House holiday rentals in Wainscott

Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

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!

Matt’s home is fantastic. Just a few minutes from Sag Harbor made it so wonderful because we love the quaintness of Sag. And also just 5 minutes from East Hampton. Great location. Excellent house and lot— beautiful pool and family had a great time. Matt was responsive, kind, made wonderful local recommendations (including awesome burger in Sag Harbor!)… definitely would stay again and highly recommend!

Our hosts were amazing. They responded quickly. They were very welcoming to us and provided easy-to-follow instructions. The location was great and the house was lovely. I would definitely stay here again.

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

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++

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

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!

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.

Great place for a small family. Short walk to town. Quiet and private backyard for hanging out by the pool. Eric and his team were very responsive to all of our needs. We would stay here again.

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.

The house and gardens are beautiful. We enjoyed the outdoor deck with grill and pool, as well as the outdoor seating at a table with gas heating on it. Inside is wonderful, as well. Well equipped kitchen. Nicholas was very responsive and addressed our needs quickly.

Perfect house, exactly what we needed and so close to everything. Will definitely come again! Also Dan was an amazing host and super responsive and helpful!

Beautiful cozy house and accessible to the town and beach. Highly recommended!

Had a lovely time in the Hamptons! Tasha was an amazing host- easiest check in/out, very responsive, and gave great recommendations for places in the area. Would love to stay here again!

Wow! Brian's place is great. Extremely convenient location. Lots of space for guests. Brian was extremely responsive and answered all the questions I had throughout. The next time I go to Sag Harbor, I'll definitely book this place. Thank you for hosting us!

It was a lovely stay. Great location. House felt like a home and had great vibes.

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

My friends and I booked Renee’s place for a relaxing getaway weekend. The house was exactly what we needed, clean, private, and full of everything we needed. Renee was responsive and flexible and overall just a wonderful host. We would stay here again in a heartbeat!

Had a wonderful stay at Maher’s home for a long weekend. The house was spacious and comfortable and we really liked the location. The backyard has a nice deck and outdoor shower! Maher was extremely responsive and helpful all weekend. Would definitely stay here again!!

This was such a great stay for our family. The smart TVs were great for my toddler, we were super close to town and Montauk, the kitchen was very useable. The Springs area was new for us but it was such a great vibe. Wish there was an option for daily pool cleaning/maintenance, but not a must have. The pool could also use some work around the perimeter. There’s a lot of dirt and debris built up from the surrounding trees that my son (2 year old) was getting into. Without kids, this is no big deal. Overall the pool was great and we enjoyed the heating and got in everyday. My dog (35 lb labradoodle) was able to get under the deck which was fine, but we just constantly checked for ticks to assure he was okay. No issues there. He loved the huge yard the same way we did.

I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!

This is the second time we've stayed at Veva's home and it will not be the last. The home is nestled beautifully in a quiet neighborhood. Sitting outside is tranquil and relaxing. The home is beautifully furnished and extremely clean & well maintained. It is private with ample space to park. In a matter of minutes, you can be in Sag Harbor for dinner, at the beach, or take a short drive to Montauk. The location is perfect for anyone looking to get away from the hustle and bustle of everyday life but still close enough to all the great locations and activities the Hamptons have to offer. We will be coming back for many years to come.

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!