Kid-friendly vacation rentals in Lenox

We only stayed one evening but found the living space to be perfectly laid out and spotless. The kitchen is fully stocked with about every utensil and appliance you can think of. We especially enjoyed the fresh eggs, treats, and flowers that welcomed us! The living room was especially comfortable. The unit is attached to the rear of the main house but it’s kept totally private. There aren’t many places to eat in Richmond — after all, it is pretty rural— but Stockbridge and Lennox offer many dining options.

The Aviary was beautiful, well stocked and had enough dishes, glasses, and towels to allow all 8 of us to relax comfortably in the house. The house had many seating areas and a table big enough for all of us to eat together. The bathrooms were large and had a lot of space. All the bedrooms were well suited and we were able to sleep comfortably. Unfortunately, the weather was not cooperative but the backyard was inviting and looked like a lovely place to sit and read peacefully. Jacqueline responded quickly to all our questions and check in and out was easy to follow. We all immensely enjoyed our stay and would highly recommend The Aviary to anyone looking for a place with lots of space and close to Lenox.

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.

Annie’s house was terrific. It was well stocked with all of the important things. It was very clean and we thought the furniture was comfortable. The heating units worked great as it was chilly when we were there. The screen porch looked amazing and I wish we had better weather so we could have enjoyed it. The location is very close to the town and walkable. We would stay there again. Thanks Annie.

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 🥰

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.

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

Had a beautiful, relaxing stay with friends at George's place right on the lake. Loved sitting on the deck watching trout swim in the stream and deer passing by. The house is in a perfect location, short drive to both downtown Lenox and Lee. In addition, the house is right down the street from High Lawn farm which makes delicious ice cream and cheese. Can't wait to visit again!

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.

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!

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

Wonderful stay! Beautiful home and so much to do in the area. We had a great time!

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!

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!

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

My Mom and I loved Marie’s home. So clean and light with lots of windows. Beautiful porch to sit at end of day Slept so well. We would love to stay there again I was in need of help with tv and they came within 15 min Unbelievable how helpful and kind Thank you so much Deb

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!

We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.

The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

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.

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.

Great little studio spot to use as your Basecamp for activities in the area!

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.