House holiday rentals in Amagansett

Joe's place was perfect for a girl's trip with two 1 year olds. The house was beautiful and had so much personality and warmth. The area was super private and quiet surrounded by nature. Joe was very informative about check in process and recommendations were plentiful.

I stayed at Ashton's place by myself on a visit to see my parents, who also live in Springs. It was everything I could have hoped for. So peaceful, and such a beautiful space. Amazing high ceilings and natural light. The yard is gorgeous, so I can only imagine how lovely it is when the weather is warm. Ashton himself is very responsive and accommodating. I was sad to leave!

Our family enjoyed a wonderful post- Christmas getaway at Jennifer’s beautiful home. The house is fabulous - well- located, pristine , beautifully decorated and well-stocked. It was relaxing and perfect. We did not have much need to reach out (everything was effortless) but when we did, Jennifer was very responsive and helpful. Highly recommend!

Dorina’s home was the calm, peaceful reprieve from the city we were looking for. Her home was so comfortable and she went above and beyond to make sure we had everything we needed. The backyard was a little oasis with a large pool (with floats!), several (6 I think) lounger chairs, two 6 top tables in different areas and a functioning grill. We spent most of our time here! Dorina was fast to respond, helpful with recommendations and overall what you hope to have in a host. We would definitely come back to Dorina’s home!

Home was very cozy and comfortable! The basement was a nice place to hangout!

This house was fantastic! We cooked a full Thanksgiving dinner here! The house was well stocked with everything we needed, from kitchen essentials to paper products. The layout of the house was great. Jane was very accommodating and made things easy for us! The house was immaculate and met all of our needs. I hope it’s available next Thanksgiving! Perfect location! Close to town, yet quiet and private! It was my granddaughter’s first Thanksgiving and I’m so glad we had this house to celebrate in!

I had an amazing experience staying at this Airbnb! Luz, the main host, was absolutely wonderful—so kind, welcoming, and incredibly helpful throughout my stay. She went above and beyond to make sure I had everything I needed and even took the time to recommend some great local spots to visit. Her hospitality truly made this stay special. David was also fantastic so professional and accommodating. He made everything so easy, from check-in to answering any questions I had during my stay. It’s clear he takes pride in ensuring guests have a great experience. The space was spotless, beautifully decorated, and just as described in the listing. It felt so cozy and inviting, and the little details, like the complimentary snacks and toiletries, made all the difference. The location was also perfect. I couldn’t have asked for a better stay. Luz and David are a fantastic team. I highly recommend this Airbnb to anyone looking for a comfortable, welcoming, and enjoyable experience.

House is well represented. Spacious, very clean, and great location. Good for families or groups of friends.

A great place to stay! Very enjoyable!

Lovely place, great for having friends and family for a home cooked meal

My family and I had such a wonderful time at Chet’s home in Greenport. Perfect location, close enough to walk into town but also removed enough for privacy. Highly recommended!

Jillian’s was such a friendly host and very responsive! Her place so so charming. It was clean, warm, and welcoming. There were plenty of toys for the kids to play with, and a nice backyard with a fire pit to enjoy as well. The neighborhood was quiet and we were able to rest really well during our stay. We would love to return! Thank you Jillian!

Lovely, well kept and comfortably furnished. This home has everything you need for a comfortable stay. Owner is helpful and very responsive. Highly recommened!

Location was perfect for us- easy to find and close to things that are important to us (family in area, beach, shopping). Fenced yard made bringing our little dog that much easier- especially during the rainy day! Kitchen was well stocked thankfully as we were cooking Thanksgiving dinner (but not well stocked in the casserole dish, baking tin department-- which is usually not an issue for most people!). Decent coffee was supplied with a Keurig. Beds were comfortable. Everything was clean. I liked that he didn't leave a long list of what we needed to do before leaving as that is often a hardship when trying to leave a house with kids before a long drive. I would definitely stay here again.

Kate's place is an absolute gem! This was our first time to Shelter Island, and we loved the laid-back atmosphere. Kate's home has everything you need to have a relaxing weekend, from the amazing, heated pool to the kayaks on the beach, a 2-minute walk from the house! Having been in the hospitality business for over 25 years I tend to be super critical about cleanliness and amenities offered.....this house does not disappoint! We were a group of 10 attending a winery dinner and decided to stay for the weekend. We only left the house to attend the dinner, the rest of the time we stayed at the house, either in the pool, on the deck BBQing or inside chatting where there are two living rooms and a very well-equipped kitchen. The bedrooms were nicely decorated and comfortable! We would definitely recommend and hope to stay again. :)

Kait was super helpful! She texted me a few days prior mentioning we could check in early! I have never had that happen before! The house was stunning, comfortable beds, well maintained and great location. We forgot a jewelry bag at the house and she sent a photo and arranged for our family members near by to pick it up. Highly recommend!!!

We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.

We had a girl's getaway weekend in Sag Harbor. Andrea's home was the perfect spot to stay. Each of the bedrooms had it's own full bathroom which made it nice for each of us to have - especially when we were getting ready to go out. Andreas provided us with fantastic information about restaurants, beaches and wineries. He helped us make the most out of our stay in Sag Harbor. I wouldn't hesitate staying at one of his properties again!

Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.

Great stay! House was exactly as described / in photos. Hosts were extremely responsive and easy to communicate with.

The house and area were ideal. I had moved from the area the year before I rented Melissa’s home . My partner and I lived just a mile and 1/2 from the rental. He passed away and this was my first time back on the North Fork. Having lived in the area over 30 years it was great to be back. Melissa’s home was perfect close to all my friends and my partner’s family. The house was ideal with 3 levels it was perfectly suited for me and my two dogs to have our space and my two housemates had their own space. I look forward to possibly renting her home next year as well.

We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!

Great host and amazing little cottage for a weekend getaway. Close to Bridge and Sag which are a few of our favorite places to walk around and eat. Hope to see you again soon!

We enjoyed a few days here in the winter season (I've no comments on the pool and other summer-related things). The house is spacious, large enough for two families to share (10 people total) without ever tripping on top of each other. It is comfortable and cozy. We loved the fireplace in living room and master bedroom. The kids especially loved the basement with pool table, ping pong, and darts. Kitchen is well-equipped. Nice area for winter walks. Owner is super responsive and helpful. All in all, a lovely get-away to unwind between holidays!