Stirling House Bed & Breakfast

Bed and breakfast, 3-star104 Bay Avenue, Greenport, New York, 11944, Greenport, NY, United StatesShow on map

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9.6 · Exceptional13 reviews

Check-in from 4:00 PMCheck-out by 11:00 AM.
Exceptional locationGuests rate the location 9.8 out of 10, at 104 Bay Avenue, Greenport, New York, 11944.
Breakfast availableIncluded on some rates — the board is shown on each room.

Private Beach and Recreational Amenities Enjoy a day at our private beach or take advantage of the bicycles for rent for a fun-filled adventure.

Comfort and Entertainment Stay in one of our 3 guestrooms featuring fireplaces and flat-screen televisions. Relax with cable programming and iPod docking stations provided, plus complimentary wireless internet access.

Convenient Amenities and Nearby Attractions We offer express check-in/out, concierge services, and a complimentary full breakfast. Located in Greenport, explore attractions like East End Seaport Maritime Museum and Kontokosta Winery during your stay.

Experience waterfront luxury at Stirling House Bed & Breakfast. Book your stay now and make unforgettable memories by the sea.

What this place offers

Bicycle rentals nearby
Fireplace in lobby
Free breakfast
Free newspapers in lobby
Front desk (limited hours)
Express check-out
Smoke-free property
Express check-in
Tours/ticket assistance
Snack bar/deli

Rooms

9.6

Exceptional

Rated 9.6 out of 10 by 13 guests who stayed here.

Cleanliness9.2
Service10.0
Location9.8
Rooms9.2
Amenities9.2
Value9.7
Food & drink10.0

Guests mention

Great serviceExcellent food

Adam
August 2025
Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !
Nancy
February 2025
Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for.
steve
August 2023
This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My…
Gloria
May 2023
We booked this property to celebrate our 17th anniversary for an 1 night night getaway. Upon check in we were greeted with the most delicious homemade cupcakes with our name on it and warmly welcomed by Clay, the…
Janet
March 2023
Clay was the perfect host. Friendly and very helpful. And an amazing baker! Our breakfast was outstanding. Our room was very cozy and had a great view. We really enjoyed our stay.
Frederick
February 2023
Wonderful old property across street from the water. Breakfast was amazing. However, due to the age of the property, there are certain aspects that are acceptable but not optimal. However the property scores a 10 on…

Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.

Where you’ll be

104 Bay Avenue, Greenport, New York, 11944, Greenport, NY, United States

Guests rate the location 9.8 out of 10 — exceptional.

Things to know

Cancellation

Each room shows its own terms before you pay.

Most rates can be cancelled free until a date shown on the room.

Non-refundable rates are marked as such.

House rules

Check-in from 4:00 PM until 06:00 PM

Check-out by 11:00 AM

No children

No pets

No smoking anywhere on the property

The front desk is staffed during limited hours.

Pets. Pets not allowed

Sustainability Certifications. Property confirms they are implementing guest safety measures

Children and extra beds. No rollaway/extra beds available

Check-in & Check-out. Contactless check-out is available

General. Gloves are available to guests

General. Guests are provided with free hand sanitizer

General. Cashless transactions are available

General. Masks are available to guests

Covid. Property does not offer onsite COVID-19 testing

Children and extra beds. Children not allowed

General. Professional property host/manager

General. Protective clothing is available to guests

Check-in & Check-out. Contactless check-in is available

Children and extra beds. No cribs (infant beds) available

Health & Safety. Property does not require health documentation at check-in

Payment & property

Paid when you book, not at the desk.

Rates include the taxes and fees we can read.

The property may take a card at check-in for incidentals.

Children 13 years old and younger are not permitted at this property. Cashless payment methods are available for all transactions. Contactless check-in and contactless check-out are available. A deposit may be required at the property.

What we’d check for you here

Whether there is room for a pickup, a trailer or a van, not just a car.
Whether breakfast is in the rate or added at checkout, and what time it runs.
Whether the rate moves for your dates, and what it includes.
What the property actually charges at the desk on top of the rate.

Questions about Stirling House Bed & Breakfast

What time is check-in and check-out at Stirling House Bed & Breakfast?

Check-in is from 4:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.

Does Stirling House Bed & Breakfast allow pets?

No — the property states that pets are not allowed.

Is there parking at Stirling House Bed & Breakfast?

Parking is listed among the property's facilities. Whether it's free and whether a space can be reserved varies, so we check it against your dates rather than promise it here.

Is breakfast included at Stirling House Bed & Breakfast?

Breakfast is offered at the property. Whether it's included depends on the rate — the board type is shown on each room once you put your dates in.

Does Stirling House Bed & Breakfast have Wi-Fi?

Yes — internet access is listed among the property's facilities.

How do I book Stirling House Bed & Breakfast?

Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.

Where is Stirling House Bed & Breakfast?

104 Bay Avenue, Greenport, New York, 11944, Greenport, NY.

Places to stay Greenport, NY