Kid-friendly holiday rentals in Western Massachusetts

This cabin was an absolute dream come true and exceeded all my expectations! From the moment we arrived, we were enchanted by its charm and the serene beauty of its surroundings. The cabin itself was impeccably clean, cozy, and wonderfully decorated, making us feel instantly at home. Every detail seemed thoughtfully considered, from the comfortable furnishings to the well-equipped kitchen. We particularly loved the personal touches in the decor, i.e. the writing on the walls and all of the books. The location was simply perfect – as a city gal, being surrounded by nature in a peaceful setting was exactly what I was looking for. I enjoyed spending time in the yard in the morning with my breakfast and enjoyed driving to the Norman Rockwell Museum. Taryn was incredibly responsive and helpful with any questions I had and made the entire booking and check-in process seamless. We left feeling completely relaxed, rejuvenated and already have our next stay booked! This place is a true gem!

Mighty was a wonderful host, and the sweet cottage on the lake was just peaceful and fun. Every inch of the house has been decorated with care, and the feeling of waking up to look out over the lake is unbeatable. We enjoyed our time so much, and took home lavender sachets generously offered as a reminder of the experience. Highly recommend if you're looking for a beautiful, peaceful place to be in Western MA, with great proximity to the attractions of Amherst and Northampton. Don't miss the Montague Bookmill for used books and a cafe overlooking a rushing river--a treasure!

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.

Allison's spot was great! She was a super accommodating and responsive host. Originally, it was supposed to be me, my husband, our kiddo, and my in-laws, but due to some pregnancy complications, my husband and I were not able to go. My in-laws reported that they liked the house, it was super well-stocked, and the back deck with the stream/creek in the back was lovely. They did note the stairs were quite steep and made it difficult to go up and down to use the bathroom at night, but that is clearly stated in the listing, so all good! We'd come back again!

Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.

Very cute apartment and more than what we needed for a one night stay on a wedding weekend! The downstairs has a charming sitting room and spacious kitchen with fridge, stove, and laundry. The stairs were a bit steep so be cautious! Upstairs a comfy soft bed with window AC and a large bathroom with clawfoot tub/shower. Jennifer was very nice about our last minute request to check in early to change for a 4 PM wedding. We would stay here again if we come back to the area! Thanks so much!

I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

We had a wonderful time at Johanna’s home. The inside was lovely and as described - although it was hard to pay attention to anything inside when the view through the window was so breathtaking. The beds were comfortable, the kitchen was easy to use, and Johanna was very kind and responsive. I recommend to anyone looking to get away.

Heather's place is amazing...very spacious and was great for my two week stay for work. It really great it is so close to the highway and also local restaurants and shopping. Will definitely stay again if I am in the area.

Our experience at Carrie's studio apartment was just what we needed after a busy day attending to a family project. The apartment is spacious and nicely appointed with a comfortable bed, couches and lounging chair. The kitchen is well-equipped and the bathroom neat and clean. Although we didn't have much time to enjoy it, a small outside porch overlooking a lower garden and an expanse of a neighbor's green lawn was an added perk. The apartment is a short walk into the village of Shelburne Falls with its diverse shops, many eateries, pharmacy (good spot for an ice cream soda), small grocery store (an organic oriented store is just across the bridge), bookstore, and very nice wine store (near the Pot Holes). Don't miss Gypsy Apple, a culinary treat for a special occasion (check for the evenings open as they are limited). Our respite at Carrie's was peacefully quiet and restorative. I have no reservations about recommending Carrie's lodging.

We had a great stay at Donna's place. The house had everything we needed and Donna was responsive and friendly. Would definitely stay at Donna's place again!

We enjoyed our stay here. It was peaceful and quiet. Heard the birds in the morning and enjoyed looking out onto the flowers growing. Having a clean and private place to retreat to is important to me while traveling and this was exactly as described.

The apartment was great. Very spacious especially for one person. It was super clean and is in an easy relaxed location. Very easy self-check in. They also have some great books to look at !

Really awesome apartment that's nicely decorated and fun to stay in with the swings. would stay again.

The little studio apartment was so great and exceeded my expectations. So convenient to my friends’ place who live in Wilbraham, super clean, cute and cozy. She even provided some snacks which was so thoughtful! Heather was also incredibly responsive and wonderful to work with. Highly recommend and I will definitely be back!

I enjoyed staying at Susan's place. It's very well appointed and had everything I needed and more. The location was excellent and within easy walking distance of downtown Northampton and the train station.

Agnieszka was easy to work with, and a very considerate host. The condo was perfect for us. We were especially delighted to discover a standard queen bed in a separate little bedroom, in addition to the living room sofa bed pictured on the Airbnb site. Everything we needed was available and easy to find in this thoughtfully equipped apartment. The setting is quiet and lovely. From our private balcony vantage point the nearby pool and pickleball courts appeared to be well maintained. If we have the opportunity to return to the Catskills/Windham NY area, we will definitely hope to book this condo again.

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.

An excellent stay!

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.

Wonderful location! Beautiful pool! Perfect hot tub! My family loved our visit!

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!

Beautiful ground floor apartment. Hosts are always welcoming- would definitely book again. Andrew