Waterfront holiday rentals in Cutchogue

Phillip and Jennifer were extremely kind and gracious hosts. The setting is beautiful, with easy walks to the shoreline, shops, restaurants, etc. The accommodations were exactly as advertised, and perfect for an individual with work responsibilities who also wants a beautiful, peaceful location. I plan to be back!

We had a great five days in Cherry Grove. Ramon was terrific and the cottage has everything needed for a comfortable stay. It's 2 minutes from the beach and 5 minutes from the center of town. And it's quiet. Hope to return.

A wonderful stay in a beautiful location!

Fantastic location! We were literally a two minute walk from the beach. The studio apartment was as advertised and we would stay there again. We highly recommend!

Location was convenient, place matched description and host was friendly and reachable. Would stay here again!

It was a lovely spot nearby everything (there's not much in Montauk except the beach and we had very cloudy weather). Everyone at Beach Plum was friendly. I recommend a 2nd floor so you can see the ocean. Visit the lighthouse...only a few minutes away!

One of the best hosts we've stayed with. Very friendly and accommodating. My fiance and I loved this waterfront locations. it's so peaceful and serene. it's located at the end of a dead end road so it's super quiet too. Would very much like to return again

Great place to stay in Milford. access to the beach, just by street crossing. and nearby Silver Sands State Park and Beach. The apartment has everything that is needed. Tony was always easy to contact. many thanks for the great stay

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 great stay! Incredible one-of-a-kind view over the marsh. We saw so many different beautiful sea birds and an incredible sunset. Very short walk from the beach. Great place to stay with young kids. Well stocked kitchen with supplies and basic seasonings. Would return! Very cozy great family getaway! There are extensive requirements for clean up upon check out.

We loved our stay. The host was very responsive, friendly and accommodating. The place was spotlessly clean and well equipped for whatever we could think of needing and then some.

Our stay was exceptional and the views truly breathtaking!!! The home was pristine and geared to spending quality time together as a family, which we appreciated greatly. We traveled with our son and his family. The 4yr old twins, loved spending time outdoors and in the private beach area. They even had a large container available to them filled with an assortment of items which they used to build sand castles with their parents. Communication with our host was outstanding. It was evident they went through great care to make their home welcoming. Nothing was needed, but we knew they were but a call away. There was plenty of information in a binder available to guests with an array of eateries. Being in the medical field cleanliness is key… and this definitely was vacation ready. So make your plans, pack your bags. It won’t disappoint.

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!

Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.

This was our 2nd time staying here. It was just as nice as last year. So easy checking in and Patricia is great to deal with. The house is so relaxing and of course hearing and seeing the waves just melts away stress. I highly recommend staying here.

We had a wonderful stay at the (Chel)sea. Chelsea herself met us up on arrival to showed us around, and she was super friendly & welcoming. The beds were really comfortable, the sea breeze was relaxing and despite our weather being a bit rainy, the proximity to the water and private beach made this a true retreat! Walkable area, natural surroundings and a lovely restaurant (La Plage) at the end of the road. Kudos to the cleaning staff who left sweet touches throughout. We'd love to stay here again!

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!

Perfect spot for a Montauk getaway. Walking distance to everything dockside has to offer, great pool and lounge chairs on the property, very simple check-in via code with the front desk. Nick was kind and communicative our whole stay. We’ll be coming back!

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!

My husband and I had a great stay at Doug’s condo! The unit is in a great location with beautiful views. Parking was super convenient and Doug makes check in a breeze. We enjoyed staying bay side and visited the restaurants nearby which are walking distance! We would definitely return and stay here again.

Great retreat for a long weekend. Enough space for family of four. Easy access to everything in the Greenport area. Mia was very responsive, and the place was great. We would stay here again!

We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Terrific condo, very communicative and friendly host, and easy check in and check out. Would recommend to everyone!

Stay was great and the place was very clean