Kid-friendly holiday rentals in The Berkshires

The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

We had a wonderfully relaxing stay at Frank’s beautiful home! The house was spotless, well-equipped, and had everything we could have needed for a comfortable visit. We especially enjoyed the easy access to the lake and the close proximity to great hiking trails. It was the perfect spot to unwind and connect with nature. We would love to come back again soon!

Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!

Our favorite place to stay in the Catskills. Very private and peaceful.

Cute house, and we enjoyed our stay!

This was a great place to stay in North Adams -- the house was very clean and cozy, and David and Mátti were great hosts. They were very accomodating and communicative. The surrounding neighborhood was quiet and close to a handful of restaurants.

We highly recommend a stay with these seasoned hosts who know how to make a home away from home. This spacious, private location was perfect for our girls' weekend away. The house was clean and comfortable with loads of quirky mid-century modern touches making each room a visual delight. A handwritten note and bag of delicious shortbread cookies welcomed us when we arrived. We loved having the room to spread out and visit and then retreat to our own rooms for rest and relaxation. We did not use the kitchen to make meals, but it was well stocked with a big fridge and plenty of counterspace. The host was responsive and friendly. We hope to make a return trip in the future.

Peter and the apartment were great! Peter was super responsive, friendly, and had nice touches like homemade granola with milk and coffee provided. After my original AirBNB fell through at check-in at 6pm, I was relieved (and saved) by Peter’s responsiveness.

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

It’s been a little over a week since we stayed here and I cannot stop thinking about it. The pictures in this listing are beautiful but the space is even more incredible in person. I also spent a lot of time sitting on the deck and taking in the view of the mountains - so peaceful! The attention to detail here is unmatched. From check in to checkout, everything is very clear. Communication was great. The guidebook is thorough. And, again, the space really is so well done. You can enjoy the beautiful surroundings even indoors. Highly recommend!

The place was beautifully decorated and everything from the plants to the antiques was wonderful to see. This is the perfect place for any stay and they only ask that you respect the possessions. John was very responsive in helping us for a late check in.

My wife, dog, and I had a wonderful and peaceful stay at Michael's place. The land is beautiful, the place itself is actually even nicer than the pictures, and there is plenty to do in the area. We will definitely be coming back!

Perfect night for a nearby getaway while things done at my apartment. Lot of charm and everything you could need is in this den. Pictures did it justice. I’ll stay again just for the fun of it next time. Igor was easy to communicate with and he was spot on with everything he has posted on the listing. This place is a gem!

Nothing but good things to say about my stay. Hosts were friendly, welcoming, and responsive. Apartment was adorable, homey, and well furnished. Property was quintessential southern New England. You won’t be disappointed.

One of the best accommodations we have stayed at in Great Barrington. We will return!

Beautiful gem, fantastic hosts. Wouldn’t change a thing. Thank you!

Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.

Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near 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.

Such a unique stay! David gave very helpful instructions for arriving and getting to the property, even supplied photos for extra assistance. The property itself is cozy and in a great part of the city. There’s lots to do nearby, super walkable, and David provides great local recommendations. The shared gallery space was so cool to see too. Great experience!

We are repeat visitors. Staying here is always a pleasure. The apartment is wonderful. Just as described and perfect for day trips or just staying in. Mary and Lance are friendly and courteous. Hope to be able to stay here again when in the area.

Great host, responsive and accommodating! Place was clean and felt right at home away from home! Check in and check out was easy, parking on site, nice neighborhood, cozy place, will definitely be staying here again!