Greenport Cottages

An aerial view of a harbor with boats, a ship, and a dock extending into the water.

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Our top choices for Greenport cottages

1. North Fork Resort

Greenport

Lisa

includes taxes & fees

7 Sept - 8 Sept

2. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport

Jeannette M.

includes taxes & fees

30 Sept - 1 Oct

3. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

includes taxes & fees

5 Oct - 6 Oct

4. The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton

Wink V.

includes taxes & fees

7 Oct - 8 Oct

5. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Madison

Samantha D.

includes taxes & fees

9 Sept - 10 Sept

6. Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...

Anonymous traveller

includes taxes & fees

9 Sept - 10 Sept

7. Private One-Bedroom Cottage

Waterford

includes taxes & fees

7 Sept - 8 Sept

8. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Waterford

Chrissy R.

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Top Greenport Hotel Reviews

Zey Hotel

10/10 Excellent

"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"

Faraway Sag Harbor

8/10 Good

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

10/10 Excellent

"The property is beautiful and so peaceful! Pat was a pleasure to work with . You can tell he loves his property and its rich history. The Gate House while humble was spotless and had everything we needed. The outdoor sitting area with the grill also had everything we needed and a spectacular view! Where else are you going to get a private beach , right down the street from downtown Greenport! We are looking forward to going back."

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