Kid-friendly vacation rentals in Southold

Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!

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

It was wonderful stay and I’d go back anytime

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.

Great place to stay with a group! Easy check-in and out, hosts communicated that we could leave a little later (without us asking!). Extra linens, towels, TP, and essentials are all available. Very impressed with the quality of the products they left for us to use (like soaps and shampoos). We stayed in the off season, so we did not get to utilize the pool, but I would imagine if that was open this house would be out of this world!

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

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.

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!

Great place, pictures are representative. The whole place is huge and just a perfect place to stay. Location is amazing, walkable to the New Haven green and loads of restaurants and bars. Martin is a great host and leaves very clear instructions which is really helpful. Would definitely stay again. Only note- floors/ceiling seem quite thin so the upstairs neighbours could hear us and we could hear them at certain points of the day. But that did not dampen our trip at all. If anyone is visiting we highly recommend Trinity on orange street, amazing Irish pub with sports and classic pub grub. And Georgie’s diner in west haven - classic American diner style with great food options.

There are a lot a reasons to use Airbnb, and one is that you can stay in the most interesting places. That's the reason to stay at the Ludington mansion. Incredible property. If you have any interest in history or architecture, this is your place. We stayed in the 3rd floor suite; of course, it's not a good choice if you can't manage the stairs, but since that was not a problem for us, we loved it. The space was as described: full of character and immaculately clean (if not always new). It was nice having two full baths. The next-door church bells didn't bother us. I can't think of anything we needed that wasn't there. We appreciated the host's suggestion for where to have dinner and were not disappointed. We ended the evening by streaming the (admittedly cheesy) Hallmark Christmas movie filmed on the property and spotting furnishings that were in our suite. We wished we could have stayed longer instead of just over-nighting while on the drive from Maine to NC.

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 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!!

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!

Joanne greeted us when we arrived - wanted to make sure we were comfortable. She encouraged us to contact her with any questions. The apartment was clean, well equipped and spacious. We are native Long Islanders and this location was central to the family and friends we were visiting.

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

We stayed long term at this unit and felt comfortable and at home from day 1. The apartment is large for a 2 bedroom, with two very comfortable bathrooms, two large bedrooms, and a separate living area. Wifi was very good, the building is very quiet, and parking was free and close by. The apartment allows for easy walking to a beautiful city park (Wooster Square), to events and concerts at Yale (mostly free) and to East Rock Park, which has amazing hiking and views of New Haven. The kitchen was well stocked and the apt had a full size washer and dryer that worked very well. The only minor negative would be some road noise from outside, but that's normal in an urban area. But we always felt safe and very comfortable in the neighborhood. Camila was very responsive and addressed a few minor things that came up in our extended stay very promptly. We'd welcome the chance to stay in this unit again.

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

Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.

If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

Thanks Lauren! We enjoyed your lovely place!

Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

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.

Great place to stay in Sag Harbor!