Holiday rentals with beach access in Orient

Cozy, well appointed apartment on a tranquil property in the woods. Short drive to the woods and to downtown Sag Harbor. All in all, a great pied-a-terre for our week in the Hamptons.

Sam's place exceeded our expectations! The view was marvelous, and the house was beautifully decorated with a wonderful collection of books we truly enjoyed. The kitchen was fully equipped with everything we needed, and the room was super clean. We had a great time during our two-day stay. The small town offered so much to explore, and the nearby seafood market was a delightful surprise. we had fresh lobster at a very reasonable price. We highly recommend Sam's place for a relaxing and enjoyable getaway!

I love this place. Perfect but what we were looking for. Walking distance to access beach. Overlooking the pier. Very clean and check in with.

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!

Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!

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 place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.

Great space, lovely view, and nice amenities. Very close to everything. If you're a very light sleeper, the train may bother you since it starts at 6am - but we had a toddler, so he was fascinated. I would recommend it!

The house is super cute. Perfect place to stay! Loved the beautiful backyard!

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!

Rosemary was an excellent host and the home was clean, well stocked and felt very comfortable as a home away from home while traveling. We especially enjoyed the community’s private beach, using the provided parking pass, which was clean and calm water for children. After checkout I had left a pair of glasses and Rosemary let me know right away and assisted me in retrieving them before we left town which was much appreciated. The amenities for staying with a child were so helpful (changing table, pack & play, high chair, baby gate for stairs, beach toys). Would definitely recommend. Thank you!

The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!

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!!

A beautiful house to always spend time with important people.

Joseph was a great host! Very communicative, thorough and quick to respond. The home is so charming and clean and we had such a great time visiting the area. Would love to stay there again and highly recommend.

Joanne's waterfront home is an incredible oasis. Even the pictures do not do it justice. Our family had a wonderful week-long stay in her beautifully appointed home. Joanne's home is meticulously clean and decorated with wonderful touches. We had plenty of room and loved soaking up the sun every day on the fabulous wraparound porch (with built-in umbrellas) and jumping right into the water mere steps from the house. We cannot wait to return next year!

The Beach Plumb was lovely! Everything was as advertised. The distance to town and the beach, the spacious layout, and the amenities are among the things that made our stay great

If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.

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.

Super nice place good communication. All around worth it!

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!

You can not beat this location - quiet private beach right across the street, nice pool and about a 20 minute walk to town or super short car ride. The place is clean, as pictured and John was great to deal with. Will definitely be back!

We love staying here. This was our 3rd or 4th year in a row that we stayed here. It is a great location so close to the beach and the inlet. The unit is always neat and clean and Courtney and Chris are great hosts.

Fantastic weekend spent in Montauk! Close to everything. Matthew was quick to respond to my questions before we arrived. Would defiantly book again!