House vacation rentals in Lewisboro

Great host, great house with a bunch of fun things to do walking distance. Would definitely recommend and will 100% be booking again!

We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

We absolutely loved our stay ay Susan's place. We were celebrating our ten year wedding anniversary with our dogs and it could not have been more perfect! The private pool setting, access to the rail trail that leads directly into town, the giant windows bringing the outdoor greenery inside, the Frida Calla 500 piece puzzle, the I pad hooked up to a lovely sound system, I could go on and on. We rarely visit the same place twice, but we made need to break that streak with this place.

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!

We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!

The graves home was very comfortable. It was very accommodating. It had enough room for the whole family. We were not on top of each other. The beds were extremely comfortable. The last place we stayed at the beds were horrible. These were absolutely comfortable. It was very peaceful and quiet no surrounding neighbors. It was wonderful to wake up and see the deer in the backyard every morning while I was drinking my coffee. The host was great. He responded within 5 to 10 minutes every time I had no issues would definitely recommend staying here if you’re looking for a quiet, relaxing family getaway. and the pool is wonderful.

We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.

Beautiful house, great place for a relaxing weekend

The place was very cozy. Felt like home. The Host was very attentive and had everything mapped out for us. It was equipped with everything, washer, dryer. Basically anything you would have at your home they supplied. I will definitely rent again. Thank you Michael and family for sharing your home with us. We stayed 4 days and I was at peace.

This house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!

Adam and his team were excellent to work with. Great communication, very accommodating (had a crib and high chair ready to go for our baby). It was an excellent experience and we’ll definitely be back.

Stayed at Klaira’s place for a long weekend while visiting family in the area. The house was clean, spacious, and had all the necessary amenities. We thoroughly enjoyed our stay.

It is second time my family and I have stayed in this house, and we love coming here! the house is clean, well maintained, and stocked with everything we could ever need to enjoy our visit. Susan is very responsive and eager for us to make the most of our time. we hope to visit again soon

Our stay was stunning. The location is quiet and peaceful yet close enough to the town to get what you may need. The home itself is absolutely gorgeous. It’s clean, the layout is beautiful, and the views are out of this world. A truly incredible place to stay. The beds were very comfortable, the kitchen was perfect, and each room has a full bath which was great for our family. Overall highly recommend

Beautiful, private, home with a lot of charm situated above a pond with small waterfall. Not far from restaurants and grocery store. Host was very responsive and accommodating. Would definitely stay again.

It’s obvious that Scott and Wendy have put a lot of thought and effort into making their place more than just functional. It is also comfortable and attractive. My husband and I just hope it’s available the next time we visit our grandkids!

We thoroughly enjoyed our stay at this historic house. It is full of character: we especially loved the massive fireplace where meals were presumably prepared back when it was an inn in the 1700s. It is also ridiculously spacious and very well furnished and equipped for a group of 10: the dining table easily seats 10, there is ample comfortable seating in the living room (not to mention at least 3 other sitting rooms one could gather in), and 8 of us were simultaneously cooking in the kitchen without anyone bumping elbows. Cooking here is a dream: there is a 6-burner+grill stove, 2 ovens, and all the equipment you could want (including a KitchenAid stand mixer and Vitamix blender). Moreover, Carly was an excellent host: she was always quick to respond, her messages were clear, and she generously allowed us to stay an extra hour to make our timing work out well. We highly recommend this house and would love to return.

We had a great time at this lovely, antique home, complete with gardens and great big back yard! Bob, our Corgi, definitely approved! Easy access to Stamford and Bedford! Thanks for your thoughtful arrangements!

Monika was a fabulous host and super responsive to every message sent. The home is older and in a wooded area so don’t be surprised by a few insects and such in the house but I would definitely stay again!

I was enchanted by the decor of this home, from the backyard with a fire pit and a pizzaoven in the deck to the basement with a game room to keep kids and teens entertained. Claudia's home has everything you need for a relaxing family trip.

After using Airbnb for years now no other place was a perfect 10. The lake house was simply great. Not only the physical status but the follow up and generosity of the hosts where beyond. We didn’t want to leave.

Beautiful home would definitely rent again and recommend to family and friends. Thanks Jennifer.

We’ve stayed at Filiz’s place a few times and it’s perfect! Quiet, clean, and easy to get to where we needed to be. We’ll be back!