House holiday rentals in Sag Harbor

Michael’s place was amazing, means a few friends stayed this weekend for my birthday. He was always willing to help and very accommodating! The house itself is so beautiful and had everything we needed! It was our first time in The Hamptons and he gave us tons of recommendations!

Great spot in Hampton Bays! The house was as described and in a very cute and walkable neighborhood. Super close drive to the beach and a couple of local restaurants and eateries. Loved how private the spot felt too! David’s done a wonderful job with the backyard, so you get the comfort of having close neighbors without the intrusiveness. Pool was awesome. We definitely enjoyed it!

Went with a bunch of my girlfriends and had such an amazing time! Lisa's home was amazing and we all felt right at home! So happy that it was a common ground where my girlfriends and I were able to gather around and create unforgettable memories.

We had a lovely weekend at Rachel's cozy abode! The home was perfect for a few of us working remotely for the week. We were able to enjoy the peaceful backyard & pool and the house was stocked with all the kitchen essentials we needed to cook a few meals at home. The location of the house is also great--we enjoyed the quick drives to nearby beaches and our dinner outings. Rachel was communicative, kind, and responsive. We hope to be back for another getaway in the near future!

An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!

Dewey’s place is such a dream! Everything is freshly renovated and just feels so crisp, clean, and stylish. You can tell so much love went into the design it’s the perfect mix of modern and cozy. We felt right at home the second we walked in. The kitchen is gorgeous, the bathrooms are spa-like, and every little detail was just so well thought out. Dewey was the sweetest host super responsive and made everything totally seamless. The location is amazing too quiet and peaceful, but still close to all the fun spots (beach, town, restaurants). We didn’t want to leave! Already planning our next trip back. If you’re thinking about booking, do it you’ll love it just as much as we did!

Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!

We had an outstanding stay! The accommodations were exceptional—beautiful, spotless, and incredibly comfortable. Everything was thoughtfully prepared, and it truly felt like a home away from home. Francesca was fantastic—quick to respond and very helpful throughout the stay. I couldn’t have asked for a better experience and would absolutely stay here again. Highly recommend!

The house was so cozy and comfortable and well stocked. I didn't even miss not having a tv. there are games, records to play on the record player, and plenty of kitchen utensils and spices to experiment in the kitchen. I enjoyed relaxing by the fireplace and walking in the neighborhood. You will need a car to be able to access restaurants and shopping, but it was a short drive. It was exactly what I was hoping for and would return again.

Claudia's cottage exceeded my expectations. We were greeted at check-in. Everything was clean and so welcoming and cozy. I loved the loft upstairs and is comfortable to sleep in. It is tucked away from the street with a small yard surrounded by trees for privacy. Across the street is a cafe with great healthy pre-made food options. It is about a 10 - 15 min walk to the waterfront with all the shops and restaurants. We were there for the Hampton Classic and it was only a 15 min drive to the showgrounds. Terrific week overall!

Daniel’s home was absolutely wonderful. Myself and my guests felt right at home, and we enjoyed every amenity of the home. His communication was great, and we would be happy to stay again with him/his property!

Ashley’s location was amazing and the entire layout was efficient. The automated blinds and Sonos wireless surround system were amazing highlights of the property. The hot tub worked flawlessly and the amenities were well stocked. Ashley’s house is well stocked to host a private dinner party for guests with the large prep sink and counter areas. The newly renovated kitchen cabinets all had slow closure mechanisms and the dual oven microwave was a nice touch. The dual shower head in the downstairs bathroom was a useful amenity as well.

Our family of four just had a very nice stay. The house is located in a pretty part of the Springs near Louse point. We enjoyed making meals in the well equipped kitchen and eating outside on the patio. And when we were too lazy to make food there are a lot of convenient options nearby in Amagansett or the Springs.

This is the second time we stayed at Kim’s. It was another pleasant experience. Kim is responsive and easy-going. Her home is welcoming and very dog-friendly. We love that Kim has beach access and it is walking distance. The convenience of her home being close to Southampton and Sag Harbor restaurants and shops is a plus. Thanks for having us, Kim. We will be back. xo - Dave, Sasha & Ginger.

This house was even better than I expected ! The pool was big. Perfect for a weekend with friends/family. Peaceful. House was well equipped with everything that we needed. Clean. Fast WiFi. Close to Sisi restaurant which is stunning. I enjoyed my stay here. Highly recommend it! A++

We had an amazing stay as usual. Thank you for allowing us to use this wonderful home.

We are repeat customers to Fran's house. It is perfect for us. Fran is a wonderful hostess. She is friendly, highly responsive and helpful. The house is pristine and very comfortable. We look forward to coming back year after year. It has everything you could want in a vacation rental.

The house is beautifully nestled on a quiet street. We spent five days at the house and very much enjoyed our time there. James was quite responsive to several questions that we had.

Super convenient location within a short walk to lots of amenities. Also, a very cute old house which was well stocked with all the necessities. My only note is that internet was a little slow for anything other than basic email and web browsing.

We rented Nick’s place for a long overdue weekend of friends getting together from different bits of the world. The house is conveniently 1hr45mins from JFK and an easy drive from the city. The house was very spacious and perfect for a long weekend. Nick was very responsive and truly went above and beyond trying to get the pool working off season for us. The property is about a 10min car ride from the Southampton Main Street with loads of good restaurants. We also really enjoyed the sauna. Thank you Nick!

Thank you for the stay! We had a wonderful time the location is great!!! We hope to come back and stay again in the future.

Carin’s house was peaceful and relaxing. We stayed a short weekend and was great for what we needed. Large space, enough room to stretch out with our toddler. Beach towels and blankets were a nice touch, and bath robe for me and my little were a fun after beach treat. One thing of note, we are sensitive to dog allergies and some of the bedding did have some traces of dog hair. Just wanted to make sure others might know, I probably should have read the listing more clearly that it’s dog friendly.

We had the best stay! The house is exactly as pictured - chic snd clean - and the back yard and pool are fabulous! Walking distance to town, and 5 mins from anything you’d want in the Hamptons. Wedrich is incredibly responsive and helpful with everything. We had the best stay! Couldn’t recommend more.

Spent to my birthday here with my husband, dogs and toddler. Had my gender reveal birthday cake, outback under the sunset. Truly magical.✨ The backyard was ideal. Was able to tie the dogs to the deck with a 20 foot leash. It kept them contained to the backyard & away from beach goers on foot and other dogs. The dunes kept the backyard private you’re not staring at your neighbors. Felt so secluded. I also have some mobility issues and you couldn’t ask for an easier way to enjoy the beach & get your toes in the sand. The house & deck are spacious and easy to navigate with a walker. Was able to add extra days to our stay. Would 100% stay here again.