Holiday rentals with a hot tub in Pittsfield

This is my family's second time staying at Nahuel's beautiful home. Our pup loves the fenced in yard, and my husband enjoys the hot tub + grill whenever he is here on a work trip in Kinderhook!

Three adults and a toddler spent four great days at Myrhah’s house in Craryville. I have very little to add to all the other enthusiastically positive reviews. They are totally accurate.I will note that one of us is a pastry chef who was at home in Myrhah’s kitchen. It’s stocked with quite a few good baking tools. Another member of our group is a 19-month old toddler who loved the toys and big airy spaces for play. We all enjoyed the home’s aesthetic and appreciated Myrhah’s responsiveness and warmth. I wished we could have stayed longer.

It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.

We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.

The Art House suited our family history and reunion gathering perfectly. Our large group of 10 was very comfortable and there was plenty of room to gather, eat, and visit. The location was very convenient to shops and restaurants. The bedrooms are comfortable. Carl was very responsive both before and during our visit. I would definitely recommend this place for anyone with a large group visiting the Berkshires, MASSMoCA, Mt. Greylock or other local attractions.

Memorable stay in The Berkshires! Nicole's place was cozy and welcoming a great place to relax and unwind after long days of sightseeing and shopping. At night the backyard would be lit by the soft glow of string lights and made for the perfect scene to end every day in the hot tub.

What a gem! Reminiscent of lakeside “camps” that I visited as a child. We played games and did puzzles on the magical screened porch; comfortable beds, awesome showers, had the pond to ourselves and the dogs loved it, too.

What a great getaway! Spacious with an amazing view!! Thank you!!!

Stay was perfect, we were 10 girls and fit comfortably and could've fit more if needed. House was clean and exactly as shown in photos. Extremely convenient location to mountain and other bars/restaurants in the area. Would highly recommend for a group trip!

Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.

Overall we had a wonderful stay. The weather wasn’t great but between the indoor pool and arcade there was enough to keep the kids busy!

My daughters and I really enjoyed our stay at Jacks place. The house is beautiful, and the surrounding private property is stunning. Nicole was very helpful whenever I had any questions.

The place was great and wish i had more time there. We were just looking for a quick overnight with two bedrooms, which this was, but it seemed like a lovely place for a vacation.

Fantastic communication. Easy in and out. No complaints at all!

Gautam was very responsive and extremely kind! The property had a huge backyard. You don’t need to ever leave the premise. The pool, yard, and gazebo were the perfect place to spend the weekend. Each bedroom has a bathroom and had great privacy. It was a great weekend!

What a treat to stay at McCaela's magical, cozy, home! Everything – from the surroundings, to the furnishings, to the amenities – were just perfect. Entry into the house was no problem, and inside we found a delightfully thoughtful and intentional home that was extremely comfortable and spotlessly clean. Just as key, the bed in the primary bedroom was supremely comfortable! We had no reason to ask any questions, and we had no issues at all; still, McCaela reached out to make sure we were settled and to see if we needed anything. We SO appreciated her generosity, kindness, and insight into (and commitment to) the local community. It's clear that a great deal of thought and care has gone into this house, and we would stay there again in a heartbeat. The location is perfect – off the beaten path and extremely private, yet close to everything we wanted in the Berkshires. I highly recommend staying here, ideally for longer than the two nights we did. We can't wait to return!

Really enjoyed our stay! Was perfect for our family to stay all in one place. Darin responded in a timely manner and was very helpful. Pool table was a great addition! Loved the location, it was beautiful & peaceful. We were disappointed we didn't see any bears :0) LOL

So much fun!! The airstream was super cool/relaxing and the animals were so adorable. Looking forward to coming back in the future!

The space is luxurious and stunning even more beautiful than the photos, so thoughtfully designed and really helped us feel at home at once. Matt and Sarah were so helpful whenever we had any questions. We had such a relaxing stay and feel so grateful to have been able to enjoy the space!

We had a great time here with our 9 month old baby. The pictures don’t do the house justice. Access to the lake for swimming and kayaking and the facilities (pools, beach, basket ball and tennis court) make this a great place for an active vacation. The house has everything you need to travel with a young child (toys, changing table, pack ‘n play and even black out shades). The towns of Athens and Coxsackie are a few minutes away and have decent food and drink options. We would love to come back!

We really loved our stay at Jody's A-Frame home. The boys loved to sled in the yard. It was great to make a fire each evening. It was very close to Mt. Snow for our daily skiing. The day we were supposed to drive up, there was a large storm predicted and Jody worked with us to allow us to arrive earlier than the typical check-in time in order to avoid the storm. It was a special week for us and we are grateful for her hospitality!

A beautiful peaceful getaway. Out in the middle of no where is a romantic home with a hot tub and pool table. The house was clean and came with basic amenities. The home was a comfortable temperature. The darts board was definitely fun. The bed in the master bedroom was very comfortable. The view from the balcony off the master suite was beautiful. A nice place to sip coffee in the morning with the person you love. There’s an adorable little grocery shop less than 10 minutes away. The property is very well maintained. Patrick was a great host, thank you.

Pictures don’t do it justice! The place is super adorable and relaxing. Great views and vibes. Personal touches that make you feel like you’re visiting a friends home instead of an Airbnb. Highly recommend!