Kid-friendly vacation rentals in Wainscott

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 ❤️🫶🏻

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!

Fantastic stay/fantastic hosts! My adult children and I spent a great weekend hosted by David and Abby. Their place was perfect for us and very comfortable. David reached out and described check in and proactively answered any questions we would have had. We were there in cold weather but I will earmark it for a warm weather stay as it has so many appealing summer amenities! We will stay again for sure.

This was my second time staying here, and probably won’t be the last. A perfectly wonderful Hamptons home, with a beachy, rustic charm. It’s close to all, yet on a quiet street with a great backyard. David is a fantastic host, everything was spelled out clearly and the home was spotless.

Such a great house for a group! Well kept and very accommodating. Will definitely be back

We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely 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!

A beautiful home, filled with everything you need for the perfect stay. Our family needed to check in early and they responded so quickly and were very accommodating to our needs. Would def recommend staying here!

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!

The place was very clean and very quiet. Great location right between NYC and eastern Long Island. Very easy to find and very reasonably priced. The host was easy to communicate with and very welcoming and polite. My wife, kids and myself had a great weekend and would definitely stay again.

Our 3 time staying at Amanda’s home. Beautiful and spacious within walking distance to village. Looking forward to coming back next year!

Michael is such a courteous, considerate and generous host. We have stayed many, many times and it feels like a second home. I highly recommend this cozy, clean apartment. Micheal goes out of his way to make sure you are taken care of. Best host! Truly!

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.

Bridget was very helpful and friendly! Space was cleaned and felt welcoming, would stay here again if in the area.

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!

We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!

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 space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here 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.

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!