Waterfront holiday rentals in Old Saybrook

Jeanette is a wonderful host. She met us on our arrival and gave us a tour of our rental ensuring that she answered any questions. She is very responsive and quick to answer any follow up. questions or concerns. The space is beautifully decorated and comfortable. The location is great, across the street from Long Island Sound and bordering a large nature preserve. All this and easy access to shops, groceries, and restaurants. We highly recommend this rental.

It was great to browse through Sam's library! Amazing to wake up to beautiful sunlight. Adorable and fun layout for a home. Sam was extremely attentive, considerate, and responsive. Thanks for a great experience!

We thoroughly enjoyed our week at this charming home. The location truly is perfect - we walked over to the Seaport one day and took many walks into the downtown area for shopping, meals at amazingly good restaurants, ice cream, and bake shops. Anthony and Kelly were wonderful hosts - the home was just as described and their communication was clear and friendly- just what you want from hosts. We couldn't have asked for more and would be happy to stay here again.

We were in town for a figure skating competition. The layout was perfect for enough privacy traveling with a teammate and the house was super clean and cozy. House was super quaint and beautifully restored!!! We loved the picturesque area, proximity to shopping malls and great restaurants AND local skating rinks. One of our best stays ever, thanks to the attentive host — we will absolutely book again.

This unit is spacious and peaceful and full of natural light. We truly enjoyed our stay and felt right at home!

The whole experience was perfect. There were even fresh flowers to greet me. The location is easy, a beautiful neighborhood that is very quiet and safe. I'm ready to return!

Our stay was extremely quiet until the upstairs neighbors returned. We don't have kids or pets so we're very used to quiet. Getting used to hearing upstairs neighbors took getting used to for me. The place was chock full of supplies, coffee, Scrabble and welcoming decor. The bed was outstandingly comfortable. The bathroom was modern and creative! The outdoor patio, activities and view of the creek were impressive. This is definitely on our "to return to" list.

Perfect house for a family/couple visit to the beach. It was great for my kids and I. We loved the space that the house offered and how close it was to the beach. Everyone was very pleasant that we spoke to. The house was clean, safe and felt like a home away from home.

Jim’s place was great, with plenty to see in the area. We ended up spending most of the time enjoying the little beach and kayaks. Very cute house with plenty of room and we’ll stocked kitchen. The grill made for a perfect Labor Day cookout looking out at the water. Would stay again.

My family had a wonderful time at Robert’s home. The house was clean and cozy and the view of the water was peaceful. He was super communicative and friendly and check in/out was a breeze. The house is in a great area and super close to East Hampton, Amagansett, and Montauk. Highly recommend!

We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️

The pictures don't do this place justice! The home itself is gorgeous and the view is stunning. The neighborhood is peaceful and it was perfect for me and four friends to stay the weekend.

It is a beautiful, secluded home with a wonderful view of and access to the water on Potter's Pond. The house felt comfortable with a lot of thought for details - the kitchen was well-equipped, lots of pillows on the beds, high quality and a lot of towels in the closets, night-lights, puzzles and games. Made for a wonderful and comfortable stay. We definitely plan on trying to come back!

The option wasn’t there but the photos don’t truly show how amazing the views are. Better than photos! Though our stay here was short and sweet we would highly recommend to family and friends. Each room has a beautiful view of the water giving way to a peaceful and serene stay. We loved that the kitchen and eating space was open to the living space. The tv’s were great and easy to log in and stream the Masters. The decor and styling was cohesive, stylish, and comfortable. Katherine was a great communicator and was very responsive when we had to sadly cut our trip short. Book this place!

Beautiful house beautiful ocean view! We had a wonderful time with our family, we would like to come back again summertime Thank you

The location and views from Phil's place are absolutely beautiful. It was a cozy place to stay and unwind while visiting family in the area. The beach and pathway to it are wonderful. Phil was very responsive to our couple of questions. We would happily go back when in the area again!

Picture perfect! Newly updated accommodations with all the comforts of home. Extremely clean and very well managed. The view from this place is incredible. The perfect oasis in Montauk. Khrisna was extremely responsive and accommodating in our needs. Will definitely be back 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!

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!

Absolutely wonderful stay and host. I've stayed at dozens of Airbnbs and this is one of my favorites! Doug's place is even better in person than the photos. We were a little nervous taking our first trip away with our baby, but it was extremely clean and comfortable, and Doug was so kind and responsive. The condo complex has a lovely boardwalk for taking walks, and the deck furniture was so comfortable to lounge in and take in the beautiful view. We hope to be back!

My husband and I stayed at Desiree’s place for New Years weekend. The space was beautiful, clean, comfortable and perfect for our getaway. Close to the casino and spa and anything you need. Would definitely recommend!

Such a beautiful condo by the water! Too bad we stayed in November, we would have enjoyed the terrace way more! Mia was so responsive and helpful with my questions prior to the weekend at her place.

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.

The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.