Holiday rentals with outdoor seating in Greenport West

We loved our night and found it extremely relaxing. Our hosts did everything they could to make our stay the best it could possibly be. Would definitely recommend!

Absolutely lovely home with so many details. Fully equipped kitchen. Spacious backyard for our pups to run around. Super cozy sofa & bedding. We had everything needed to cook yummy meals. Exceeded our expectations. Highly recommend! We’ll be back!

Wonderful weekend stay. Charming.

Luigi was an excellent host, super responsive and a pleasure to interact with. The house is beautiful, super clean and well appointed. The beds were very comfortable and created the perfect sleep environment. Close walking distance to all the Greenport activities. I would absolutely stay here again and highly recommend staying here.

Dave was an amazing host. Incredibly responsive, everything was clearly communicated, and very helpful. The house was perfect for our family--great location near the beach with shops/restaurants nearby. Highly recommend!

had an amazing time staying at Jessica's house. the place is close to everything, very convenient. Jessica is very quick to respond and flexible with check in and check out. Will definitely come back

This is one of the most soulful places to stay on Long Island, Greenport, our second visit. A true family gem with laidback vibes and stylish features.

We had a lovely stay at this home in Greenport! The location was perfect—close to everything we wanted to explore—and the decor was charming and thoughtfully done. The house was clean, well-kept, and the beds were very comfortable, which made for restful nights after busy days out. We didn’t spend much time in the house since we were out and about, but it had everything we needed. Overall, it was a great home base for our trip!

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!

Wow!!! This is the nicest airbnb I have ever stayed in. The property is beautiful and peaceful, surrounded by trees with lots of privacy. The cottage itself is immaculate (I’m very particular about cleanliness). The dining area is stunning with skylights and beautiful trees outside and great light! The hosts were also so welcoming and friendly, they included so many nice touches for my baby including a pack and play/travel crib, diaper changing area, and toys! I hope to stay here again every time we come to this area!

It was such a pleasure spending a weekend in Claire’s studio. The studio is very clean and comfortable, and my wife and I particularly appreciated the kitchenette, which allowed us to prepare a dinner one night and make our own pour-over coffee in the morning. We also loved hearing the birds as we woke up in the morning. And the location is terrific—an easy walk to the Southhold town center and a quick drive to other surrounding attractions like Greenport, nearby beaches, and wineries. Highly recommend!

Lovely town and environment. Very spacious and fully equipped apartment. The two bedrooms are separated from each other by the big kitchen, a little reading room and the living room…so good privacy. Two TVs. Comfy beds! The small town is an easy and pleasant walk. It’s a ground floor apartment under the owners house, so be prepared for the patter of little dog feet above. We did not see the owners but communication was terrific. Great place to stay in the vicinity.

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!

Great venue. Hope to be back next year!

Lori's place lived up to all of my expectations. It was very comfortable and well appointed. While it is right in the center of the little village, it still maintained a great sense of peace and privacy. I highly recommend this place as a lovely respite in the charming town of Chester.

My family and I felt at home at Kevin’s listing . He was very responsive and respectful . The listing was as described and surpassed our expectations. I accidentally left some thing at the Airbnb and when I reached out to Kevin, he was able to return it back to me via USPS not many host will go above and beyond for me like Kevin did I highly recommend his place and I know that anyone that stays will enjoy and love it.

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 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

Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.

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.

This was such a beautiful place. I was surprised with how much space there was. Me and my family very much enjoyed our stay.

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!

What a perfect place for my girlfriend and I to celebrate her birthday. Michael’s place is beautiful, modern and extremely clean which is an absolute must for me. Also, he was very proactive in communicating and was great to work with. I would highly recommend the place and Michael overall, as a host. It was just a great experience all around and we had a phenomenal weekend in Mystic!