House holiday rentals in Greenport

Ashton’s house a very comfortable and extremely clean home. It is spacious, allowed tremendous privacy and met our needs perfectly for an amazing family vacation. Everything was just as explained with no surprises. Great stay and a very accommodating host.

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!

Excellent spot for family and extended family. Peaceful and well appointed. Lots of nice updates and comfortable. Games and pool made it so fun.

Maher’s home is so elegant and mid —such great taste. He was such a kind host and so very easy to communicate with. The pool was lovely and the garden and back so pretty. We had a brilliant time! Thank you.

Our hosts were amazing. They responded quickly. They were very welcoming to us and provided easy-to-follow instructions. The location was great and the house was lovely. I would definitely stay here again.

We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

We had a fantastic stay at the Floating Barn! The home was exactly as described—clean, cozy, and uniquely decorated. Everything we needed was provided, including a fully stocked kitchen, pool towels, and fast Wi-Fi. The location was perfect—quiet yet close enough to everything. We especially enjoyed the saltwater pool and guidebook recommendations, including Country View Farmstand (amazing pies)! Andrew and Elizabeth are incredibly responsive and made check-in seamless. You can tell they truly care about their guests’ experience. I’d definitely recommend this spot to anyone visiting the area and can’t wait to return!

Erica and Janson's place was perfect for our group of eight to attend a wedding in the Hamptons. You cannot get closer to the North Ferry to Shelter Island and there are many restaurant and shopping options within walking distance... the pizza place next door is open late, PORT restaurant (across the street!) is great for waterfront drinks and dinner. While we didn't use it, the LIRR station from Manhattan is also 500 feet from the front door. Ample parking was appreciated and the place was spotless. Thank you Erica and Janson!

We had a fabulous stay at this adorable cottage. It had everything we needed and more. Great spaces indoors and out to hang out, walkable to one of our favorite wineries, other wineries & restaurants close by. Appreciated having a tandem kayak to use & explore Goose Creek. Enjoyed watching birds, including Baltimore oriole parents in a nest in the backyard. Would return again. Thank you!

Luigi’s house in Greenport is the perfect place to stay for a getaway. We had a party of 6 and it had plenty of room. The house was well appointed with everything we needed to BBQ at the house and enjoy the large deck and backyard. There were beach towels and chairs for a beach day. The beds were comfy and house had an open layout for us to enjoy time together. It is a quick walk into town and the docks to explore Greenport. Luigi was very helpful in answering my questions and providing recommendations. Can’t recommend this place enough. We hope to be back!

Quiet, clean, comfortable beds, reasonably convenient location in a residential neighborhood a couple of miles from the center of Southold. We had a nice stay, and would return again. Hosts very responsive to questions and a request. The nearby walkable (one mile) bay beach is nice for children (pricey permit required for parking, as at other nearby beaches except for the $8 state park). Fenced in yard for the dog. Plenty of off street parking at the door. Shady front yard, sunny private back yard. Recommended!

Clean, spacious, and convenient walk to town and beach.

Paul was a great host. We had a few questions and he was extremely responsive and helpful each time. The home is beautiful, peaceful, and had a wonderful view of the water.

we loved this place! Beach was so close walkable, the house was perfect for our stay. Host is super responsive. House had all the amenities we needed, beautifully tastefully decorated. We loved our stay

Me and my family will come here again and again D Adams

Loved Kenneth’s house. Perfect for my wife & I to get away and explore the north fork for a weekend. Great location Private house Clean Comfy Walkable to Kenneys beautiful beach sunset Drivable/uberable to key winery or Greenport locations if needed Exactly what we were looking for as a mini couples getaway Would highly recommend; likely a returning customer Kenneth was responsive and pleasant with clear instruction 5 stars!

Had a great stay at Venetia’s. The house is located within easy walking distance to the water and downtown. The street is surprisingly busy but we still enjoyed the screened-in front porch. If you have a dog, the backyard is large and would be great. The kitchen is fully stocked and has everything you’d need. We enjoyed our stay and the easy check-out was much appreciated.

We had a wonderful stay in North Fork, Long Island! The area is absolutely charming—peaceful, scenic, and full of character. From the beautiful beaches and vineyards to the local farm stands and quaint towns, everything about the North Fork feels like a perfect escape from the hustle of daily life. The Airbnb itself was clean, cozy, and exactly as described—if not better! The kitchen was absolutely amazing! The host was incredibly welcoming, responsive, and made sure we had everything we needed for a relaxing stay. It was so easy to communicate with the host and I received many recommendations regarding things to do in the area as well as local dining establishments to try. We especially loved how close we were to wineries and local restaurants. Highly recommend this spot to anyone looking to enjoy the natural beauty, fresh air, and small-town charm of Long Island’s North Fork. We can’t wait to come back!

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!

House was perfect for our quick And easy family get away. Would certainly Stay again and recommend

Just like the photos. Very close to lots of activities. Host was friendly and proactive.

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!

This is a very clean and comfortable house with good quality linen and towels. There is minimal clutter and the place is well furnished with everything you need in the kitchen. The house gives off very good vibes. The view from the French windows across the deck to the little bay is exquisite. All in all, highly recommended.