Holiday rentals with outdoor seating in Greenport

We loved our stay at Deborah and David's home. The house was perfect for our family, so clean and well equipped. It is even better than on the photos. And what an amazing backyard for the kids!

Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

Mary’s Greenport home was a wonderful oasis during Spring Break! We loved waking up to rabbits hopping around the backyard in the morning. We enjoyed firing up the grill and sharing a meal outside. This is definitely great place to book if you have kids who love being outdoors (the yard is completely fenced in!) we loved being in close proximity to great shopping, beaches/parks & restaurants. We would love to visit again in the summer. Thanks for everything!

Our family spent a great weekend here. There was plenty of rooms for everyone to have their own, and everything was clean, cozy, and comfortable. The home was exactly as shown in the pictures and everything we could have needed was there. The hot tub was lovely both nights, and the pool area looks pretty though was not yet opened for the season. This is a perfect spot to bring your family, to relax, and enjoy all that the Hamptons, and Hampton Bays has to offer. We hope to return soon!

My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!

Beautifully kept home! From check in to check out it felt so easy. Island Poke that the hostess mentioned is worth a try! Would definitely recommend this spot! AND this hostess! 10/10

We loved our stay in Westbrook! Mia's lovely home exceeded our expectations in terms of decor, furnishings, cleanliness, comfortable beds, and well-stocked kitchen and bath ... all in a quiet and private setting. The house was especially well-situated for us. We had tickets for a special theater performance at Gillette Castle one evening, and then had to be in New Haven on the next day. All were easy drives. And, there are amazing fine dining options nearby. We'll definitely try to book this wonderful place any time we have events in the area. Thank you, Mia, for a magical Autumn weekend in Connecticut!

Viviana's place was the perfect stay. It was incredibly clean and included everything you could need. We traveled with our 1-year-old and there was a pack-n-play already setup for him. We felt safe, welcome, and really enjoyed our stay. We appreciated the private entrance, private parking, and clear/detailed instructions. I cannot recommend it more.

Edward was a gracious host, quick to respond too. I and my parents enjoyed our stay there. The house is beautiful, with an awesome backyard, where we spent slow mornings sipping tea and watching birds enjoy the feeder. I would come back here if I was in the area.

The apartment was super clean and spacious! Has everything you need. Walkable to town and in a quiet neighborhood. Would definitely recommend Amanda’s place and would 100% stay here again!!

Great spot! Very walkable. It's also a great layout if traveling with small children - there is a separate meditation room upstairs that was perfect for setting up our travel cribs. Would stay again!

Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!

Best Air Bnb I’ve ever stayed in! My stay was amazing! I, along with my kids felt right at home. We did NOT want to leave and wish we could’ve stayed longer. Check-in/out instructions were very simple & detailed. The place looks exactly the way it does in the pictures. I wish I could buy this unit lol! We loved the skylights and central air features as well! The plants were beautiful! The only thing I’d suggest is more wash cloths as we had only one and there were 3 of us. The iron may need to be replaced as it got extremely hot and burned a hole through my son’s dress pants! Lastly, if you have ambulatory issues, this unit is on the third floor so just an FYI! All in all, I loved the place and will definitely be back! SN: Shelley was very attentive, responsive, and engaging! Great host! I highly recommend! ⭐️⭐️⭐️⭐️⭐️

I had the pleasure of staying at Rosaria’s apartment for two months, and it was an amazing experience. The place was spotless, well-equipped, and had everything I needed for a comfortable stay. Rosaria herself was incredibly kind and helpful, always making sure everything was perfect. I highly recommend staying here to anyone looking for a great place. Thank you, Rosaria!

Lovely, clean, comfortable, well-designed space. Hosts are friendly, responsive, and respectful of guests’ privacy. Would stay again!

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!

Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway

Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!

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.

Thanks Lauren! We enjoyed your lovely place!

The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.

The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

We had a great weekend and would definitely recommend this place for a family trip, girls weekend, etc.