Cottage holiday rentals in East Hampton

I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!

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!

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!

Quiet, peaceful. Pictures do not do this place justice. Perfect place for 2 couples or 2 couples and kids. Set up was great.

The place was exactly as described! Meredith was very accommodating and quick to respond. She was even able to let us check in a little early. The home is beautiful and cozy.

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!

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!

Super peaceful and quiet location. Home is adorable and gets lots of natural light. Proximity to the beach is amazing! Would recommend having a car though as it’s little bit away from town & Main Street. But plenty of Ubers in the area! Overall, I was really satisfied with everything and it fit my needs.

Can’t say enough about Michael and our stay. He made everything seem-less and was super helpful with recommendations and accommodations. We can’t wait to come back next year or this summer! Hopefully many years to come! 5 stars!

Erin Leigh’s cottage was everything we hoped for and more. She was proactive, responsive, and kind from the start — making sure everything was smooth before and during our stay. The setting is peaceful, cozy, and thoughtfully designed, with unique touches throughout the home. It was the perfect base for exploring both the eastern and western sides of the North Fork — whether by bike or by car. We loved how close it was to town, beaches, and vineyards, yet still felt tucked away and relaxing. Truly a gem. Highly recommend!

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!

Vincent’s place was great for my husband, myself, our baby and my parents to stay when visiting Jamesport for a wedding. Beautiful cottage, close to everything, and Vincent was very easy to communicate with. Would stay here again

Had a nice stay here with a group of people attending a wedding a short drive away.

We had a lovely time in Margaret’s cottage. It had everything we needed and we felt surrounded by nature. Our kids loved watching the squirrels, wild turkeys and other birds that were constantly going back and forth in front of our windows.

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.

What a fabulous cottage and something totally new to us! Beach very close by obviously and the pet friendly gated on porch convenient!Thank you Michelle to share your place with us!

Our stay was fantastic from start to finish. The space was exceptionally clean and well-maintained, which made us feel instantly comfortable. Check-in was seamless and clearly communicated, allowing us to settle in quickly without any hassle. The host was incredibly responsive and helpful—always available to answer questions and made sure we had everything we needed throughout our stay. Overall, a smooth and stress-free experience! Definitely will book again in the future!