Kid-friendly vacation rentals in The Hamptons

Staying at Amy's place was perfect for my friends and I while we're out on the North Fork for a wedding. Amy was very responsive with any questions we had. We were all very comfortable in the main living area as well as our bedrooms. The house was conveniently located to the wedding venue and my friends were also very happy that it was located near some pickleball courts. Thank you Amy for a wonderful stay.

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 ❤️🫶🏻

What a lovely and well-loved home! Brian’s Zen Retreat was clearly a home made of many personal experiences and memories. Very cozy and unique. The garden and outdoor spaces were lovely and the neighborhood is gorgeous.

My family & I loved our stay! Jo was so easy to communicate with and her home was beautifully decorated. My family commented on how well the home was stocked and its’ cleanliness. We would love to make this a yearly tradition! Thank you for an amazing stay!

Ed was both proactive and responsive in his communication. Flexible check in time was a plus as well. The house was as described and clean. Great place for a family stay…

We had a wonderful stay at David and Michiko’s home. It is well furnished, child friendly with all the amenities. Lovely place for families.

We were so happy to have found this comfortable, well-located home for our recent off-season midweek trip to Greenport. The house was convenient to town, on a quiet street and had every convenience we could think of. The back garden was lovely and private and we only wished the weather had been a bit warmer so that we could have spent more time out there!

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.

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!

Bryan is an excellent host. Super accommodating and easy to deal with. The apartment was ready for us early and he arranged for us to check out later than the scheduled time. It was very clean and well-equipped. Bryan loves dogs and makes sure the apartment is set up so they can feel comfortable there, as well. We really enjoyed using his canoe on the nearby bay and going to the beautiful Hampton beaches. There are many good restaurants in Sag Harbor and so much beautiful scenery. I highly recommend a stay at Bryan's!

This place was a gem! Perfect for our family with plenty of space all the amenities needed. Very comfortable! We would definitely recommend Amanda’s place and we would absolutely come back again! Also very clean, which I feel is an important detail! Thanks so much Amanda!

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!!

My husband and I stayed at Michael’s place in Southampton for 2 nights, and would definitely stay there again on our next trip. Michael provided clear instructions and asked if we needed anything after checking in. We briefly met him as we were checking out and he was pleasant and friendly. Access to the property was with a code, super easy. The loft studio was very clean, comfortable bed, no complaints. Maybe a minor thing, but I really liked the hooks by the shower for hanging towels. A lot of places don’t have this, and you’re forced to place your clean towel on the sink or hang it over the shower where it may get wet. Location was perfect, just a short drive to the Main Street and the beaches. I believe it is mentioned on the listing, and it wasn’t a problem for us, but be aware that you must walk up a flight of stairs to get to the loft.

Stayed here for Columbus Day weekend and loved my stay! Joanne’s home was spotless, cozy, and exactly as described. She was super responsive and made everything easy. I would definitely stay here again. Highly recommend!

The space was wonderful, with a great view of the cove. Easily walkable to the village. Paris was welcoming and knowledgable about the home's history as well as the area. Highly recommended!

Perfect little spot where you have everything set up and ready for your stay. Jason‘s place is incredibly organized, quiet and very comfortable with just enough outdoor space to enjoy as well. The bed was comfortable and the sheets were nice quality. It’s clear Jason has put in a lot of thought to make your stay comfortable and hasslefree so you can go enjoy ! Susie m

This was a great location close to everything and was very comfortable

We had a wonderful stay at Julie's lovely condo! Her place is so charming and the view from the porch is gorgeous, as is the walkway down to the beach. Loved having two separate bathrooms too. We'd love to stay here again during warmer weather to make use of the pool too! Thanks again for a great weekend stay!

Our stay was perfect. Everything was very clear with the check in process and how to use utilities in the unit. Doug was very responsive and helpful. The unit was very clean and the view/ location was amazing. Would definitely stay again

My wife, kids, and I love staying at Cliffside. It’s so comfortable and relaxing. There are so many things to do in the area. Mia offers a great place to spend with the family to perform all these activities. Her place is immaculate and comfortable. I plan on staying here again in the near future.

Overall relaxing stay and trip to Greenport. Sherri is very communicative and her instructions and listing is clear and accurate. The condo is well decorated and clean and has everything you need for a nice weekend. One thing to note- we were aware check in is between 3 and 5 pm based on the listing (wound up being around 4) but it would be nice for it to be earlier. Still 5 stars though!

We really enjoyed our stay. The unit was just enough space for my husband and I and our two daughters. Having a kitchen to prepare quick breakfasts in the morning before heading out for the day and having the pool and beach in the late afternoons gave us everything we needed to start and end busy days at the Hamptons Classic or visiting family. We are hopeful to visit again!

Irinas place was exactly as she described. She answered all inquiries in a timely manner. We will definitely be back.

Amazing stay! The property is exactly as advertised- clean, comfortable, quiet, and in a great location. Easily walkable to Easthampton (30min) and Amagansett (20min). The host was responsive to any questions and was very kind. Great value for the money. Would stay again!