Beach house holiday rentals in Old Saybrook

A great setting for a large family gathering. Lots for everyone in the family to do from the kids to the grandparents. The kids especially loved the puppets and playing hide and seek in the house. Tony was flexible with check in as our flight arrived earlier than originally expected. Would highly recommend 😊

We stay at Patti's place twice a year for a time of reflection. The location is peaceful and restful, right on the water. Patti always has a plate of cookies waiting for us and lets us know about any changes. We had a cold, wet first day, so were particularly delighted to be able to use the new gas fireplace, which kept everything warm and cozy. We're booked in for late fall already!

Beautiful home! This was our first time staying in a house instead of a hotel and we were not disappointed! House is clean and comes with everything you could possibly need! Brenda is so nice! Would definitely stay here again!

Wow! What a place! We were all blown away by the home from the living arrangement to the small details. The patio was amazing for enjoying the nights and the walk to the beach was very manageable. The patio space in the back was perfect for enjoying the cool nights. Cole was fantastic in hosting with setting the expectations with extra videos after booking. Cole was also very responsive and understanding. Next time I am booking in the Milford area, this will be the first listing I check for availability.

Thank you for a wonderful stay and accommodating an extra night.

This was the best Airbnb experience we’ve had! I came here with kids, and they had a great time. Laura is the best host I’ve ever dealt with! She went above and beyond for us. If I come back to the area, I’m staying here!

The house had stunning views from every room on all floors. The kitchen was well-equipped for our large family. The owner’s responses to questions about the property were prompt and helpful. We enjoyed the fire pit and hot tub since it was too early in the season for the swimming pool. My family agreed we would rent again if a reunion is planned.

We loved Jayne’s home. It was very inviting and peaceful along with top notch views. Well decorated and every detail of the house was designed with peace and luxury for a wonderful stay. Would definitely return for another stay!

Beautiful home- everything appeared brand new and in excellent condition. Courtney was great to communicate with- and kind enough to let us check in a little bit early since the place was open. We are definitely hoping to come back again!

My group of 4 loved this house in EH Springs. We were out east for a long weekend for a wedding, 4 adults. The pool is huge, the backyard had plenty of room to spread out, and there were plenty of supplies for outside (cushions, towels, etc). The bedrooms were comfortable and spotless, as were the bathrooms and kitchen. Dariusz and Patricia left us a really nice welcome gift (wine, snacks, a cake!) and a handwritten card. We felt very welcome - every detail was thought of - the house was fully stocked with coffee, condiments, lots to get us started when we arrived. We agree with other reviewers - while the pictures here are accurate, they don't do the house justice!! I really hope to come back :)

The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

We had a fabulous stay at Spencer and Maddie's! Their house is lovely and perfect for a cozy family getaway. We especially loved the kitchen - stocked with all the necessary appliances, the fireplace and a welcoming family room. The house is tucked away in a quiet area, steps away from the beach and a short drive / jogging distance away from Greenport and its lovely cafes, nearby wineries and the beauty of North Fork. We appreciate how friendly, welcoming and responsive Spencer and Maddie were and look forward to coming back!

Maher’s house was an amazing peaceful experience. I enjoyed my time there and he had great recommendations to restaurants and activities! He was very responsive with all questions we had. I will totally stay here in the future if I can get the chance again!! Thank you Maher!!

We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldn’t take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregory’s place for both larger groups and families! We would love to return!

We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.

We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

We loved staying here, it was so close to the beach and everything was so nice and easy! Very clean, well kept, great shower pressure, would recommend to anyone!!

Meg's place felt relaxing and spacious. It is a short walk to a private beach, which we enjoyed even though it's winter. You can see the lighthouse in the distance from the main bedroom upstairs. The beds all have memory foam mattresses so if you like that, it's good to know. I'm not a fan of memory foam but that's a personal preference and nothing against the home at all. The house felt like it had been taken care of and maintained well, with some apparently recent updates to paint and such. We did find the place to be a little dusty, especially the floors, and my husband and I were a bit sneezy due to the dust and/or pet dander present in the home. Easy to find, easy entrance (keypad on door). In a nice quiet area of Point Judith but an easy drive to Narragansett. We recommend On Point pizza for amazing slices (4 minutes' drive from Meg's place), and Celeste for a more upscale dining experience (10 minutes' drive).

Excellent stay. The Private beach is perfect for families and is an extremely short distance from the house which is convenient. Great view of the ships right from the windows. Stay was perfect

We loved this vacation, Peconic is the perfect place to spend 2 peaceful weeks by the Sound. The cabins are comfortable and the kitchen has great cookware and sharp knives. There are ticks here, check yourself regularly.

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!

Karen and Rob were so helpful and friendly, from initial outreach, to check in instructions and local recommendations. The house was easy to find, easy to access, and so peaceful! We loved our stay and would happily recommend it to others looking for a visit to Montauk.

Carrie’s house is better than in the pics. The yard makes the place private and quiet (a small refuge near the beach). The rooms were nice, spacious and clean. The kitchen was well equipped! The outdoor shower actually had both cold and hot water. It is a great place. Carrie responds almost immediately to any inquiries or questions! The home is a seven minute walk from the beach and is a great place to spend the week or weekend!! Remember: Bring your own towels and sheets (not provided: Carrie sends reminders about this as well).

Jennifer’s placed checked all 4 C’s with 5 plus stars! Extremely comfortable, charming, cozy and clean. We absolutely loved the enclosed porch and fire pit areas. Great getaway for my parent’s 60th wedding anniversary weekend on the NoFo. I’ve rented from lots of owners, Jennifer is by far one of the best. Great communicator and very flexible. Highly, highly recommend!!