Kid-friendly vacation rentals in Lewisboro

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 !

This house is perfect for families to gather, spend time by the fireplace, share meals with the center island kitchen and dining tables, and enjoy each other’s company. Corinne is the perfect host, responsive, communicative, welcoming, warm. Pound Ridge is a wonderful town and the reservoir, quiet roads, trees, wildlife, walking trails, and stone walls are the perfect place to relax and get away from the city.

Hi! The house was cute and convenient for our purposes. We were on a tight schedule so could not be there when the utilities could be explained to us which put us at an extreme disadvantage. It's a cute place to get away. Thanks for your hospitality.

This stay was perfect! Clean and comfy!!

great location and loved the backyard

We had the most magical stay at Keely’s place. Her home is beautiful and smelled amazing. Thriving plants, surfaces of wood and stone - a true naturalist’s refuge. The picture windows overlooked gardens bursting with flowers. We meandered from the backyard onto hiking trails through the woods, lounged on the deck in the sun and savored the tranquility. Perhaps the best Airbnb we’ve ever encountered. 10/10

We loved Erin’s style, her beautiful cottage was comfortable and welcoming from the first. We found all we needed in the kitchen and everything worked well. The home was light and bright and well thought out. The grounds around the house were heavenly, with grassy dappled pathways through the woods and a gorgeous pond beyond the garden, with a river running through. Endless bird song and deer passing by, it was charming and peaceful. I highly recommend it.

This may be the only Airbnb in Bethel and it is so perfect. This is our second stay in Sara's place in six months as we have family in Bethel and we will be renting with her only instead of staying at a hotel. It is private, clean and very comfortable and Sara always responded quickly if we had any questions. So many local restaurants and bars are within walking distance. We highly recommend renting her awesome house-we will definitely be back again. Sara, your place is a gem-thank you for being such a great host!

Trisha’s place was the one that completely changed my perspective on air bnb, I really loved and enjoyed my entire experience as a whole. I’d definitely come back again thanks Trisha.

Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.

My Team was in Stamford for two nights to complete a job. The place was absolutely perfect. Clean, easy to find, and convenient to our job site. There was coffee, tea, and spices available to use. I highly recommend this airbnb.

These hosts take great care in making sure their guests feel welcome and at home. The apartment is cozy and comfortable. It had everything we needed to relax after a couple of busy days. Their communication is top notch. And I cannot finish without mentioning the thoughtful snacks. That was really above and beyond - and very appreciated.

We had a wonders stay, and could have moved it. Sue was very responsive to our questions. A very nice place to stay private and quiet.

Dan & Jill’s home was beyond beautiful and comfy. It was very easy to find, private and felt safe. The inside of the home was more spacious than expected and extremely clean. The panoramic views from all windows was truly a treat. The hosts were very thoughtful and sweet. If you forgot to pack something, they most likely had it. Check in was smooth, stores/supermarket was a 3 min drive. 0 complaints and cannot wait to stay again!

Suzette’s place was exactly what we needed. The apartment provided plenty of room, a great bathroom, and a fully stocked kitchen. The outdoor patio was fabulous for us and our dog. The park that was right out the back door was perfect for going for walks. Suzette’s ‘s place is one of the nicest places we’ve stayed and we will definitely be back when in the area. If you have pets and want plenty of space, this is the place for you.

The place was nice and roomy. Very accommodating. Sarah was fantastic at responding to getting us a coffee pot of which the place did not have one. That was so much appreciated. I hope her future guess will appreciate that also.

Great spot and at a really good price. Was visiting for a Yale event and was near enough to feel close without being too close to downtown. The area around the place is also super cute and not one I had explored previously. Huge plus for some good coffee shops nearby and of course Pepe’s. Camila was a great and responsive host. 10/10 would recommend Camila and this spot.

Benjamin was a great host and very responsive. We have 3 dogs that travel with us and sometimes finding an Airbnb can be difficult. With a dedicated parking spot and grassy fenced in back yard this Airbnb was perfect for us. The space looked just like the photos, clean and everything we needed. The location was great, a quick walk to the light rail and we were able to get over to the city quickly. Will definitely be looking to book here again when we travel this way in the future.

Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.

Our family of 4 stayed 5 nights and really enjoyed our stay. The location was perfect. We were able to walk to the path in 5 min to connect to the NYC subways. On the walk, you pass multiple cafes and coffee shops. Great craft beer and wine shop on the corner. Pizza shop, Basile’s, right next to the PATH is perfect for a late night snack. The beds were comfortable, and even though there was some street noise heard at night, a sound machine was provided to help lull you to sleep. The only thing you have to be aware of is the unit is located on the 2nd floor, and you have to go up a narrow set of stairs which can be hard with multiple suitcases. Other than that, a comfortable and convenient place to stay with everything within walking distance!

This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!

I enjoyed my stay here! Gorgeous condo with an absolutely breathtaking view. Decided to stay here for my friends wedding and it couldn’t have been a more perfect spot. Thank you to Paul and family for allowing me to stay at your home.

Great Airbnb! Great Host! Perfect for visiting West Point

Dan’s place is cozy, comfortable and just minutes away from Mt. Beacon in one direction and ten minutes away from Main Street in the other direction. The kitchen is stocked with cooking essentials, though there are so many delicious restaurants nearby- the best of both worlds! The bed was extremely comfortable and the jetted bathtub was a huge bonus. I genuinely relaxed there, which is a rarity for me. Thanks so much, Dan!