Kid-friendly holiday rentals in Amagansett

We absolutely loved this cozy cottage house and the cute town of Amagansett! It is quiet and quaint, but very close to great restaurants, bars, and shopping. We easily explored East Hampton, which is about a 10min drive and Montauk, which is about a 20min drive. The house is well equipped with everything we needed and as described. It is a great house for gatherings and spacious for cooking, eating, hanging out and relaxing. We loved the quiet, cozy, and private atmosphere! It’s only a short walk or bike ride to the beach and to Amagansett. Charles was very responsive and was able to accommodate a late checkout. Don’t think twice about booking this very cute, cozy house! We hope to be back soon!

Great hidden little gem in MTK, close to town. Perfect space inside, and out. Pet friendly was an extreme plus. Will be back.

Our host - John - could not do enough for us! Extremely friendly and gracious. We had an opportunity to have time to chat and he helped us pick out local restaurants. Highly recommend John's cabins. They are quaint, quiet and relaxing! Would love to go back again! Highly recommend!

This house was even better than I expected ! The pool was big. Perfect for a weekend with friends/family. Peaceful. House was well equipped with everything that we needed. Clean. Fast WiFi. Close to Sisi restaurant which is stunning. I enjoyed my stay here. Highly recommend it! A++

Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.

Can not recommend more! Beautiful house and perfect location! Would love to come back. Kids loved the beach and finding shells and little sea creatures in low tide!

Perfect house, exactly what we needed and so close to everything. Will definitely come again! Also Dan was an amazing host and super responsive and helpful!

Walking distance to just about anything you’re looking to do. Including the train to Montauk which you have to check out for the day. Train was fast and inexpensive. Also, make a reservation at East Hampton Grill, it’s a must! House was perfect except we were with our 3 dogs and would have loved a more “fully” fenced in yard like pictures shown. Fenced yard was more around back by an a/c unit and mechanicals. Also couldn’t hang outside much in the beautiful yard because it wasn’t fenced in for our dogs and the sprinklers went off every afternoon around 3pm for an hour then area was wet most of the evening/night. Visited for 4 nights and felt right at home. Would recommend this place fully on location alone. Beds were comfy and inside the house was extremely clean. Felt super safe.

We had a great weekend at Nicholas’s place. It was very peaceful in the woods, and we enjoyed using the record player and looking through the books spread throughout the studio. Nicholas was very responsive when I texted with questions and we used his provided recommendations to find breakfast and dinner. We’d definitely 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.

This was my second time staying in Paris' cottage and it was just as charming and lovely as the first time. The cottage is set back from the road, nestled in a charming neighborhood. It's a very comfortable, quiet and peaceful place with a beautiful view and privacy. The center of Sag Harbor - with shops, restaurants and a sweet movie theater - are all walking distance from the cottage! Thank you for another great stay, Paris!

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!

Kelly and Rick’s place is absolutely beautiful and a perfect retreat for couples or anyone looking for a relaxing, scenic experience in Montauk. We’ve lived on LI our whole lives but never got to explore the east end until now, and Kelly’s place is the PERFECT location! It’s near town with great restaurants, coffee shops and grocery stores nearby, near hiking trails where we got to see seals and beautiful views of the ocean, near the lighthouse, near great fishing spots, etc., not to mention the gorgeous view of Lake Montauk right on their property. We used their fire pit and had a fire the last night of our stay as well! We had a BLAST and had such a relaxing weekend. The apartment was very clean and has everything you could need for your stay, and Kelly was super attentive and responsive when it came to answering our questions and inquiries. Thank you again for giving us such a beautiful place to stay! 10/10 recommend! We’ll definitely be back🌊❤️☀️

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!

It was a great stay, my second time staying here and Roisin is quick over communication and answering all the questions we had. Overall, great location and easy to get to!

Great venue. Hope to be back next year!

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

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+

Adam’s cozy cottage was exactly what I needed! I was visiting for a work event and I needed a quiet base-of-operations to answer emails and take calls. The unit was pristine, much more space than I anticipated. Hot shower, full kitchen, comfy couch, and a big bed. When I was ready to turn down, the stillness and quiet was breathtaking. Complete darkness. Whether you need an extended office / room for a business trip like me, or if you want a quiet, isolated getaway near Sag, this is the spot. Thanks Adam!

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

We had a pleasant time at Peter's place. He was a great host and was very responsive. It was just what we needed for some rest and relaxation on the beach after a week of hiking in the white mountains. Would definitely stay here again!