Holiday rentals with outdoor seating in Southampton

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!

Second time at this Airbnb and our whole group was very satisfied again. Very clean, great location, spacious house. All working amenities, clean linens, and plenty of towels, etc. Great location to get to Main Street!! Thank you David, we will be back.

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!!!

Had an amazing stay with my business partner. Farms around the area and proximity to multiple Hampton towns was ideal(5 mins from Southampton). Great stay, 10/10 recommend.

I do not even know where to begin.We had a last minute change from our other booking and was completely stressed but Harris came in and saved the day with making it so easy for us to book his house last minute.From the minute we arrived to the personalized note with fresh flowers to having every product we needed in the bathrooms .The home was beautiful and very homey and enough space for all of our guests .The location was fantastic and we can’t wait to come back .Harris was the best host and my daughter had the best week .If you are looking for a fabulous house with a great location look no further .Harris ,we can’t thank you enough.We will definitely be back .

Our group of 4 had a great stay at Riley’s! Location was super convenient, check in could not have been easier. We loved sitting on the deck outside and making an outdoor fire. Thanks for a great stay!

We had a wonderful two-night stay at Xiao's beautiful home! It was absolutely perfect and exactly as described in the listing, if not better. We especially loved the tranquility of the neighborhood and the incredible spaciousness of the house. The private beach was a true gem – just a short, easy drive away. Highly recommend!

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!

We had a great weekend at Nicholas’s place. It was very peaceful in the woods, and we enjoyed using the record player and looking through the books spread throughout the studio. Nicholas was very responsive when I texted with questions and we used his provided recommendations to find breakfast and dinner. We’d definitely stay here again!

Claudias place might be my favorite air bnb I have stayed at. She has EVERYTHING you could ever think of! The kitchen is stocked with supplies and coffee, which I really appreciated. It was extremely clean and so cozy and felt like your own little space. It is comfortable, private, and a perfect get away from the city. Great for visiting Hamptons if you have a car! Also love her recommendations. I would come back here again and would recommend it without reserve!

I love this place. Perfect but what we were looking for. Walking distance to access beach. Overlooking the pier. Very clean and check in with.

This was a very comfortable place to stay. Located conveniently close to the North Ferry. It’s above the local bookshop and has a wonderful balcony overlooking the town. Beds were comfortable, showers got nice and hot with good water pressure and couches were comfortable as well. There is also a great coffee shop right across the street. We loved our stay here and we are looking forward to booking again in the future. Highly recommend.

Amazing place. Sally and Eric were great. Even gave me pointers on where to catch pickleball in the afternoons after a long beach day. 100% recommend.

The place was very nice clean and peaceful I really enjoyed it.

Great venue. Hope to be back next year!

Kate & Janelle were exceptional hosts. We had a minor technical issue upon arrival and Janelle was immediately available to help us troubleshoot. This beachside condo was the perfect place to stay for a long weekend. The space was spotless. We loved the decorations and ocean view. The highlight, without a doubt, was the east access to the beach. We can’t wait to come back!

Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

We had a great stay at Julie’s place. There was a slight hiccup with check-in times but Julie was very communicative and sorted it out promptly. The place itself was great, beautiful waterfront views and a private beach. The weather wasn’t the best but we still made the most of it. The apartment was compact but big enough for 4 adults.

My husband and I had a great stay at Doug’s condo! The unit is in a great location with beautiful views. Parking was super convenient and Doug makes check in a breeze. We enjoyed staying bay side and visited the restaurants nearby which are walking distance! We would definitely return and stay here again.

We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

Jeff's place has a lot of character and is spacious. The setting is excellent, near the water, with Satterly Landing right down the road. We enjoyed our stay.

We had a great stay! Instructions were clear and the home had everything we needed.

Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!