Kid-friendly vacation rentals in Stockbridge

Our group of 5 were very happy with our stay in Lenox. Location was perfect in that it was close to everything we had planned in the area. Everything went very smoothly in booking the rental and all the communication involved. The place was very nice.

We were happy with this AirBNB and would stay here again. It was nice and quiet but a very short drive into Great Barrington. Close to lots of hiking. Updates have been made since some of the previous reviews. There are two couches in the living room and some of the stock items in the kitchen for convenience.

Great location with easy access to Great Barrington and other Berkshire destinations. Perfect house for families or larger groups, we had everything we needed with various sleeping arrangements. Nice open kitchen and decks. We would be happy to return.

One of the cleanest Airbnbs I've stayed at. The place was immaculate, and had everything needed to make our stay great (coffee, tea, kitchen essentials, etc). John was super responsive and proactive, and the location was great. My only regret is that the weather didnt cooperate to fully enjoy the fantastic patio set. Would book again without hesitation.

This was a great cute quiet place that fit our family perfectly. The gaming area was perfect and entertaining. My youngest daughter absolutely loved the piano! The host was very responsive and accommodating for sure. We would highly recommend 🥰

We had a great stay -- everything was very easy and Chris made sure we had everything we needed! We'd definitely stay here again!

Excellent stay at this beautiful house! The views were spectacular and everything was as described in the listing.

This was our favorite Airbnb of the ones we've stayed at in New England over the years. The house is more spacious than it appeared on photos. The design of the space is minimalist and modern which we loved. Our favorite was grilling/having breakfast in the backyard that faces the giant rock - which is truly a special treat - and cooking in the spacious, well-stocked kitchen together. If we come back to the Berkshires we would love to stay at Benjamin's place again.

This place is a gem! The apartment has 2 private entrances, plus a parking spot that is visible from the apartment above. It is conveniently located near major stores, restaurants, and an EV charging station. My daughter and I stayed for 2 nights because we were attending a wedding in Tanglewood, just a few minutes away! The apartment was spotless, well stocked with linens, bathrobes, paper products, Keurig coffee pods, and the refrigerator even had chilled beverages! The kitchen is equipped with modern appliances and everything needed to prepare meals. There is even a stackable washer/dryer with laundry pods. The 2 bedrooms are far away from each other to afford privacy. The beds are extremely comfortable with high-quality sheets and comforters, plus extra pillows and blankets in drawers and closets. Our Superhosts, Richard and Kathleen, were extremely responsive to our needs and provided great recommendations for nearby restaurants and stores. Our stay was 100% PERFECT!

This was the perfect home base for our stay in Great Barrington! Lovely old home, beautifully furnished and decorated, and generously supplied with everything we needed and more. It's an easy walk to Main St. shops and restaurants as well as the river trail. Host was responsive, thoughtful and helpful. We'd be happy to stay here again next time we're in town!

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

The studio apartment was just what I needed. The kitchen was outfitted with appliances, cookware, and dishes. The bed was comfy. John and Shauna were extremely responsive. A great spot for able bodied folks who need a nice little spot to lay their head while in town.

We booked last minute to stay for a night to attend an event nearby. While our stay was brief, it was super clean, comfortable, and just what we needed. Everything smelled fresh, and Kelly’s recommendations were helpful too.

Just perfect: cozy, inviting, private. Everything you need, with lots of personal touches. We had a wonderful time!

What a wonderful place! This was our first time in Hudson, and this was the perfect place to stay. Within easy walking distance of lots of restaurants, very spacious and clean. Easy to get in and out, highly recommended.

Cindy was great with communications, and gave me all of the instructions I needed to make it a pleasant stay for me, my dog, and the hosts. I stayed Friday and Saturday nights, and enjoyed the craft beer and locally made sourdough pizza in the evenings with a talented musical duo playing on Saturday night. The taproom closes at 8pm, and after closing time the apartment is very quiet and peaceful. The apartment is cozy with attractive furnishings and a comfortable bed, but it is not a place for people with mobility challenges. There are 17 steps up to the apartment, and the shower in a free-standing claw-foot tub doesn't have handrails. I enjoyed my stay, and give it a 5-star review for physically fit singles or a couple!

Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!

This was our 2nd stay at Rhonda's place- felt like home again. As before, she was very helpful, thought of everything ahead of time, and was very quick to respond to all our questions. The flat is clean, cozy, and comfortable- hope to stay again sometime.

Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!

This is our second time staying and we loved it even more the second time. Christina was lovely to book with and the unit we were put in had recently been renovated so it was in great shape. You really can't beat this place for a winter family vacation. The space was clean and well appointed. I'm very finicky when it comes to hotel cleanliness, there were a few notes I'd give on the space but overall I was very happy with the space and our overall stay. The staff at Wyndham were very helpful and friendly. We will definitely return again!

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!

Cozy apartment, walking distance from the water front. Had a great weekend getaway.

My husband and I loved our stay at Jo Anne’s place, it was quite,clean private, easy access to parking and very affordable . Stocked with the necessities.

Very nice and clean 1-bedroom apartment with a great view and everything you need for cooking meals. Wonderful location and very kind hosts