Vacation rentals with a kayak in Fairfield County

This is our second time renting this beautiful lakeside home and it was absolutely perfect for our girl's weekend. The kitchen was a dream, with all of the appliances and amenities you could need and plenty of room for everyone. The living room had so much seating and the fireplace made everything that much more cozy. All of the bedrooms had very comfortable beds with the best sheets and comforters. I think everyone was impressed with how well they slept. The owner was super easy to communicate with throughout our stay. We can't speak highly enough about this rental. Thank you !

We had a fantastic stay! Johanna and her husband were extremely friendly, helpful, and graciously hospitable. We felt very welcomed. They were very responsive to a few requests we had and even made up a futon as an extra bed when asked about sleeping arrangements for my family of five. We had a great time roasting s’mores over a campfire by the pond and my son caught his first fish. Great memories! On our next visit to Fairfield, this will be the first rental I will be looking for.

We loved our stay! The private beach was perfect for our kiddos - far enough away from the water that they could play independently in the sand while we sat on the beautiful deck. The kitchen had all the items we needed (we even took a virtual cooking class while there). Dmitry was super responsive and helpful. The master bedroom was a beautiful place to watch the sunrise/sunset.

Absolutely Magical Stay! I can’t say enough good things about this place! From the moment we arrived, we were blown away by the peaceful atmosphere and stunning views. The highlight, hands down, was the serene lake right in the backyard—waking up to the sound of birds and sipping coffee with that view felt like a dream. We especially loved the complimentary kayaks! Paddling around the lake during sunset was pure magic—calm waters, golden skies, and total tranquility. It felt like our own private retreat away from the world. The home itself was spotless, beautifully decorated, and super cozy. The hosts were incredibly thoughtful and responsive, making sure we had everything we needed. Whether you’re looking for a romantic escape, a relaxing solo getaway, or a fun adventure with friends, this place is a hidden gem. We’ll definitely be back!

Yasmina was such a great host! We stayed at the Airbnb for our wedding weekend. The house made the whole weekend a perfect one! Would absolutely recommend! Thank you again for all of your help Yasmina!

A perfect place for our family trip. Nestled in a peaceful beautiful area, close to the pond/lake. The home was so cozy and Monika was so responsive to our messages. Definitely would stay there again

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!

Beautiful home Amazing amenities and extremely clean. Will be renting again as my daughter is at college close by! So nice to know we can come and stay somewhere that feels like home …

Superb 2 night stay. Peaceful, nice location, but convenient to Brewster (which we needed). 5 stars. One thing to be aware of: Standard Check in (as of this writing) is 4pm, and check out is a less than optimal 10AM.

Christienne was very responsive and helpful, the house was just as described and the location was so peaceful and quiet. Unfortunately I had to shorten my stay but I would absolutely be back if the opportunity presents itself.

Beautiful and tidy place for a nice getaway. Host was also very responsive. Thank you!

Our stay was perfect! The home was so clean and Denise even left us a baby gate for our 1 year old. Denise was very responsive and provided great recommendations of places to eat and things to do. There is a private beach across the street but we walked about .25 miles down the street to the Silver Sands State Park beach so that our 1 year old could play in more shallow water before high tide. We would highly recommend and will be back!

This cottage was the perfect stay for our long weekend! Great views of the lake and a nice place to hangout and enjoy the beautiful weather.

We enjoyed the stay on the lake. Having two canoes and two paddleboards was great for all kids to enjoy at the same time. The floating mat was a lot of fun. The house is located on a quiet off-shoot of the lake where no loud boats or jetskis can go at high speed so that instead attracted local ducks and fish, which was fun to observe. the slope of the property is a bit steep but the stairs did their job of keeping everyone orderly and safe. The house had a nice warming gift for us, which was well appreciated. The availability of beach chairs and lots of towels was a nice touch. Make sure to explore a local sandy beach nearby, we regret not checking it out from the start of our stay. The Candlewood Lake itself is huge and very peaceful with lots of water activities and other things to do nearby. Highly recommend to others!

Great place , with an incredible location close to so many restaurants, activities and groceries store. Really quick and responsive host . really nice stay !

Our stay at the Lake House Cabin was nothing short of magical! This charming 1940s cabin offered the perfect backdrop for celebrating my wife's birthday with our adult children. The stunning views of the lake were a highlight, providing a serene and picturesque setting that made our family gatherings truly special. We loved the easy access to kayaks and a canoe, which allowed us to explore the water and create lasting memories together. The cabin itself was cozy and well-appointed, making us feel right at home. We appreciated the blend of rustic charm and modern amenities, which made our stay comfortable and enjoyable. If you’re looking for a place to reconnect with family and enjoy nature, I can't recommend this lake house highly enough. We left with full hearts and plans to return!

We stayed here for 7 days with 2 small kids (2 and 4 years old) and wow was it amazing. The home is spacious and has everything we needed inside and outside the house. I could not have asked for anything else from the home and the dock was just so awesome to have, even caught 10+ fish right off the side. We rented a boat for a day from a marina and were able to come in and out of the backyard/house with no problems. I wish we could stay here for a whole month, but have to go back to real life!

We had a lovely 5-day stay at the cabin on the lake! It was just what we needed. When the weather was nice, we hung out on the dock - there was a hammock to relax in, chairs in the shed, boats to explore with (I went out in a kayak a few times). Lake was peaceful and pretty. The cabin itself was quirky and nice. Yes, hot inside during the days, but with the fully surrounding screened in porch, there was no need to stay inside! Even when it rained, we could be "outside" without being in the elements. The kitchen was well stocked, coffee at the ready, there were plenty of towels and sheets and bed (though we only needed one!), shampoo/ conditioner in the shower, wood ready for the fireplace, board games and more. Honestly, it had everything you'd want for a little getaway. The spot felt secluded while only 5 minutes away from a supermarket. [Okay, you could hear Rte 8 traffic a bit, but it served as calming white noise!] I'd definitely return again...

Thank you, Jordyn! We loved your Airbnb and had so much fun!!

The place was perfect for what we were looking for in a quiet weekend to explore the area. Joann was quick and responsive and went out of her way to make us welcome.

A few of us stayed at Mariana's for a girl's weekend to go to local events- and had a wonderful stay! The apartment was really aesthetic and perfect for a girl's trip, and we loved cooking in the kitchen as she had every appliance we needed, and loved the fireplace. Everything was cozy, well described, and had everything we could have needed! Mariana was friendly and helpful leading up to and during our stay. We'd recommend this for anyone wanting a cozy getaway!

Our stay was everything we were hoping for! The cabin was spotless, beautiful (exactly as pictured), and so cozy! The views were gorgeous. Scott was incredibly responsive and helpful. It was an amazing weekend, we will definitely be back!