Cottage holiday rentals in Old Saybrook

We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!

Great house for our girls weekend. Jamestown is so cute and we decided to eat out for the weekend but the kitchen was stocked if we’re to stay in. SteveO is a great host and great communicator. The hot tub was perfect. Would definitely stay again and highly recommend to anyone visiting the area.

I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!

Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.

Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!

We had a wonderful stay at Leann’s! The home was absolutely lovely—clean, cozy, and beautifully decorated. The amenities were just what I needed for a relaxing getaway. Leann was a great host, and we truly can’t wait to come back. Highly recommend!

Wow!! The perfect peaceful getaway that is close to everything!! Tucked away off the road the house is quiet with a beautiful yard. The interior is both stylish and comfortable. The kitchen is extremely well outfitted. Andrew is a great host and an excellent communicator. We only wished we could have stayed longer!! The question isn’t will we come back, it’s simply when!

great time as always!

Look no further! The Beach Cottage is beautiful, immaculate, private, and all things one would hope a vacation getaway would entail. This location feels “off the grid” albeit close to modern amenities/stores. Hope to be back soon!

We had a great stay at Elizabeth Anne's house. It was very clean and exactly as described, had everything we could need around the house. The location is great, the peaceful sound of waves cannot be beat... I am missing it now. We will definitely consider staying there again!

This is our second time staying at Foxfire Hill, and it was wonderful to see the gardens in their glory. Great and responsive hosts. I’m sure we will be back again.

As advertised. Perfect location for what we needed. Perfect two people. Tighter for three. It got cramped with four. Saverio was an excellent host-very responsive. If anything was needed (toilet paper, garbage bags, etc) he was able to provide very quickly. The site is a hikers paradise with access to town trails from the property.

My sister, dog and I stayed at the cottage for the weekend and had a great experience! Erika is a wonderful host and the property is beautiful. The cottage itself was exactly as pictured. Breakfast in the inn, cooked with natural and organic ingredients, is an absolute must. The location of the inn is great as well, with direct access to the Lantern Hill trail (which our dog loved) and only a short drive from downtown. Would definitely recommend staying here!

Is a great place. Clean, comfortable. It is a basement apartment so the ceilings and doorways are lower than a normal house. I am 6 ft 5 in tall and I did not hit my head on the ceiling but the doorways were low where my hair would brush up. The bathroom sink and mirror were low also but all things were workable. I am NOT faulting her place at all. I am just tall. I will stay here again on my next trip to Connecticut. Elizabeth is nice and friendly. Once in a while you would hear the cat chasing the dog upstairs. but I just laughed at it. No noise was ever constant or non-stop. Slept very well. The early evening you would hear a train whistle way in the background almost like clockwork. Not disturbing, made it peaceful like you were in a small town country place. The river was nice. Hearing the river and wildlife was nice after a 10 hour workday. Highly recommend this for a stay. Only thing- wish the security light went on at 3am when I left. Hard to see going up the outside stairs.

Clean, easy to get to and well located

Always love staying at Ron’s. It’s so peaceful. Perfect location and beautiful Ocean views with a short ride if you need to go to town. Montauk Music Fest is a must. Amazing talent and great way to see all Montauk venues. Ron so great to have as a host!

Wonderful place to get away from the busy life. We found it relaxing and a convenient 20 min drive to the academy We will definitely book again!

Our family had a wonderful weekend at Robin’s home. The location was perfect for a fall getaway with access to plenty of restaurants, and fun family activities. The home is lovely with beautiful yard space directly overlooking the nature filled marsh. The home is clean and comfortable with all needed items during our stay. The city of New Haven is also close by for cultural activities, Yale and museums. We highly recommend this Airbnb and hope to return again.

Joe’s place was really nice and in a great location. One block from the public beach in Westbrook, it’s in an area where there are lots of great restaurants and cute breakfast places. Joe was proactive in reaching out to ask if I needed anything. Great stay!

Great, beachy location within easy driving distance of a bunch of great waterfront restaurants. Easy, clean, and very comfortable.

We enjoyed our time at Vintage Bolton Lake Cottage. The place is cute, peaceful and quiet. Not having a TV was perfection! Kayaking was fun. Nice bass too! Top notch experience. Jason checked in to make sure we didn’t need anything or have any concerns mid stay, which I appreciate. Phenomenal host. Would love to go back!

This beach house is super cute. I did have trouble with the lock box, but, that could have been operator error. Super cute, super clean, super responsive to questions.

We absolutely loved our stay in Clinton! The apartment was beautiful and clean with an amazing view. We tried lots of local hot spots and had a great swim at nearby Hammonasset. Communication and instructions were excellent. We look forward to returning!

Our second time staying here. One of our very favorite AirBnBs in the world. Susan and Tripp cover every detail. Place is wonderfully decorated, comfortable and clean. We will be back!