Cottage in Greenport, NY
4 guests · 2 bedrooms · 1 bath
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
High-end valueWell priced for this area
About this cottage rental
Located on a family-owned waterfront estate, The Gate House, a cozy 2-story, 2-bedroom cottage, is only steps away from the tranquil waters of the Peconic bay. 'one of the last saltwater farms,' the estate is not only picturesque, but is also an exemplary model of a traditional working farm.
Lots of natural light makes the house wonderfully cheerful, and gentle breezes from the water keep the house naturally cool. The intimate slate patio and sprawling lawn make for a great place to entertain friends and family. Stroll along the estate's expansive private beach or have a picnic overlooking the water. The beautiful tree-filled grounds complete the pristine view of the bay and Shelter Island, making the estate an artist’s paradise for all seasons. With room to roam and nature to explore, the property is both kid- and pet-friendly. The Gate House is peaceful and secluded, yet within easy walking distance to downtown Greenport Village, offering the best of both worlds.
With a strong nautical history, Greenport is a water-lover’s paradise and the perfect destination for sailing, boating, fishing, swimming, kayaking, birdwatching
While downtown in the village of Greenport, explore the local boutiques and stores. Take advantage of the history-rich Railroad, Stirling-Ireland House, and East End Seaport museums. Ride the antique carousel, or take a tour of the harbor on The Glory, an electric launch. Sample the local bounty from land and sea in a variety of restaurants offering casual fare to award-winning dining. Tour the over 42 vineyards located here on the North Fork. Discover the art galleries featuring local and international artists who represent the contemporary to the classic. So much tucked into one square mile, and all conveniently within walking distance!
Greenport, a short distance from Manhattan, Connecticut, and the Hamptons means you don’t have to go far to get away. Enjoy a casual drive from the city, or let the LIRR or Hampton Jitney carry you here stress free. Either way there is something for everyone, so come and experience what makes Greenport charming and unique. For additional information about Greenport and all it has to offer, please visit the official village website supported by the Greenport BID. Make sure to enter Greenport Village in your search.
Cherry Lane Farm also offers additional accommodations that when combined can be perfect for family gatherings. Please visit listing #167288--“Cottage on Waterfront Estate” or main house listing 234929
Keywords: The Gate House
Lots of natural light makes the house wonderfully cheerful, and gentle breezes from the water keep the house naturally cool. The intimate slate patio and sprawling lawn make for a great place to entertain friends and family. Stroll along the estate's expansive private beach or have a picnic overlooking the water. The beautiful tree-filled grounds complete the pristine view of the bay and Shelter Island, making the estate an artist’s paradise for all seasons. With room to roam and nature to explore, the property is both kid- and pet-friendly. The Gate House is peaceful and secluded, yet within easy walking distance to downtown Greenport Village, offering the best of both worlds.
With a strong nautical history, Greenport is a water-lover’s paradise and the perfect destination for sailing, boating, fishing, swimming, kayaking, birdwatching
While downtown in the village of Greenport, explore the local boutiques and stores. Take advantage of the history-rich Railroad, Stirling-Ireland House, and East End Seaport museums. Ride the antique carousel, or take a tour of the harbor on The Glory, an electric launch. Sample the local bounty from land and sea in a variety of restaurants offering casual fare to award-winning dining. Tour the over 42 vineyards located here on the North Fork. Discover the art galleries featuring local and international artists who represent the contemporary to the classic. So much tucked into one square mile, and all conveniently within walking distance!
Greenport, a short distance from Manhattan, Connecticut, and the Hamptons means you don’t have to go far to get away. Enjoy a casual drive from the city, or let the LIRR or Hampton Jitney carry you here stress free. Either way there is something for everyone, so come and experience what makes Greenport charming and unique. For additional information about Greenport and all it has to offer, please visit the official village website supported by the Greenport BID. Make sure to enter Greenport Village in your search.
Cherry Lane Farm also offers additional accommodations that when combined can be perfect for family gatherings. Please visit listing #167288--“Cottage on Waterfront Estate” or main house listing 234929
Keywords: The Gate House
Amenities at 'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Non-smoking
Pets allowed
Family friendly
Map of Greenport, NY
Ratings and reviews
10 / 10Outstanding·Oct 2025
Adorable cottage on the water. Spotless. Has everything you need for a simple vintage getaway!
10 / 10Outstanding·Sep 2025
Lovely, quaint cottage on the bay. Quiet location, lovely setting. Excellent host. Great location if you want to spend time in Greenport.
10 / 10Outstanding·Sep 2025
The house is an adorable cottage with water views. It is original in its design so just one bathroom on the first floor but the views are gorgeous, super quiet, lovely area to sit and enjoy the water. Also it is very close to town, The owner was great and super communicative. I recommend it highly!
6 / 10Average·Sep 2025
We were looking for a place to stay more so for our 3 dogs. If you are traveling with your pets, this place is perfect! If you are not... this is not going appease you for the price and outdatedness of the home. Here are my pros and cons: Pros: The property is gorgeous; the location is perfection! Patrick is great (even though he didn't remember we were coming with dogs lol) The water pressure is great! The yard is perfect for dogs and they thoroughly enjoyed themselves. Cons: There is ZERO lighting outside, so if you plan on taking a night stroll, bring your flashlights. This is something that really should be corrected just for the purpose of liability; the beds are not comfortable at all. The twin bed in the spare room actually broke apart (it was not put together properly but we fixed it); The towels are very old and used; the pots and pans are not the greatest; Some windows are held open with wood blocks. Why there isn't a gas grill outside still blows my mind but the charcoal grill sufficed. Overall- for the money, the house could certainly use some updating. Some windows are held open with wood blocks. I believe we paid 1900 for 3 nights which is pretty steep considering the amenities or lack thereof. The outdoor patio furniture & hammock was moved Saturday for wind but never moved back which was odd. After that, we kind of felt like we shouldn't move anything on the property... even the Adirondack chairs on the beach were moved and tipped upside down.
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Top rated by guests
10Outstanding
(119 Ratings)
"Adorable cottage on the water. Spotless. Has everything you need for a simple vintage getaway!"
Kathleen S.Don't miss out! Price and availability may change
