Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock Reviews, Deals & Photos 2025

Q: Is Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock pet-friendly?

No, pets are not allowed at this property.

Q: Where is Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock located?

Situated by the ocean, this holiday home is within 2 miles (3 km) of Havens House, Shelter Island Historical Society and Sylvester Manor. Shelter Island Country Club and Sunset Beach are also within 2 miles (3 km).

About the area

Located in Shelter Island, this holiday home is on a river. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's activities can be experienced at Shelter Island Country Club and Shelter Island Whale's Tail. Greenport Carousel and Railroad Museum of Long Island are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Visit our Shelter Island travel guide

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10/10 Excellent

Linda K.

6 Aug 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dock House; Beautiful Setting

The host went all out to make our stay very pleasant. The new oven was great; the house was clean and had thoughtful touches. We enjoyed the “firemen’s” ladder at the dock. The dock is a perfect place for morning coffee or enjoying the evening. The outdoor patio has multiple seating;the upper deck has great views. It was a good place to be with family.

Stayed 7 nights in Jul 2023

10/10 Excellent

Kathleen S.

29 Jul 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A gem

My family of all ages from infant to senior enjoyed the house immensely. The setting is ideal for family gatherings, both outside and inside. There were plenty of places to go for conversation. The homeowner was very responsive when there was an issue and a minor repair was made that day. He provided the kayaks we requested and plenty of linens were in the linen closet. The bathrooms are a bit dated but the kitchen and laundry room have new appliances. The grills on the patio were put to good use too. The homeowner asked us to call with any concerns or questions and hoped that we would have a good stay. We did and would be very happy to stay here again.

Stayed 9 nights in Jul 2024

10/10 Excellent

Frank E.

12 Aug 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Shelter Island get away

Our stay was wonderful with a large family and many kids . The home is very nice with lots of bedrooms and bathrooms. The location was wonderful and beautiful. I was able to get my boat with a 5' draft to the dock. The owner John were excellent with communication.

Stayed 7 nights in Aug 2019

10/10 Excellent

Sherry W.

18 Sept 2018

This was an amazing house in an incredible location!

This is a great house for any water lovers like me! A beautiful location and home!

Stayed 8 nights in Aug 2018

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Joni G.

15 Aug 2017

Our sailboat behind the house

We loved our week in Shelter Island. The house was perfect for our family with the kids and grandkids! The house was exactly as pictured and we were able to bring our 6' draft sailboat right to the dock behind the house. A great family vacation with lots of communal cooking in the large open kitchen.

Stayed 7 nights in Aug 2017

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Steven W.

29 Aug 2016

Sheldrake Landing: A Sailor's Delight!

We had an awesome time at this house. It's big and beautiful, with plenty of room for a crowd both indoors and out, night and day. Even without our boat, we would have had plenty of fun in the kayaks and fishing/swimming off the pier. But the deep water dock was the real game changer. We had a great time with our sailboat that draws 6'. We were able to make it in on any tide (perhaps cutting a trench through the top of a couple sandbars at low tide, but still ok) and were out of the harbor in about 25 min. The house is convenient to all of the beaches, restaurants and ferries and has parking for at least three cars. We will be delighted to return!

Stayed 14 nights in Aug 2016

This review was submitted before 2018 and has not been verified.

4/10 Poor

Megan B.

13 Nov 2015

Nice house but experience was disheartening.

When renting a high end property there are certain expectations. At first the experience was pleasant with the initial contact and booking of the property. Owner was willing to do a Monday to Monday rental. The check was mailed on time but the owner waited weeks to cash it. The delay in communication started then. The welcome packet email that contained the code to get into the property wasn't emailed until after two emails asking for it were sent. I got the email the week before we were to leave. The house was nice and looked as pictured (although there were a lack of closets in bedrooms as well as all bedrooms upstairs share 1 bathroom). The issues we had with the house was mainly the cleanliness (cobwebs with spiders on lamps, food in dishwasher and garbage in drawers) as you are paying a cleaning fee. Owner was on top of communication while we were there and would answer calls and texts. The biggest issue now is I have contacted the owner 5 times regarding my deposit as it has been almost 2 months since our rental. I received one short email stating "check is in the mail sorry for the delay" on 10-21. I have yet to receive the check on 11-6. I know the mail doesn't take that long and I know the owner has my address. This is not a small amount of money to me. I am really disappointed by this situation as we followed all the rules and I believe we were good renters.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Joan Y.

8 Oct 2015

Perfect Vacation Rental!

The house exceeded my expectations...the pictures don't do it justice. Great house. Could not have asked for more. The kitchen was stocked with everything you need , whether just having a glass of wine or preparing a meal..plenty of pots, dishes, etc. Bedrooms are large and the beds are extremely comfortable. (not always the case with a rental). Having two bedrooms on the first floor was a plus for older guests staying with us. There are 3 separate gathering areas inside the house so we were not all cramped into one space, also made it possible for alone time while staying with 8 other people. The game room was a great place to watch a game or movie on the large flat screen TV. As beautiful as the house is, the location is the best part. Located on a peaceful creek, the patio is a great place to relax and unwind. We spent most of our time outside, swimming, fishing, relaxing in the hammock, and having lots of bbq's. There is a large side yard, perfect for kids to play. The owner was very friendly, so easy to work with and answered all my questions quickly. So happy with the decision to rent this home....Cannot wait to come back!

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Kate W., Austin, Texas, USA

12 Aug 2015

Wonderful stay!

We had a fabulous stay in Shelter Island. We had a full house with older parents, young parents, babies and friends and there was room for all. Great large kitchen, tons of space, gorgeous outdoors and wonderful swimming off the dock. The owner was responsive and friendly, made for an excellent stay. We hope to return! Sunsets, stargazing, grilling and tooling around the island were highlights along with plenty of naps in the hammock.

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Nevila K.

10 Jul 2015

Great House!

We rented this house over 4th of July week for a family vacation - we were 6 adults and 3 children. We loved it! The house was very comfortable and fully stocked with all the basic needs. It was also clean and very large with different areas to hang out in. Our favorite was the back deck where we had a few BBQ dinners. The views of the creek were very beautiful and it was a convenient place to swim or kayak. The owners were very easy to work with and we look forward to visiting this property again in the future. Loved it!

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Dina A.

7 Aug 2014

Comfy, roomy, well stocked

This was out first experience with VRBO/HomeAway, and we could not have been happier. This home is even nicer in person than in the photos. The view from the kitchen looking out over the creek at sunset is a treat while preparing dinner or having drinks and appetizers. We had 2 three generational families share the space with one family upstairs and the other down. There was ample space for all to sleep. We love to cook and the kitchen had just about every gadget we could have hoped for as well as lots of serving dishes. There were plenty of social areas to get away into smaller groups. The lawn on the back yard is adequately lit to allow activities outdoors after dark. The hammock is lovely. The dock allowed for swimming and kayaking in "God's swimming pool". (My favorite quote from the owners!) The owners were super easy to work with and made sure we were able to reach them quickly if we were to have issues. We highly recommend this property and hope to visit again when we come back to Shelter Island in the future.

Waterfront Home on Beautiful Shelter Island w/Large Deep Water Dock

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