Vacation rentals in Old Saybrook

This is a terrific place to stay. Close to the beach, 20 minutes from Mystic, lots of sleeping space, world’s greatest shower head. The place was ready before our check-in time. Crystal sent excellent directions for getting inside, using the TV, and everything. We had a wonderful time.

We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.

Nice ground floor apartment across the street from the beach and 2 blocks from the state park. Love the outdoors. And Delores and her brother were amazing. Friendly, responsive, and helpful.

This house is absolutely perfect. It's clean, charming, has everything you need. The beautiful back yard has plenty of space and good stuff for kids to play with. Also, it's about a 30 second walk to the beach... neighbors are out on their patch of beach but yours is yours to yourself. It's perfect. We cannot wait to come back.

Beautiful home with lovely views. Great kitchen for cooking. We had 8 of us and the house was spacious and welcoming for the group.

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!

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.

we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

we had a wonderful weekend stay at your home, felt very welcoming , had everything we needed. Thank you so much!

This was the ideal location for my husband and me to spend the holidays with our family who live across the lake. Will and John gave us a warm, friendly welcome and Quinn also checked in to make sure we settled in and had everything needed for a comfy cozy stay. It was easy to communicate with everyone and the location felt peaceful and private but not isolated. I can't imagine a more ideal experience and cannot thank Quinn enough for making this stay the best ever we've had with Airbnb!

Allyson’s home was in a beautiful location. We loved the uniqueness of the home. We came for a music festival and were surprised to find out it was a neighborhood porch festival. The neighbors let us know and invited us to join in the fun - as they had 3 bands playing on Saturday. It was so much fun and gave us a glimpse of the welcoming neighborhood. Now we want to come back next year for PorchFest!

My family and I loved staying at Gail’s place! We grew up in Madison and were back for a visit. It was such a great place and allowed us to re-live many fond memories of growing up in the area!

Great time at Star Cottage! Five Stars! So comfortable and warm. Especially over the holidays. Nikki is a great host.

Such a sweet cottage with great decor and beautiful kitchen + nice quiet outdoor area. Lovely to go to with your mate. We felt right at home here!

We loved our stay and hope to return next year!! Thank you so much!

The cottage was just as lovely as it looked! We really appreciated the bakery treat waiting for us upon arrival. Such a cozy place to stay with our little dog. Everything was super clean and we loved the decor. Thanks again!

Ed was great at communicating, house was everything we could have asked for. Would definitely book again!

It was wonderful stay and I’d go back anytime

This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.

This was my second time staying here, and probably won’t be the last. A perfectly wonderful Hamptons home, with a beachy, rustic charm. It’s close to all, yet on a quiet street with a great backyard. David is a fantastic host, everything was spelled out clearly and the home was spotless.

Our family opted for a trip to New London to reconnect with our family for Thanksgiving. We were able to utilize the beautiful dining room for our dinner . We loved staying at Rosa’s place and were very comfortable . Just a note - there is only one bathroom and it is on the second floor ( as are all the bedrooms) We made this work but can be difficult with a larger family . It would definitely not deter me from booking again! This place was beautiful. The surrounding area and ease of access was comforting ! Would definitely stay here again .

Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.

This was a perfect place to stay with our dog and 2 small children. The fenced in yard was secure. You can easily walk to many restaurants, or like us, just for fun with the dog and kids. Joe was immediately responsive when I messaged him with questions and when I inquired about a late check out, he was happy to let us stay a few hours longer which was really nice.

We had a wonderful time! Lisa was incredibly proactive with all check-in and check-out instructions. The location was exactly what we wanted-- close to downtown and walkable to a beach. The rooms were great, and we loved the space downstairs for socializing. Everything was beautifully decorated and set the stage for a perfect weekend escape. We hope to be back soon!