Vacation rentals in Amagansett

Super great stay at Hero. Very clean and peaceful.

So much fun for our entire family. We loved the location & relaxing atmosphere. The housekeeping setup on line was very easy to do & delivery of linens was perfect. Thanku for a great stay

We had an amazing stay! The room was clean and they were flexible with check-in and also allowed us to park and use the amenities prior to check-in which allowed up to maximize our stay and time spent there! Walkable to all restaurants and shops and right by the beach! Would definitely stay again!

Kind staffs and clean place to stay!

Incredible stay witth my fiancé for his birthday weekend. Proximity to beach and wineries is fabulous. Beach house itself is elegant, cozy, fun, and perfect for a getaway. Hosts were kind and relaxed. Cannot wait to bring our friends and family back here soon!

Very cute little complex of buildings with shop, bars and restaurants. Room was comfortable and very chic.

This was a very easy location to get to, and the price was very good. It was everything I needed for a short trip to the Island.

What a unique and lovely experience.. absolutely gorgeous and romantic room… spacious, high ceilings and WHAT A BATHROOM!! Beautiful walk in shower with plenty of room. Separate bathtub. Common area and shop are a must see. Check it out!

My best friend and I had the most relaxing and peaceful weekend staying here! The house is so charming and surrounded by beautiful gardens. The house has everything you need. We cooked all weekend and enjoyed dinner on the deck! The pool is fantastic and definitely a plus for this listing! Mike was friendly, accommodating and super responsive. Our check in and check out was easy and smooth! I would definitely stay here again!

Had a great weekend at the cottage! Meredith was so great letting us check in early and was super helpful and responsive. The cottage is gorgeous and has everything you need. Loved it! Thank you!

We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!

Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.

Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!

Jennifer’s placed checked all 4 C’s with 5 plus stars! Extremely comfortable, charming, cozy and clean. We absolutely loved the enclosed porch and fire pit areas. Great getaway for my parent’s 60th wedding anniversary weekend on the NoFo. I’ve rented from lots of owners, Jennifer is by far one of the best. Great communicator and very flexible. Highly, highly recommend!!

We had an amazing time here! The home is very charming, in a great location on the North Fork close to our favorite vineyards and restaurants. Paul was kind enough to offer us an early check in so that we may accommodate our guests traveling to visit! We really enjoyed our stay & made great memories.

Wonderful house, with every possible thoughtful touch from bath robes and slippers to a popcorn machine! Louis was so kind and easy to communicate with. We would love to come back!