Vacation rentals with a kayak in Middlesex County

Just as seen in pictures. Everything about this place matches the charm of the town. Beach front property, local gems only being a short scenic drive away & the best view in town is in your own private oasis. If you’re looking for the perfect beach cottage, look no further.

We had a wonderful stay in Brian's charming home. The house is even more luxurious than in the photos--everything is first-class from the beds and linens; to the spacious kitchen with every new appliance you could need; to the comfy living room area with huge flat-screen TV. We had more than enough room for our family of four and our kids loved how close the private beach was, literally out the door. They kayaked and enjoyed walks on the beach. The area is in a very quiet, private neighborhood with close access to the shops and restaurants on Madison's main street. A perfect retreat any time of year, we hope to come back soon.

This was a great location for our family of 7. There were enough beds, good amenities, and it was a great location to get down to the Connecticut River. It was centrally located and we were able to explore many cities in CT due to the location. The hosts were extremely responsive and the home was well-maintained.

What a beautiful place and conveniently located. The house was wonderful decorated, was very comfortable and definitely was a relaxing place to get away. Irina was a wonderful host and the home had many wonderful amenities to offer.

This house was very good for me and my friends and we would love to go back!

This is a great place! I just finished my fourth visit (approaching 50 nights in this home) and I didn’t want to leave. Book this place if you want to wake up and drink coffee while watching sunrise in a second floor sun room or if you want a 1 mile walk to town (all sidewalks) and 200 meter walk to beach or if you want a place that’s stocked with kitchen utensils! I could go on and on. If it matters, it’s also not a corporate type Airbnb. Recommended!

Meaghan’s place was everything we needed and more! Loved the views, the waves, the sea breeze, the bird observing, the walks to Grass Island, the together time with family in a quiet, secure & well appointed setting. Meaghan equipped us with everything! She was very responsive to answer questions. This is one of those treasured memories. Can’t wait until we get back again to this special location! Thank you!

Absolutely loved this location! The kitchen was perfect to cook our own dinner, and the dining room table is absolutely awesome. Love the chairs & bench, along with the view of the tv. Everything that was needed, was there. It was an awesome staycation. Thankyou so much!

We loved it. Redefines “fully stocked” - David’s place had everything we could ask for. The water at high tide was magical. Kayaking, fishing and we found over 100 (literally) hermit crabs.

We thoroughly enjoyed our stay. The location was beautiful and very peaceful.

This was our second stay here and it was just as nice as the first. Really responsive host and we love sitting outside at night with a drink enjoying the beautiful view. Nice spot where you don't even need to drive anywhere if you want to experience Mystic and even the seaport if you are up for a 20 minute walk. A+ again, thanks so much!

This is the absolute perfect home for a get away. Everything you need and more is provided. The home is gorgeous, well decorated, and extremely clean. It is even better than the pictures. It feels like a real home, with luxury and artistic touches, not a generically decorated place. Location is perfect, close to it all and still very private. Christopher is an excellent host, responsive, helpful, and gives you your privacy. I can't recommend staying here enough.

If you are looking for simplicity (which we were) this is the perfect place to. I’ve always wanted to stay at a lake house. We couldn’t have asked for more. Serene, tranquil, beautiful are the proper descriptions of the house and the area. We came to Connecticut to visit my daughter and family and they ended up coming to our place instead. Jason was extremely helpful when needed. We would definitely stay there again!

We had to come to the area for a family funeral, so this was a last minute booking, and Nicole was just the best. She got us in quickly, with less than 24 hours' notice. The house is absolutely beautiful, and overlooks the equally beautiful Oxoboxo Lake. Would recommend this house to anyone needing to stay in the area. Thank you Nicole!

Returning guest, we had a wonderful weekend at Michelle's idyllic home. Plenty of space for our two families and 3 kids. The kids love having their own space in the "she shed" while the adults enjoy the lakeside views from both the yard and inside the spacious living area. The house is always immaculately clean. Beds and other furnishings are comfortable, and the house is an easy drive to everything the North Fork has to offer. We look forward to returning (again!) soon.

My family and I had a great stay here! The place was exactly as described—clean, cute, and super comfortable. The host was incredibly responsive and thoughtful, providing clear check-in instructions and help that made our trip seamless. The location was perfect—close to the lake in a quiet neighborhood. We especially appreciated the little touches like fresh towels, coffee, snacks, Wi-Fi, everything you could possible need for a long weekend. I’d absolutely stay here again and highly recommend it to anyone visiting the area!

This little cabin was exactly what we were looking for! We made a last minute decision to get away from “it all” and couldn’t be happier. We kayaked, we fished, we went hiking, danced to records I haven’t heard in years and played lots and lots of board games! The space was clean, cozy and had everything we needed for our stay. The beds (and couch!) were super comfortable and I loved the antiques/decor!! 5 Stars! 10/10! Highly Recommended! Thanks Joe!

Nice little getaway spot. beautiful little lake.

I didnt want to leave this little cabin in the woods. It felt rustic but had all the modern amenities you would expect in a home. From the rocking chairs on the porch to the comfy beds, there is nothing I could complain about, even if I tried. Marilyn gave excellent suggestions of places to eat and local current events. We left with fall apples, bellies full of clam chowder, and gigantic smiles!!! We have already started planning our return!

This fishing weekend is a tradition that spans 50 year. We had three generations there this weekend to enjoy the cabin and the fishing derby. The home was beautiful we all had a memorable weekend. Could have done without the snow but that in New England weather for you. And the owner was super easy to work with.

Joe was fantastic, very good with communication. The place was very tidy, well kept and had many thoughtful touches. We really appreciated the location as it was 10 minutes from just about anything you could need (very convenient) but was peaceful. Would definitely recommend Joe as a host and this location for a rental.

We enjoyed staying at this cabin very much! We didn’t want to travel far this time. Sometimes it’s hard to find places like this, in the early spring, without having to hike half way down south. Where we can enjoy the peace and quiet yet have a lake/beach etc, with decent weather. Joe’s cabin is very cool. If you enjoy traveling back in time, there are plenty of antiques all over the cabin!

Perfect location for visiting UConn. Loved the dog run and proximity to the lake. Great communication throughout the stay.