Pet-friendly vacation rentals in Shelter Island Heights

We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!

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!!

Our stay at Sea Roost was everything we hoped for and the perfect getaway spot. It was quaint and charming, with all of the modern essentials one would need. Sitting out on the front porch sipping coffee, we had a view of the ocean waves. And while we didn’t have the need to stay in the little artist cabin, it was adorable and perfectly equipped for additional guests. It was a short walk to the beach, and a 15 minute stroll to town. Ron check in with us before arrival to make sure all instructions were clear and even accommodated an early arrival We hope to return one day soon.

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

Everything was wonderful! So peaceful, clean, and comfortable! The neighborhood was quiet and safe feeling. I personally loved that it wasn’t over cluttered with decorations! Plenty of room to put your stuff down and get to your vacation. Felt right at home!

This was a great location for our little pups and family to spend Easter weekend, very close and accessible to Mystic Attractions. The fenced in yard was great for our dogs and the closed in porch was a plus!

We were so excited to find this house available again. We were here a few years ago and always wanted to return. It was just as wonderful as we remembered. Iris is a great host. She meets every request with prompt enthusiasm. We highly recommend her and this beautiful home.

This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

We had a great stay. Comfortable house with a big yard and pool. Located close to EH village and also the Springs bay beaches.

We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.

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!!

Christine tiene un lugar maravilloso, tranquilo muy lindo y pensó en absolutamente todo para que uno se sienta cómodo y que no hiciera falta nada, había de todo lo que uno llegara a necesitar en la casa y también para los niños. Es una casa muy completa, cuenta con todo y seguridad para los niños. Pasamos unas vacaciones increíbles en su casa con nuestros hijos definitivamente regresaríamos sin pensarlo. Muchas gracias por todo!!

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 stay here with our family was absolutely wonderful. The house was so comfortable and spacious and the hot tub in the backyard was a real treat during the off season. The location is great for Hampton Bays beaches and a very quick drive to the popular restaurants in town. Also a nice to drive surrounding towns. Communication with Aida was excellent and she had the hot tub ready to go during check in which was much needed after a long drive. Bedrooms are spacious and the kitchen has all the key equipment to make food at home. Backyard is large and fenced in if you have any pets. We definitely will book again in the future.

My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!

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.

Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!

We come to Montauk often & loved this spot. Walkable & convenient to town plus a beach pass. The accommodation had plenty of space for a family with convenient parking. Highly recommend!

We had a wonderful stay at Heather and Bill’s home. They were very helpful with house instructions and local recommendations. Their house is spacious both inside and outside which was great for our large group of adults and kids. It is located in a beautiful, quiet neighborhood that is close to downtown and the aquarium. We would definitely stay here again.

I had a wonderful experience at Ashley's place! The location was fantastic, just a short walk from the aquarium, which was a huge plus. I brought my three dogs along, and we had a total of seven people in our group, all of whom fit comfortably in the space. Unfortunately, I accidentally broke a vase during my stay, but Ashley was incredibly nice and understanding about it. I truly appreciated her kindness throughout my visit. I highly recommend this Airbnb for anyone looking for a pet-friendly spot in a great area!

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 & Pete were great hosts. Left helpful instructions and a list of places in the area. The Cottage was definitely a great place to celebrate our anniversary. We wish we could have tried some of their oysters, but look forward to going back during the beach season when they're probably plentiful.

We loved our stay in Westbrook! Mia's lovely home exceeded our expectations in terms of decor, furnishings, cleanliness, comfortable beds, and well-stocked kitchen and bath ... all in a quiet and private setting. The house was especially well-situated for us. We had tickets for a special theater performance at Gillette Castle one evening, and then had to be in New Haven on the next day. All were easy drives. And, there are amazing fine dining options nearby. We'll definitely try to book this wonderful place any time we have events in the area. Thank you, Mia, for a magical Autumn weekend in Connecticut!