Family-friendly vacation rentals in Litchfield County

Beautiful house, gorgeous and convenient location, excellent host. We had a great stay.

Jeannine’s home was an absolute gem! We had our annual girls weekend here and felt right at home. The house was so cozy and warm yet had ample space for me and the girls to sit and chat together. We loved that the house was lived in with family photos and mementos around, rather than being sterile like many other bnbs we’ve stayed in. There was also so much to do in the surrounding area! I would definitely recommend this stay :)

This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!

What a great relaxing couple of nights. If you are looking to get away from it all- this is a perfect place. 8 minute drive to cute coffee shop and local restaurants. Very quiet area. The house was cozy. I booked a last minute stay and felt I was accommodated to the best of her ability. The home is adorable with a lot of character.

The house is beautiful with lots of amenities. The kitchen was nice and big for cooking. We spent a lot if time in the library using the fireplace. The surround sound speaker system was great for listening to music. DeeAnne stays in an attached apartment, but with it’s own entrance/exit. She was not in our way at all during the stay. This house was perfect for our group of 10.

Prana is a cozy, relaxing retreat. Our family had a great time warming ourselves around the fireplace, relaxing in the hot tub, and snoozing in the sauna. It was a great post-Christmas getaway!

This was a beautiful, historic home. The pool/ spa area was perfect for the 8 of us. We spent days lounging in the pool, visiting wineries, Kent, Kent Falls, New Preston and touring the area. We also spent time on the hiking trails that are accessible right from the property. The little town of Washington was quaint and had the basics of what you may need. A Wonderful book store and coffee shop (Marty’s Cafe, their gluten free pastries were fantastic). There was even a small market. We would definitely recommend the G W Tavern for dinner. Gregory was very easy to communicate with and answered all our questions and concerns. Having a full time automatic generator was really wonderful, we had some storms while we were there and the neighbors were without power but we continued on without interruption. Even the house A/C, spa and pool filter and heater were up and running. Our daily visits from all the wildlife and resident spirit were magical. We loved our time here!

We had a fantastic 2-night stay at Jim’s beautiful old home. So clean, so thoughtful & tasteful decorated. Great first sunny day for biking & hiking on Harlem Valley Rail Trail and close to restaurants in town. But also great second day when caught in snowstorm. Jim’s house is warm, cozy, comfortable, perfect for a day to relax, read, watch movies, cook, and enjoy the beautiful view. Thank you and we will certainly come back.

Sweet Dotties Cottage was better than expected. It was right on the water and even had a dock for our boat. It was very clean and exactly as described. The screened in porch was great at night. I highly recommend and will be visiting this property again.

My reservation at another property was mysteriously cancelled 3 days before my family's wedding. After 24 hours of back and forth with Airbnb, Mary saved the day and worked with myself and airbnb to get me rebooked into her amazing family home. She was an angel!

Wonderful place to stay, this was our home base for a Christmas visit with family and it was a great and cozy spot to come home to each night. Beautiful back yard!

Wonderful stay and reasonably priced. We were attending a concert at the Warner Theater in the area so we made a weekend of it. There was a Vineyard and a farm that made their own chocolate nearby that we visited during our stay. The scenery was countryside side farm with Mohawk mountain nearby for a view. The accommodations were clean and comfortable and the host Pauline was available for any concerns.

We've stayed several times over the past year or so--Ina's cottage is our favorite weekend getaway from the city. The setting is just right--you can see the sunrise and sunset from its hilltop location, which offers lovely views across the surrounding countryside. Last weekend, we watched bluebirds feeding in the meadows nearby. Inside, the cottage is charming and filled with characterful furnishings and decor. All is immaculate and thoughtfully equipped from kitchen to bathrooms for a comfortable stay. We love the privacy that Ina's space provides with options for good restaurants, swimming, and hiking nearby in surrounding towns. Ina, we loved the pumpkin and gourds in the cottage and thank you again for a delightful stay.

We had a wonderful stay at Niva's home in Kent. The house is beautifully decorated and perfectly clean. Niva's place is great-looking and very comfortable. It is just a short walk into the charming town of Kent, CT. Niva was a communicative and friendly host. Thank you, Niva!

I chose Marlene’s lovely spot primarily because it was in a location convenient for short trips to visit family and friends in Wallingford, Middlebury and Middletown while on my way south from New Hampshire. The peaceful, quiet surroundings along with a spotless, well-appointed accommodation made it very appealing: highly recommended.

Absolutely beautiful location, amazing pool. Joseph was a responsive and helpful host. Great stay!

We had a wonderful stay at Stephen’s place. It was perfect in every way!

The most beautiful home and view. The most gracious host. We couldn’t have asked for more!

This is a home not a rental and as such it is fully equipped to say the least. It included: - Utensils for cooking, eating, drinking for large amounts of people - Alcohol, soft drinks, mixers found in 3! refrigerators in addition to the bar - Coffee, both ground & single serve that lasted the whole week - Sports stuff, you name the sport and there’s equipment already there - Comprehensive House manual, our only problem was not referring to it immediately There’s also a wonderful deck, great room and grounds as advertised not to mention pool, pool house and barbecue. Would highly recommend and would book again although more likely in the summer where we could use all of the features offered.

The place and location are gorgeous. Right on the lake with a private dock. The host is super nice and responsive. I couldn’t ask for a better experience.