Waterfront vacation rentals in Shelter Island Heights

We will definitely stay here again. The apartment is pristine and decorated perfectly. We played records on the antique player and relaxed on the deck overlooking the Mystic River. Bed is very comfortable. Big roomy bathroom with a soaking bath. Fully equipped kitchen. Didn’t miss a TV. Assigned parking is a HUGE bonus. Aiden was great and polite and answered all of my questions promptly.

Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.

We had such a fun and memorable stay at this unique home! The layout was so interesting ,with a spiral staircase leading up to the attic, where there were two cozy rooms and a small library that we absolutely loved exploring. It added such a charming touch to the whole experience. The house was incredibly spacious and comfortable, with plenty of room for everyone to relax. The views of the beach were absolutely beautiful …waking up to that was such a treat! The owner was lovely -very pleasant, helpful, and gave us some great recommendations on things to do in the area, which we really appreciated. Overall, it was a wonderful stay in a one-of-a-kind house, and we’d absolutely love to come back again!

Our stay at this lovely Mystic apartment was nothing short of perfect. The location near the river made for a peaceful and scenic escape, and it was just a short walk to everything—shops, restaurants, and the mystic drawbridge. The apartment itself was clean, cozy, and thoughtfully decorated with charming coastal touches. I especially loved enjoying my morning coffee on the front porch. We took the kayaks out for a paddle right from the end of the street from property—such a peaceful way to experience the Mystic River!

Location was convenient, place matched description and host was friendly and reachable. Would stay here again!

One of the best hosts we've stayed with. Very friendly and accommodating. My fiance and I loved this waterfront locations. it's so peaceful and serene. it's located at the end of a dead end road so it's super quiet too. Would very much like to return again

Great place - newly renovated and in walking distance of many great options!

Loved Samy’s corner unit, which gave us a bit more privacy and quiet than other parts of the property. The studio was as described, with great light and well-cleaned prior to our arrival. Enjoyed use of the tennis courts every day. Only minor disappointment was that we were not yet allowed to use the pool, which we were told would be ready by Memorial Day (we were there one week prior). Still, a worthwhile stay and I’d come back and recommend it to others.

We had a great stay! Incredible one-of-a-kind view over the marsh. We saw so many different beautiful sea birds and an incredible sunset. Very short walk from the beach. Great place to stay with young kids. Well stocked kitchen with supplies and basic seasonings. Would return! Very cozy great family getaway! There are extensive requirements for clean up upon check out.

We loved our stay. The host was very responsive, friendly and accommodating. The place was spotlessly clean and well equipped for whatever we could think of needing and then some.

Our host - John - could not do enough for us! Extremely friendly and gracious. We had an opportunity to have time to chat and he helped us pick out local restaurants. Highly recommend John's cabins. They are quaint, quiet and relaxing! Would love to go back again! Highly recommend!

As a native long islander I enjoy finding great properties I can bring my family to to take advantage of all long island has to offer. This was the DREAMIEST beach bungalow!! The bedroom with the two beds was just my favorite room especially since we visited off season. You cannot beat this location. I can't wait to book again during high season! Thanks for sharing your home with us !!

Just returned from an awesome stay at Travis’s cottage. Travis and Morgan are great hosts and were very helpful with providing local suggestions and prompt communication. The property is great and was the perfect home base for our first trip to the North Fork. The location is ideal: quiet, charming, and centrally located to everything (wineries, beaches, breweries, farms, and great restaurants in Mattituck and the nearby towns). As a family with two young kids (6 y/o and 18 months), the fenced yard was a huge bonus - private, peaceful, and perfect for relaxing while the kids played safely. The house itself is cozy, clean, and full of character. We’d absolutely stay again on our next visit to the area.

I went there to relax and to see and hear the ocean... it didn't disappoint... Not only sand and ocean waves, but I got a birds-eye view of a small members only marina (dealing mostly in sailboats). Plus the added enjoyment of watch boat traffic since we're close to NY and the islands. Plenty of beach to play on and constant sm wave action. Lots of restaurants, stores and Costco all within 15 minutes of the house if you need something. I would definitely return to enjoy this sanctuary. Sandy Y. Manchester CT

We loved the home, we stayed with another couple, great walkability to a nice coffee place and several good restaurants. Perfect spot to explore the North fork and even the South fork. The big yard was a big plus, especially since it was completely fenced it which our dogs very much enjoyed (as did we). We would definitely come back!

Really enjoyed our stay in Hampton Bays, Brian’s house is exactly as described. Spotlessly clean, very well equipped and perfectly located on the beach. We’d highly recommend the property to anyone, particularly families with young children. We ate next door at Rumba twice, Cowshed and Edgewater. All excellent and all walkable.

John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

Perfect spot for a Montauk getaway. Walking distance to everything dockside has to offer, great pool and lounge chairs on the property, very simple check-in via code with the front desk. Nick was kind and communicative our whole stay. We’ll be coming back!

We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would stay here again!

We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Terrific condo, very communicative and friendly host, and easy check in and check out. Would recommend to everyone!

Stay was great and the place was very clean