Holiday rentals with outdoor seating in Greenport

Mike and Danielle were gracious hosts. I encountered an issue with my stay that they took care of with no issue and were very communicative throughout the entire process. Additionally, they’re amazingly accommodating.

Aida’s house is very nice place to stay for a getaway in the Hamptons. Amazing outdoor area. Great for traveling with kids. Aida is a great host!

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

We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!

Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

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!

We had a great stay at Stephen's house in Greenport. The house was absolutely beautiful, there was plenty of space, and it had everything you could possibly need for a great stay. You can tell the house is cherished, lived in, and cared for by the owners. The location is perfect and the town of Greenport is full of amazing restaurants, beautiful sights (who knew it was full of gorgeous cherry blossoms?), and there are many things to do in the area.

We loved staying at Nick’s studio. The space is decorated beautifully, spacious with great light. Has everything you need. Location close to Sag Harbor and other places is very convenient too. Nick was also a very gracious and responsive host. Would love to return!

this was my first time staying in an air b&b and let me tell you. the vibe here is amazing! so cozy the host is so friendly and sweet. its very zen. the bathroom is beautiful i love the shower lol. I will be booking again.

We enjoyed our stay at Samantha and Robert’s place. Convenient location, close to downtown and the beach. The place is spacious and cozy. Samantha and Robert provided us with everything we needed.

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!

The photos don't do it justice—this charming place is even more spacious than it looks online. The vintage decor added a cozy touch that made us feel right at home. Highly recommend!

Claire's place was the perfect spot for a weekend getaway. It was very clean, cozy and nicely situated on a peaceful street in walking distance to the LIRR train station, the main street in Southold, and a lovely beach with stunning views of the Shelter Island Sound and its surroundings. I would definitely book again!

Alisa and Lena were excellent hosts and very welcoming! The place was perfect and thoughtfully organized. Everything is as described. Although upstairs you do have a lot of privacy and even a patio space to sit right outside your door. I hope to return when I’m back in town for business again. I would definitely recommend this place to anyone staying in the area.

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!

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

Mia’s place is excellent. Exactly what the listing describes and more — Mia is a great host and super attentive despite us being a last minute booking, she even helped us through a tough time late in the day when I thought my daughter’s stuffie had been picked up by the maid service. Above and beyond!

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+

Had a relaxing weekend in Greenport and absolutely loved this condo. The water views were perfect and it was a short drive into downtown Greenport for excellent restaurants and shopping. Would absolutely 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.

lovely 2 bedroom with gorgeous water views from two roomy terraces , nice to wake up to the breeze of the water and the unspoilt natural surroundings of the wild sound. Thomas was a great host and very responsive