Cottage holiday rentals in Amagansett

beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !

Ivana and John are the most wonderful hosts! This was truly like staying at a family cottage and everything was just beautiful. John greeted us upon arrival and even had a bottle of wine for my husbands birthday! We loved staying here from the city because it was only a little over a hour to arrive and less than a hour to South Hampton where we had dinner. Also the little town is so so cute and we were able to walk over so quickly! We can’t wait to stay here again. Thank you again Ivana and John!

We had a truly wonderful stay at this charming old house. It’s full of character, beautifully maintained, and well-equipped with everything we needed. One of the highlights was the private yard — perfect for enjoying a quiet morning coffee or relaxing under the stars in the evening. The host was exceptionally kind and helpful, always quick to respond and full of thoughtful local recommendations. Thanks to them, we discovered a few amazing winery with surprisingly good wine and a warm, welcoming atmosphere. This was a peaceful and authentic experience — perfect for anyone looking to slow down and enjoy the local charm. Highly recommended!

Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!

This was now my second trip at Gary’s Southampton cottage, and it was equally as fantastic as my first! Inside, the place was spotless, and on the porch is a grill as well as a fireplace. We took advantage of both, grilling almost every day, and capping our nights with s’mores by the pit. Gary’s cottage is in the perfect location! Downtown is only a 15 minute walk away, where you will find plenty charming boutiques as well as a CVS and some grocery stores for your convenience. The beach is only 15 minute walk away as well. Luckily, Gary is very generous and provided us with bikes, so we were able to cut those times in half. He was also very generous and allowed us to use the pool and hot tub when the main house guests were gone. Even when there are main house guests, the cottage is tucked behind a large hedge, giving you separation and privacy. Overall, fantastic place and fantastic host, highly recommend!

We had a great stay! The house was pristine and the kitchen was very well stocked. The cottage was very close to beaches, restaurants and grocery stores! I would definitely recommend to anyone looking to get away for a beach vacation!

We brought our dog and enjoyed the fenced in yard. There was a beach that was dog friendly about a 15 minute walk away. The living room was very comfortable and we enjoyed our stay. There is a major road right next to the home which was a little loud at times but nothing crazy. I’d recommend it to others.

The interior and backyard of this Airbnb are absolutely gorgeous - even prettier in person. The backyard has beautiful landscaping, a lovely fire pit, lots of seating and a large lawn perfect for dogs - it feels luxurious. The interior is expertly designed with peaceful coastal colors, a working fireplace and warm lighting. There is only one bathroom, which could be tight depending on the number of guests, but it was stocked with Aesop products and everything was sparkling clean. Stephen was very communicative and provided some great recommendations, including a quiet and dog friendly beach only a few minutes away. Highly recommend!

This place was cozy and quaint. We were only missing a can opener! You too will like it! I would stay here again

Great weekend on the North Shore of LI. My husband and I came for a wedding in the area and we were so happy we stayed at the cottage. The beach is so close we walked over and everything we needed was right there. We even enjoyed some wine and cheese on the outside porch before we walked to dinner at Legends. Would definitely recommend and hope we can get back to the cottage again.

I can’t say enough wonderful things about this spot and Monika. This is our second stay- my husband, toddler, dog and I loved it last summer and came back. The back sliding doors open onto a porch where birds chirp and visit all day. The bright green lawn under towering trees is perfect for playtime or a family picnic. Little touches of thoughtfulness and charm are just everywhere. Monika’s hospitality is unparalleled- snacks and a handwritten note upon arrival, homemade treats throughout our stay, and nearly instant responses. Without being asked, she even sent us a hand-drawn walking route for a dog and baby and directions for getting there. Beaches, playgrounds, town centers, bagels etc are a short drive. The street is busy so wouldn’t go for a nearby walk necessarily but thats pretty standard throughout the Hamptons. For parents of young kids: FYI there isn’t laundry, but truthfully I just packed more- that’s how much we liked it. A laundromat is also nearby tho!

We had a fabulous weekend at this lovely cottage. Located on a remote peninsula surrounded by the glistening water we couldn’t have asked for a nicer experience. The amenities were both convenient and thoughtful. Although we chose to dine out, the kitchen was very modern with upscale appliances and an espresso machine. We did bbq on our last night and had a great end to our 4 night stay!

Rich’s place was perfect for our long weekend visit. It has lots of space, all the amenities we needed, plus was cozy and quiet. We were comfortable and Rich was flexible and easy to communicate with. We’re happy we found his place.

Jordan was a great host and very communicative. The home was more spacious than it appears from the outside. But it had everything you could need. It was clean and ready when we arrived. It was fun finding the secret bathroom! It was a very short drive to the major shopping area in East Hampton. It’s also a short drive to the Cookery which is great place to grab breakfast pastries, soups and salads. We enjoyed our stay!

The cottage was very cute and in a fabulous location. It had a nice outdoor space that we enjoyed. Coffee shops and restaurants right around the corner (Jack’s was our go to spot), beach was a short 15 min walk (saw 2 whale sitings), and the town was the best in area). We highly recommend Round Swamp Farms which was our go-to grocery and pre-prepared foods spot! Diana was a very accommodating, responsive and flexible host. Thank you for the stay!

I stayed for 17 nights during September. Would highly recommend Katharine’s charming beach cottage to any traveler looking to spend time in Sag Harbor. The home is full of light. Spent many evenings enjoying dinner outside on the deck. I didn’t have a car but I brought my bike from the city. The walk into the main Sag Harbor village takes 35 mins, or 10 mins bike.

Susan is a fantastic host and the cottage is a lovely place to stay. Steps from the beach and a quick drive into town plus pool access right out your door. Susan was great to interact with. We definitely plan to come back.

Beautiful view, close to downtown, easy parking. The apartment was very clean and the bed was super comfortable. Would definitely stay here again!

Had a great time despite the weather, there was so much todo. The place was cozy!

What an amazing property and relaxing stay. Jen’s cottage is the perfect retreat. The grounds are gorgeous, quiet and relaxing. We are a couple with a 3yo and it was a great size for our family. It is also so beautifully decorated! It’s tucked away but only a 5 min drive to the beach and 10 min drive from town where there are great shops and things to do! I would stay here again!