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

Greenport, New York
$811 avg/night Minimum Stay 3 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 5

Max Sleeps

Night 3 nights

Min Stay

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 andrestaurants. 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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1700 Sq Ft (158 Sq M)
  • KITCHEN

    Coffee Grinder Coffee/tea Maker Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    WiFi Available
  • OUTDOORS

    Fenced Yard Garden Gas Grill Outdoor Furniture Patio
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Birdwatching Nearby Fitness Facilities Nearby Golf Nearby Golf Privileges Hiking Nearby Hiking/biking Trails Nearby Kayaking Nearby Marina Nearby Power Boating Nearby Sailing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books DVD Player Games Netflix Stereo Streaming Services Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Playground
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Hospital Near Outlet Shopping Near The Bay
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces 2 Stairs To Reach Property Area Rugs In Public Areas Gravel Flooring In Public Areas Handrails In Stairways Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Smoking Outside Only. Smoke-free Property 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

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 5

Map Map

School District Rates & Availability

Review Review

  • Elizabeth L.

    Submitted Aug 18, 2025

    Stayed Jul 26, 2025

    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!

  • Nikolay T.

    Submitted Jul 22, 2025

    Stayed Jul 18, 2025

    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 !

  • Allison J.

    Submitted Jul 8, 2025

    Stayed Jun 28, 2025

    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!

  • James L.

    Submitted Jun 24, 2025

    Stayed Jun 10, 2025

    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…

  • Suzanne D.

    Submitted Jun 21, 2025

    Stayed Jun 14, 2025

    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!

  • Julian L.

    Submitted Sep 26, 2024

    Stayed Sep 12, 2024

    Very charming house. Fantastic location within easy walking distance of the town center.

  • Kevin K.

    Submitted Sep 10, 2024

    Stayed Sep 5, 2024

    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:).

  • Aditi S.

    Submitted Jul 8, 2024

    Stayed Jun 20, 2024

    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!

  • Matt S.

    Submitted Jun 17, 2024

    Stayed Jun 13, 2024

    Great property. Great owner.

  • Adam Z.

    Submitted Jun 5, 2024

    Stayed May 30, 2024

    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.

  • Rishi S.

    Submitted Jun 3, 2024

    Stayed May 24, 2024

    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!

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Total

Includes taxes and fees
$811+
View details