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.

Super clean and comfortable. Kitchen had everything needed to cook at home. High end appliances. Conveniently located to shopping and restaurants. Beautiful, quiet neighborhood. Host was super responsive and friendly. One of our favorite Airbnb stays. Highly recommend and hope to return.

Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!

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.

Don't walk run and book your stay here. I mean wow! Mary's place is unbelievably beautiful, clean, comfortable, spacious, peaceful and very private. She has everything you need and then some. I'm so glad I picked this place to spend my 50th. You will not regret it. Thank You Mary🫶🏻

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.

We had a fantastic stay at Ellen’s beautiful home. The description is spot on and the house really delivers. It was the perfect choice for our family of 4 when we were visiting our daughter for family weekend at Conn College. We could all spread out and relax in the open concept main areas. The bedrooms and bathrooms are good sized, spotless and whimsically appointed. The kitchen is perfect and has everything one needs to cook (which I did a fair amount of while there). We all felt welcomed and relaxed and also enjoyed walking into the town of Mystic. A superb stay all around. I highly recommend!

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!

This house was fantastic! We cooked a full Thanksgiving dinner here! The house was well stocked with everything we needed, from kitchen essentials to paper products. The layout of the house was great. Jane was very accommodating and made things easy for us! The house was immaculate and met all of our needs. I hope it’s available next Thanksgiving! Perfect location! Close to town, yet quiet and private! It was my granddaughter’s first Thanksgiving and I’m so glad we had this house to celebrate in!

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

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.

Ashley saved our trip to mystic Connecticut after our previous Airbnb got cancelled an hour before we were suppose to leave . Ashley is a wonderful host and has a beautiful home. She was able to accommodate us within four hours of notice. Her home is gigantic and spotless and we felt right at home. The house came with everything you would need for a weekend or a long vacation . I would definitely recommend this Airbnb for anyone looking for one in the area. The home was secluded and all we had was peace and quiet; Which was much needed ! Also, Ashley is a very responsive person, any question I had was answered within a few minutes, and I felt like she really cared that we were enjoying ourselves. Pls come on down and visit her home , you won’t regret it !!

We had a fabulous time! Can't wait to come back. Was equally perfect for two toddlers as it was for four adults! Beautiful property, amazing hot tub, comfortable beds, great kitchen... everything was lovely.

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.

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

We had a wonderful time staying in this lovely secluded cottage. Jess and Zach thought of everything, the room was beautifully curated, and the bed was beyond comfortable. We will definitely return!

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!