Kid-friendly holiday rentals in Sag Harbor

I was traveling to Amagansett for work and stumbled upon Elise's place. Elise was super responsive (even though she was across the other side of the world), very accommodating and ensure my check-in and check-out was seamless. Highly reccomend. Note it is in a very quiet / remote part of Amagansett but only 5-10 min drive to shops, etc.

Our family of four just had a very nice stay. The house is located in a pretty part of the Springs near Louse point. We enjoyed making meals in the well equipped kitchen and eating outside on the patio. And when we were too lazy to make food there are a lot of convenient options nearby in Amagansett or the Springs.

The house and gardens are beautiful. We enjoyed the outdoor deck with grill and pool, as well as the outdoor seating at a table with gas heating on it. Inside is wonderful, as well. Well equipped kitchen. Nicholas was very responsive and addressed our needs quickly.

Lovely setting in the woods. We loved the layout, including many windows with beautiful views. Quiet neighborhood that is very walkable. Seeing baby deer in the spring was an unexpected bonus. Spacious bedrooms with extremely comfy beds. Host responded quickly when we had an issue. The private beach is a fantastic feature and easy to access. Check in and check out were super easy.

This is the second time we've stayed at Veva's home and it will not be the last. The home is nestled beautifully in a quiet neighborhood. Sitting outside is tranquil and relaxing. The home is beautifully furnished and extremely clean & well maintained. It is private with ample space to park. In a matter of minutes, you can be in Sag Harbor for dinner, at the beach, or take a short drive to Montauk. The location is perfect for anyone looking to get away from the hustle and bustle of everyday life but still close enough to all the great locations and activities the Hamptons have to offer. We will be coming back for many years to come.

We had a wonderful stay with my family! Everything went smoothly from start to finish. The check-in process was easy and communication was clear and prompt. Anisha and Rob are great host, very friendly and responsive. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed for a relaxing stay. The house is spacious. I really appreciated how well the place was maintained. I would definitely stay here again and highly recommend it to anyone visiting Southampton!

The house was perfect for my family. I loved the convenience of the one-floor layout and way it allows views of the pool and deck from the almost everywhere so we could enjoy it even when the weather didn't cooperate and we couldn't swim. The family /living room was comfortable and great for relaxing or watching a film. The lower level playroom was great fun with ping pong and billiards set up in two areas. We found everything we needed including electric outlets where you need them. The location was great for us and our rides to Montauk and the other towns in the area for museums and restaurants and views. The only thing less than perfect was low water pressure in the master bath sinks and shower, which Abigail said the plumber was addressing. She was extremely responsive and helpful.

We had a great time at Mark’s place! The backyard was quiet and beautiful - it was the perfect relaxing weekend for our group. We’d love to stay here again!

Nice little Bungalow! Perfect for up to 4 people. Very private and clean. The Location was Great. Right across the street from the Beach with a beautiful view. Has a small Firepit. Only a mile or 2 to Downtown. Would definitely go back.

My girlfriend and I stayed here for a weekend in late May. The complimentary beach pass parking is nice, would love to have been here in the summertime. Cozy bed and very clean place. TV has all the apps. Food in the area was a bit hit or miss but I suppose it is the Hamptons.

Jason was a great host. Very responsive to any questions we had while staying on Shelter Island. The location is great - easy walk from the North Ferry and central to great restaurants. Airbnb was exactly as pictured. Would definitely stay again! Thanks again Jason!

We were greeted by walking through the gate to the backyard in a rhododendron bush in full bloom. It was absolutely gorgeous. Everything from walking in the door to the Airbnb apartment to settling into the very comfortable bedding we had a really lovely stay, and I would definitely return for future trips. Michael helped us find a beach that didn’t require a local sticker that was perfect!

Sally was super helpful and responsive. Had a wonderful stay!

Wonderful and cozy apartment! We were in town for a wedding and needed a clean and safe space to make home base. This was perfect. Would absolutely stay again!

Great venue. Hope to be back next year!

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

The Beach Plumb was lovely! Everything was as advertised. The distance to town and the beach, the spacious layout, and the amenities are among the things that made our stay great

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 a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.

We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

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.

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+

We had a great stay! Instructions were clear and the home had everything we needed.

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!