Renovated - Walk to Town and Beach. With a range of amenities such as Air conditioner, Internet / Wifi and Laundry, you'll feel right at home.
$$$$
Northfork Townhouse- walk to all/ newly renovated
House
in Greenport8 guests · 4 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Northfork Townhouse- walk to all/ newly renovated, our elegant House in Greenport. Enjoy amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Charming Northfork Townhouse- walk to all
House
in Greenport6 guests · 4 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
This attractive House in Greenport, $631 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
SUMMER RETREAT: Pool + Beach + Dock overlooking the Peconic Bay in Greenport!
House
in Greenport10 guests · 4 bedrooms · 2 baths
Garden · Pool · Pets allowed
Looking for a House in Greenport, this House for $762 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
4BR Cape Home w Lg Screened Porch. 1m walk/drive Greenport Shops + Dining.
House
in Greenport8 guests · 4 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Greenport? Look no further than our House, 4BR Cape Home w Lg Screened Porch. 1m walk/drive Greenport Shops + Dining.. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
WALK TO TOWN, BEACH, JITNEY, & FISHING---No Car Necessary!
House
in Greenport6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
This House for $745 in Greenport, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Updated and dog-friendly, close to seasonal activities with yard, & washer/dryer
House
in Greenport6 guests · 3 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette
Soak up the beauty of Greenport in our House, Updated and dog-friendly, close to seasonal activities with yard, & washer/dryer. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.
$$$$
Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK
House
in Greenport7 guests · 3 bedrooms · 2 baths
Garden · Pets allowed · Kitchen or Kitchenette
This House for $768 in Greenport, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Greenport Village On The Bay
Apartment
in Greenport7 guests · 2 bedrooms · 2 baths
Pool · Air conditioner · Internet / Wifi
Experience vacation in Greenport with our Apartment, Greenport Village On The Bay. Enjoy amenities such as Air conditioner, Internet / Wifi and Laundry, and more.
$$$$
Beautiful home minutes away from village, restaurants, beach, and wineries!
House
in Greenport6 guests · 3 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
This inviting House in Greenport can fit your needs for many types of vacations, at $794 per night.
$$$$
Greenport travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu