House holiday rentals in Orient

This was the perfect spot for what we were looking for as my son graduated from Conn College. The host was very responsive to my questions and flexible with check in times which we needed. House was exactly what was described and we had a wonderful time. Thank you!!

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.

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!

Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

We had a lively stay at David and Michiko's place. It was a perfect little getaway for 2 young familes of four. The pool was great, and it was a short drive to the beach. Lots of great restaurants around also!

We had a lovely weekend at Rachel's cozy abode! The home was perfect for a few of us working remotely for the week. We were able to enjoy the peaceful backyard & pool and the house was stocked with all the kitchen essentials we needed to cook a few meals at home. The location of the house is also great--we enjoyed the quick drives to nearby beaches and our dinner outings. Rachel was communicative, kind, and responsive. We hope to be back for another getaway in the near future!

Ben is a super host. His home is absolutely beautiful and well managed. His thoughtful recommendations and well timed check ins and reminders were the height of polished professionalism. We felt right at home, down to the bins of toys in the living room that our toddler and baby played with every day.

This house was PERFECT for us - four women returning to their college for their 45th reunion. The beds were comfortable and the neighborhood was quiet. The house was extremely comfortable. Carlos was responsive and helpful. We would definitely return to this house.

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!

Cannot say enough great things about this house. I’ve stayed in many AirBnBs and other home rentals over the years and this was one of my absolute favorites. The house is beautifully updated and was extremely clean. The kitchen and bathrooms are gorgeous and have everything you need. Beds were so comfortable and the room darkening shades are a rare find in a vacation rental. Close to Greenport town and lots of wineries. Backyard was beautifully landscaped and was amazing for our dogs to run around. We will definitely stay here again!

This was one of the best experiences wirh an Airbnb we have ever had. The house was so clean and very well appointed. With a variety of tea and coffee, baggies and foil and even an air fryer! We had 8 guests and there was plenty of room for all of us. The private beach is a gem. A nice little stretch with plenty of room. Rosemary was prompt and pleasant when responding to questions.

Had a great time - beach was great for kids and the house was super clean and comfy to stay in. Plenty of things to do in the niantic area!

We had a wonderful stay in Greenport! The house was comfortable and very well kept. Everything was pristine. The location was great- a few short blocks into town for shops and restaurants. We had an issue with the fire detector sounding and Kim was kind enough to compensate us for the issue. She is a great and responsive host. Would definitely stay here for our next visit!

Our family had the most amazing weekend at this home. Benjamin was very responsive and accommodating. There was not a detail missed in the home and outdoor environments. Even though it rained we had a full day of entertainment at the home. You will not be disappointed.

our group found this place when planning a trip to Montauk, and while we did make it to Montauk as well, Greenport was also a pleasant surprise. Great community and quaint town! The place was amazing too! clean rooms, very cozy. And a complimentary wine bottle! Highly recommend!

This was the perfect place to stay for our weekend get away. It’s a great location close to a lot of restaurants, shopping, and beaches. We had everything we needed and the beds were very comfortable. We would definitely stay there again.

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!

Anne Marie’s cottage was exactly as described right along w/the peaceful surroundings, lovely views of the water and close proximity to beach and town. She gave us recommendations for local gems, and we thoroughly enjoyed our time. We will certainly try to get back again. Cheers to the host 🥂

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!

This home was perfection. In fact it was so perfect that upon first arrival I thought I was entering the lobby to a really nice apartment building but surprise surprise, we had the whole house. Clean is an understatement, the house was immaculate with every detail tended to. The style was quite modern which isn’t usually my preferred style, but I love a home that has interest and unique details and I felt that this home fit that category; I really loved the landscaping and cedar/wood shower in particular, the choice of artwork, and too many other details to mention here. Location was also quite convenient for walking downtown to shops and restaurants and the beach of course! Ashley was very sweet and thoughtful to leave us a chilled bottle of wine, MTK cups for outside and a nice heartfelt greeting card upon our arrival. Despite having rain for the entirety of our stay, we loved relaxing at the house. Also worth mentioning that this home was cheaper than a room at Gurneys! Thnx Ashley!

Beautiful home worth the stay

This was such a cozy and inviting space. I was so impressed by the little touches literally everywhere I looked. It made it feel so much like a home and instantly made us feel comfortable. I cannot say enough about the amenities. We brought a few things from home but we really didn’t need to. This place has everything you could think of then some- especially with regard to outdoor enjoyment and beach equipment. We traveled with 12 year olds and 14 year olds and if you have kids in that age range, you know they aren’t easy to please! I got no complaints about being bored, everyone was happy with their space, and they especially loved being able to take our dogs. The host was wonderful and offered suggestions or help when we needed it. We would absolutely go back.

Beautiful house, amazing location. Super close to the beach! The house is beautiful and spacious, we were 8 people and did not feel crowded at all. The amenities are great and we felt right at home. Totally recommend it! We already want to come back. Thank you so much.

This home was beautiful! The location had amazing views, very quiet but lots of restaurants/ coffee shops/ activities nearby. Cindy was so welcoming and responsive, would recommend to anyone!