Pet-friendly vacation rentals in Shelter Island Heights

Lori was an amazing host. She coordinated with me on everything prior to checking in. I explained that I would be using her home for a small surprise birthday party and she even offered to do some decorations or help out any way she could. Way above and beyond her responsibilities as a host. On top of that she set up a fire pit with firewood and even left a s’mores kit for us. The most amazing thing was she left a birthday card and gift for my girlfriend. It was completely unexpected and we were so appreciative. The home was very clean, cozy, and had everything that we were looking for.

My stay surpassed every expectation. The house is conveniently located near the airport and less than 10 minutes from downtown. The property offers self check in with clear instructions. The host is very responsive. Thanks Premium Trips

Review for an Airbnb Stay Our stay at this Airbnb was absolutely fantastic! The property exceeded our expectations, with everything impeccably clean, comfortable, and thoughtfully arranged. The hosts were exceptionally kind and attentive, always ready to assist us with anything we needed and providing excellent recommendations for the area. Their warm hospitality made us feel right at home, and their attention to detail was truly remarkable. This was one of the best Airbnb experiences we’ve ever had, and we would highly recommend it to anyone. We can’t wait to come back!

Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

Location was perfect for us- easy to find and close to things that are important to us (family in area, beach, shopping). Fenced yard made bringing our little dog that much easier- especially during the rainy day! Kitchen was well stocked thankfully as we were cooking Thanksgiving dinner (but not well stocked in the casserole dish, baking tin department-- which is usually not an issue for most people!). Decent coffee was supplied with a Keurig. Beds were comfortable. Everything was clean. I liked that he didn't leave a long list of what we needed to do before leaving as that is often a hardship when trying to leave a house with kids before a long drive. I would definitely stay here again.

Mary’s place was just what the doctor ordered for my family get together!

Very nice setup for two couples, a baby, and a dog - could spread out with bedrooms and full bathrooms on each floor. Comfortable space with amenities you'd want while traveling with a dog and a baby (fenced in yard, laundry, etc). Very walkable to all the shops & restaurants in town, and easy drives to wineries & breweries. The only drawback was that it was close to a fire station and the sirens woke the baby from a nap.

Jess and Zack have a first rate place here. They clearly care a lot about their home and the comfort of their guest. The room was very clean, the bath was spotless, and the decoration was tastefully done. They provide high quality soaps, linens, and the food they had prepped for breakfast was delicious. This place is a quiet gem and I greatly appreciate your attention to detail.

We had a wonderful stay at Peter's home. It was beautifully decorated, very comfortable and a quick drive to Springs. Access to the private clearwater beach was a plus! Thank you for sharing your beautiful home with us.

It was a lovely stay. Great location. House felt like a home and had great vibes.

Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

Dorina’s home was the calm, peaceful reprieve from the city we were looking for. Her home was so comfortable and she went above and beyond to make sure we had everything we needed. The backyard was a little oasis with a large pool (with floats!), several (6 I think) lounger chairs, two 6 top tables in different areas and a functioning grill. We spent most of our time here! Dorina was fast to respond, helpful with recommendations and overall what you hope to have in a host. We would definitely come back to Dorina’s home!

Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

Our family of 4 had a wonderful time! We stayed for almost two weeks. The property is beautiful and puts you close to town of EH and Montauk. You are half hour or less away from Wolffer, Main Beach, Montauk, great shopping, amazing restaurants etc. We spent a lot of time riding bikes to the beautiful private beach and swimming in the heated pool. The house is clean, comfortable and has everything you need. Our girls loved to hang out in the sunroom and play basketball in the backyard. Can’t say enough good things about Ellen and how great of a host she is. Highly Recommend!

House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.

Five stars doesn't feel like enough, if anything I'd say everything was better than we'd expected based on the pictures and the reviews! First, as others have mentioned John was an incredible host, the place was well stocked and had all sorts of snacks and drinks (and a nice bottle of wine); he also bought us dinner and was very good about keeping in touch the whole time we were there. The house was amazing top to bottom, but I have to specifically call out the pool, which was jaw-droppingly beautiful and the perfect temperature despite cold weather outside. We loved the neighborhood and yard to walk our dogs, and the kitchen was great to cook in (made me miss having a gas stovetop). We'll definitely be visiting again, it was the kind of stay that sets a new bar for what to look for in a vacation!

The place is roomy and clean. The bed is comfy and the shower is great. There were juices and sodas and water in the mini fridge, a coffee maker with coffee and some wrapped snacks. A comfortable place to stay in a very pricy part of Long Island if you prefer a home over a hotel. We were only there for the 2 nights of our stay since we were out all day and for that it was perfect.

We had a great stay at this cottage- it was a perfect size for our family and was extremely clean, warm and comfortable. We especially enjoyed the quick walk to the beach, and proximity to town. Hosts were very friendly and responsive but never intrusive. Would highly recommend.

Madelaine’s cottage was the perfect location for our weekend in Water Mill! The house was cozy with a spacious and private backyard. The location is centrally located, and we were even able to walk to and from breakfast and the farmers market. I would recommend the cottage and would absolutely stay again!

Marta and her husband are extremely responsive to questions or any issues that may have arisen while I was there. They were very friendly, great location and is so close to where I am working. Centrally located to the village as well as many other villages and the town is full of things to do. Not so much in the winter but the Eastern end of LI in the nice weather is amazing.

Had a great time! Very comfortable and felt like home to us. Beautiful beach with fire pit. Just loved it!

This place was cozy and quaint. We were only missing a can opener! You too will like it! I would stay here again

Great hosts, great home and everything was how it was said to be. Would recommend to anyone who’s considering to stay here!

Judy’s place is super lovely and in a fantastic location! Easy walk to the beach or quick ride into town. Easy to communicate with as well. Highly recommend!