House vacation rentals in Southampton

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.

We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.

The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

House was stunningly beautiful, very clean. Pool was sparkling with lovely seating areas around it. Our 3 generation family enjoyed our stay immensely. Joseph and Tabitha were wonderful hosts. Very responsive. A charming home and an excellent vacation destination

The house was great! Our two infants loved the large deck and pool. So close to town and the beach. It was a perfect getaway!

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!

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

My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!

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

We booked the place for a weekend wedding , it was organized and clean , the beds are very comfortable, well equipped with all you need , great accommodation for my family, will book again .

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

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. :)

I cannot say enough amazing things about this house - our stay was absolutely sublime. The decor was immaculately curated, the house had all the supplies required to cook family meals, the sunset was to die for, and we had an absolute blast at the pool. Communicating with Dan and Tabitha was great, very professional and responsive. The home was incredibly clean - it was the nicest AirBnb I've ever stayed in BY FAR, already looking forward to booking again. THANK YOU!

We had such a wonderful stay here over New Years. Like many other reviews have stated, pictures do not do this home justice. It’s so much larger and more spread out than we expected. Perfect layout for two couples where we each felt like we had our own place, with plenty of cozy spaces to hang out too. The kitchen is SO well equipped for anything and everything. Beds and sofas were super comfortable and the we loved all of the charming touches of this historical home. The location is fantastic too. Walking distance to everything you could need and a quick drive to so many beautiful areas. I can imagine spending hours in the backyard when the weather is warmer too!

A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.

Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!

We just spent an unforgettable weekend at J.P’s beautiful house, and we can't wait to be back! The house is absolutely beautiful, with impeccable taste and attention to detail. But what truly makes this property shine is its phenomenal location. Right in the middle of East Hampton and Amagansett and a 15 minute drive to Sag Harbor— couldn’t have asked for more. Also Carissa’s bakery is just a 6 minute walk. And, of course, no Hampton's experience is complete without a visit to Goldberg's for their classic lox and bagels - which is also a short walk away. The house itself is spacious, bright, and beautifully appointed, with everything you need to unwind and relax. Every room is nice and cozy and the kitchen is stunning with everything you need to cook with the amazing produce available at the so many farm stands around the area. (We loved Balsam and Amber Waves) J.P. was incredibly responsive and thoughtful, providing excellent recommendations and ensuring our stay was perfect.

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

Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back

Laurie is a wonderful and generous host. Though we did not take advantage of it, she let us know that early check-in was possible on our arrival date. When we did arrive, we were greeted with a lovely care package of treats, including excellent treats for our dog. Really nice touches, and much appreciated. The space is clean and spacious, free of clutter, with a nice kitchen. We are especially grateful for pet-friendly hosts, and Laurie's place was truly excellent. Even non-pet people should find the space very suitable. There are no signs that other dogs had stayed there, the space, furniture and linens are all very clean. Great host, great place!

I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!

We must have passed the residence hundreds of times going out Montauk over the past 40 years. What a hidden gem. We were so fortunate to have the opportunity to stay at this location. The home was very well appointed, tidy and clean. What a gem of a home, even in the off season. We would love to return.

What a beautiful home. Centrally located, nicely kept, bright with light and full with spirit. Never stayed at a place with such a nice kitchen— do many cooking tools, machines and spices. We felt at home. Many little beautiful objects … and candle lights that make it a cozy place to stay. It was wintertime, so we did not use the pool. Must be so much fun for a big family or a group of friends to stay there in the summer. Rhonda and Kathlyn got back to us fast and stayed in contact during our stay. A great getaway from The City … 🌿