Pet-friendly vacation rentals in Wainscott

We had an amazing stay at this house. The proximity to Carissa’s was perfect for a daily coffee run. And the kitchen was incredibly well stocked and spacious for cooking all of our other meals. The house feels even bigger than it looks in photos with lots of room for a group to gather, eat, and hang out. Benn was super easy to communicate with throughout the whole stay. Highly recommend!

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.

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!

In all my years using Airbnb Kim is by FAR the most warm and welcoming host I’ve worked with. Her home is the perfect beach cottage escape. Unfortunately we had an emergency and had to change our plans- Kim couldn’t have been more gracious and understanding. We didn’t get to relax and explore but the entrance to the beach looked picturesque and I absolutely plan on booking Kim’s place again.

Just returned from an awesome stay at Travis’s cottage. Travis and Morgan are great hosts and were very helpful with providing local suggestions and prompt communication. The property is great and was the perfect home base for our first trip to the North Fork. The location is ideal: quiet, charming, and centrally located to everything (wineries, beaches, breweries, farms, and great restaurants in Mattituck and the nearby towns). As a family with two young kids (6 y/o and 18 months), the fenced yard was a huge bonus - private, peaceful, and perfect for relaxing while the kids played safely. The house itself is cozy, clean, and full of character. We’d absolutely stay again on our next visit to the area.

We had a great time at Betsy's place. The home was beautiful and had an artistic charm, even better in person than in the photos. The location was perfect - close enough to town and yet felt private. We had a great time and would highly recommend this place. I'm looking forward to being back here in the future.

Claudia was very responsive and the house was so cozy! Would definitely book again and next time with my pups 🐶

This was our 2nd stay at this property and everything was great once again. We look forward to staying here again on our next trip to the Hamptons! The host is always responsive and quick to help if there is a problem! Thanks for hosting us, see you next time!

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.

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.

We stayed for our honeymoon - long weekend and first time Hamptons visitors. Very clean, organized and cozy space with nice decorations. All amenities listed were available. We really enjoyed the hot tub and firepit, very peaceful and private area. You should have a car to get around to restaurants, shops, and other outdoor activities. Lots of areas were walking, bike, and scooter friendly. There were so many beautiful views of the water!! Would stay here again, great value.

Our recent stay at this Sag Harbor was absolutely delightful! The house was charming . We felt at home in the beautifully decorated and its well-equipped. The kitchen had everything we needed to prepare meals, and the living area was perfect for relaxing after a day of exploring. The location was ideal – a peaceful retreat yet just a short drive to the heart of Sag Harbor village with its lovely shops and restaurants. We also appreciated the proximity to the beaches.the pool are is like a mini resort! We will be back for sure.

We had the best weekend! The place was safe, clean and easy to find and close to all the local shops. There was no hose to clean off the outside chairs so that we could lounge and the Pool did need some cleaning (the scooper there was broken) but we did what we could! Minor details honestly. All in all I give 5 starts because the host was fantastic and the home was beautiful. Hope to stay there again in the future!!!

We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

This house is located in a beautiful neighborhood with plenty of beautiful trees. There is no house next door, only trees, which makes it nice and private. Our dogs loved the back yard which has a beautiful pool, although we were not there for pool season. There are views of the outdoors from almost every room which makes you feel immersed in nature. Also, very conveniently located to shops and restaurants in East Hampton and Sag Harbor. The host was super responsive and super friendly which we greatly appreciated. Would definitely stay here again.

Our stay was great! The house was adorable and fit our style. The pool was awesome to be in and lay by. They gave us so many good recommendations. Highly suggest you book this house for your trip to The Hamptons.

From the beginning of my booking Adam provided a real friendliness to ensure we had a great visit. Went the extra mile to help with getting situated with a 2 year old...and I would recommend this place to ANYone. It was perfect beach vibe with an amazing pool, great bikes/chairs/etc for enjoyment...and it's a 5 min walk to town (for the true Montauk experience). Loved it and thank you Adam!!!

We had a wonderful stay! The master suite is huge and the bathroom is dreamy. We didn’t really use the backyard bc it was winter but it was great for our pup! Kitchen was small but did the job (no microwave). We had issues with streaming on the “guest” accounts but we always travel with our own firestick so we were fine. The beds were super comfortable (firm memory foam type) but it was quite bright in the upstairs bedrooms in the morning bc several of the windows had no covering so if you need a blackout situation for little ones pack accordingly. We were able to put the provided pack and play in the closet which was fine for us! We would definitely recommend and return!

We had a wonderful weekend at the cottage! It is so darling, walkable to the main Amagansett drag, lovely yard and had everything we needed. It was cozy in the rain and great for sitting outside on a nice day. The house was perfect for three adults and a dog, but you wouldn't want any more than that in the space I'd say. Will be back!

Super quaint and cozy stay for my husband, myself, and our dog. Qiana and Chris were sooo responsive and helpful (I asked them for a few extra items while we were there). Very clean and had exactly what we needed. Thanks very much for an awesome stay!

My friend and I had the most wonderful stay at Carey’s beautiful home. It looks just like the photos and is the perfect charming stay for 2 friends or couples. The location is fabulous—about 10 minutes to all the attractions of Southampton but also very secluded. We loved walking to the beach at the end of the road, visiting Lunch for Lobster Rolls, taking tennis lessons close by at the water mill community center, and even driving about 20 mins to Sagtown coffee in Sag Harbor. On sunny days we enjoyed reading our books out by the water. Carey was a fabulous host and was extremely communicative from the minute we booked all through our stay. For any minor things that needed attention (like a changed lightbulb or sticky doorknob), she had a lovely local handyman come by within a day, all the while communicating with us to ensure it worked with our schedule—what more could you want from an Airbnb host?! We can’t wait to hopefully return soon.

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!

The place was just what I needed, it punches above its weight class, and had the right accommodations. More importantly, the host is super responsive.

This place was cozy and quaint. We were only missing a can opener! You too will like it! I would stay here again