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!

Amy was fantastic from start to finish. The house has four good bedrooms. The bottom floor is very private. Great kitchen and we loved the fact there were cooking basics like olive oil, spices, etc all there.

Great stay, Maureen is very communicative and super helpful. Beautiful views

Myshkin’s place made for a nice 3-night getaway. It is private, clean, and quiet. About 10 min drive from each Sag and EH which made for easy access to both. The private beach is a 5 min walk and was great even in the offseason. In short, it makes for a great escape in a quiet part of the Hamptons.

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

Judy was the consummate host, commutative and helpful. She even recommended a local music event! Plus you can’t beat the walking distance to the beach.

Excellent location. The nearby beach is lovely. Brooke is a caring host. Highly recommend this property.

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.

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!

We had the best time staying at Sandra’s home! She was extremely responsive and friendly and the whole experience from start to finish was seamless. Her home is in a perfect location and is a short 10 minute drive from all of the shops and restaurants. We were so comfortable and loved how peaceful the property is. I would definitely book her home again!

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!

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.

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!

Truly a home away from home! The house was well-appointed with many thoughtful amenities provided by the host. The backyard was a peaceful oasis with many areas provided for relaxation and conversation. The sun room provided additional space for games which was nice. Also, the home is conveniently located not far from shopping and restaurants. Del is a considerate and attentive host. You will enjoy your visit!