Holiday rentals with outdoor seating in Cutchogue

Everything was perfect for our girls weekend. This is the 3rd time we’ve used Laurie’s house and there’s obviously a reason we keep coming back. Can’t wait to go again.

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!

We had a wonderful stay at Ellen’s place. The house was beautiful and well appointed with anything you could need - it made us feel right at home. The backyard was gorgeous and relaxing. We were traveling with a toddler and Ellen made sure we had everything you could need for a child. The house had lots of room and was extremely comfortable. The neighborhood was beautiful and it was a quick drive to plenty of things to do. We could not have been happier with our stay!

We thoroughly enjoyed our short stay. The house was comfortable, clean, well-stocked, and conveniently located. We didn't have enough time to enjoy the backyard but it looked fantastic. Check-in and check-out were easy and straightforward. Would absolutely stay here again.

Absolutely loved our stay and the hospitality of the host, Kate. The house was very nice and the property is very private. Highly recommended! Thanks Kate!

Perfect location. Great neighbors. Nice backyard. Close to Macary vineyards

My two girlfriends and I stayed at Marianne’s house for a weekend escape, and it was absolutely perfect! The house was clean, cozy, and easy to find. I especially loved the peaceful morning walks to the nearby coffee shop. Marianne was incredibly responsive and offered great recommendations for things to do in the area. Thank you so much, Marianne – we had a wonderful time!

Wonderful stay - perfect house. Walk to local attractions, clean, comfortable and cute. Exactly what we needed. Would love to come back. Thank you!! 🙏

Cozy, well appointed apartment on a tranquil property in the woods. Short drive to the woods and to downtown Sag Harbor. All in all, a great pied-a-terre for our week in the Hamptons.

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.

We had a great stay. The apartment is even nicer than the photos can show, especially the high ceilings, and it's an easy walk to anywhere in Greenport. Amanda has provided every amenity you could need, including a full laundry. There's a very nice coffee maker, so don't forget to either bring coffee or K-pods (it takes either). Amanda was very responsive to any questions we had. If you're a breakfast person, Crazy Beans was a great classic diner spot, and we had a great Mexican lunch at Lucharito's.

Jason was a great host. Very responsive to any questions we had while staying on Shelter Island. The location is great - easy walk from the North Ferry and central to great restaurants. Airbnb was exactly as pictured. Would definitely stay again! Thanks again Jason!

Great place , nice people , very commucative, place has everything you need , clean , and felt home , definitely will come back again for great experience

Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!

Wonderful and cozy apartment! We were in town for a wedding and needed a clean and safe space to make home base. This was perfect. Would absolutely stay again!

John and Cathy are amazing hosts. This was our second consecutive summer stay in their condo and it does not disappoint. The place and the amenities they provide are amazing and they are a wonderful couple who respects your privacy but are there for anything you need. I recommend anyone to stay here and know they would want to return. Thank you John and Cathy for making our second summer with you a fantastic vacation!

We very much enjoyed our stay at the Cliffside for our wedding weekend! Alice was very flexible with us, which we appreciated because getting married is chaotic enough LOL. Would highly recommend staying here. The unit was spotless and had a wonderful view. We could not have asked for a better stay!

I cannot say enough good things about Michael's place. He was amazingly responsive and incredibly generous in how well-equipped the space is - everything is luxurious and the fridge is stocked! For as nice as it looks in the photos, it is even larger, brighter and more welcoming in person.

We loved Montauk - low key, wild and upmarket at the same time. This apartment was perfect, super quiet yet near everything and loved seeing wild deer from the terrace

Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would 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.