Kid-friendly vacation rentals in Shelter Island

I cannot say enough good things about this place! Myself and 5 others were working in the area and needed a place to stay for two months and we could not have found a better home. It is in an unbelievable location walking distance to the beach, safe, private and truly was a summer we will never forget. Cannot say enough good things about Mariah and her family as well. Can only hope to be back in the future and I would give 100 stars if I could! Thank you thank you thank you ❤️🫶🏻

Definitely recommend, spacious and peaceful environment, Host was very cooperative and amazinggg!!! I loved it so much

Aida’s house is very nice place to stay for a getaway in the Hamptons. Amazing outdoor area. Great for traveling with kids. Aida is a great host!

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

Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

David has a very charming home with everything you need for your stay. We will definitely be back.

I stayed here with friends for my bachelorette party and we had the best time! The house was adorable and so comfortable! The back yard was amazing and the little guest house was so cute. Our stay was in mid April, so still a bit cool for fully using the back yard, but I bet in the summer it’s even more amazing! Everything was really clean and tidy and just a nice atmosphere overall. The house was a quick drive to the town area which was great! Paula was communicative and a helpful host! Really enjoyed our visit so much!

Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

I had an amazing stay at Krae’s beach house in Montauk! The location is perfect, just a short walk to the beach and close to Montauk town, making it easy to explore the area. The house itself is beautiful—tastefully decorated, clean, and well-maintained. The kitchen was fully stocked with all the amenities we needed, which was great for cooking meals. Krae was incredibly responsive and accommodating, even allowing flexibility with check-in and check-out times. Overall, it was a fantastic experience, and I can’t recommend this place enough!

We enjoyed our stay at Samantha and Robert’s place. Convenient location, close to downtown and the beach. The place is spacious and cozy. Samantha and Robert provided us with everything we needed.

The apartment was super clean and spacious! Has everything you need. Walkable to town and in a quiet neighborhood. Would definitely recommend Amanda’s place and would 100% stay here again!!

Had a great stay, very clean and peaceful apartment, host was super responsive. Would definitely stay again!

This was my very first time using Airbnb, and it couldn’t have been better! The place was beautiful, spotless, and exactly as described. I only stayed for a short time, but everything felt warm and welcoming. A truly wonderful experience. Thank you to Michael for his hospitality.

Alisa and Lena were excellent hosts and very welcoming! The place was perfect and thoughtfully organized. Everything is as described. Although upstairs you do have a lot of privacy and even a patio space to sit right outside your door. I hope to return when I’m back in town for business again. I would definitely recommend this place to anyone staying in the area.

We had a wonderful stay at Paris' place. Easy check-in, very clean, great location. We'd certainly come back

Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.

A brief stay but a great stay. It was offseason but we got lucky with sunny October weather. The stay was less than a 5 minute drive from the main village with tons of shops, cafes, etc.. the room itself had a beautiful ocean view and was very clean and comfy. Nice shower, comfy beds, plenty of linens and towels provided. Parking included. Overall a very nice stay.

Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway

Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!

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.

The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

We had a great weekend and would definitely recommend this place for a family trip, girls weekend, etc.

Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!