Fitness-friendly vacation rentals in Pittsfield

A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.

We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!

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

Ronnie’s Place was perfect for our stay! Highly recommend as a place to stay if in the Capital Region area as it’s locally on the outskirts of Albany. We were in New York to celebrate a Grandchild’s Sweet 16th Birthday” & “Holiday’s” This place was great for our family visit and made it easier on us. Everything was immaculate & clean. One of my favorites was the bathroom/laundry room it was so nicely decorated with items for laundry use but placed it these awesome essentials bottles. I may add something like that to my laundry room LOL. We didn’t get to utilize the other great amenities due to the weather. We differently will come back again soon as we travel to New York frequently.

place is nice. perfect location. just a snow ball away from all attractions

Second year in a row staying here. And another perfect vacation. Great location, amenities are perfect, clean condo, and the owner is responsive when needed. Can't wait to stay here again.

Had a great time here. The hosts are very friendly and helpful especially Mr. Joe who even helped me out to carry my heavy luggage to the 2nd floor. The house is exactly like how it was shown in the photos. If you can afford a 3 or 4 star hotel, then I recommend this beautiful home rather than a hotel and you won't regret it. Kudos to the hosts for their effort in keeping the house in pristine condition.

A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

Great stay! Listing as described. My family really enjoyed our stay.

We had a wonderful stay at Jiminy Peak.. hosts were super quick to respond with any questions. Very easy check in and check out. Will definitely be staying again in the future!

We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+

We had a nice long-term stay at Beth and Kyles's condo while renovating our home. The location is great for Mt. Snow activities. They are pretty hands-off hosts which was fine for us, but might be difficult for some. There is a nice stand-up desk for working from home that I utilized frequently. The condo has internet and for the most part it worked well, but it could be a bit spotty during video calls, so I'd recommend having a back-up plan if video calls are part of your time here. We definitely enjoyed being able to utilize the pool and clubhouse that the condos have access to, and overall enjoyed our stay.

The condo was perfect for a ski weekend. It was comfortable and minutes from Mt. Snow. The condo was very clean and kitchen was well equipped. Also conveniently located to restaurants in West Dover and Wilmington.

We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

Very nice spot for one person or a couple. Convenient access to JP base area and amenities. Neat and tidy space, nicely appointed. Great communication from owner.

This spot is a great value for the price point in the Hudson area! While the kitchen wasn't as fully equipped as you might find elsewhere, the basic amenities and both indoor and outdoor spaces certainly can't be beat at this price point. As a host, Shahidul was communicative and responsive ahead of and throughout our stay! I'd give this a 4.5 star review if possible, but don't want to drop the overall rating too much as it really is a great find for the price point.

Chelsea was an exceptional host—responsive and accommodating throughout our stay. Her home was beautiful, well-maintained, and offered a comfortable experience. We would absolutely choose to stay here again in the future!

This home is in the midst of beautiful trees and well off the beaten path. My parents accompanied me to visit my daughter at Smith College, and they said they felt “at peace” in this place and would gladly stay there again. My father marveled at the heating/furnace system (he went down to see the huge pellet bag in the basement and wanted to talk with Mary about how it all worked), which is state-of-the-art and makes the large house a constant comfortable temperature. Mary was very responsive and kept us informed, and my parents visited with her when I was in Northampton for a morning. (My father said he could have talked to Mary all day.) For them, the staircase leading up to the bedroom was a bit challenging, and that would be the only downside to our stay. We had everything we needed, and our mantra whenever we were looking for something was “Mary probably thought of that.” Thank you for everything!

Jessi's place was exactly as described. It was cute and cozy and perfect for what we needed. Jessi responded to any questions quickly and was very clear in any and all instructions. The neighborhood was peaceful and the house was very easy to find. We will definitely be staying again!

My boyfriend and our friends escaped the city and took a 2 hr train ride to Hudson. The house was only about a 15min Uber from the the train. We literally had everything we needed and some. We adored the house, felt right at home. We grilled a bit, thankfully the weather was perfect for a nice fire pit chat. The house itself was cozy and inviting, giving us the best sleep. The house nestled away in nature yet just a short drive from a charming town filled with restaurants and shops. Count us in to book again!

My friend and I had a lovely two-night stay at Julie's place. The house is the perfect retreat—peaceful, cozy, and beautifully located. We especially enjoyed the evenings by the wood-burning stove and long, leisurely breakfasts on the porch while listening to the river. The beds were incredibly comfortable, with high-quality pillows and bedding—we both slept so well! I would definitely love to come back someday with my husband to enjoy the peace and quiet, as well as everything else the Berkshires has to offer. Thank you, Julie and Arthur, for sharing your wonderful home with us!

Twelve members of our family stayed here for our annual ski weekend at Jiminy Peak. It was exactly what we needed as our home base -- plenty of room for all of us, good amenities, and the living room gave us a large gathering space where we could all sit after a day of skiing and swap stories, play games, and just enjoy being together. The house was very clean, well-stocked, and the owners were really responsive. We highly recommend it!

Great house to stay in when you're visiting Hudson with a small group. Has all the amenities, walking distance to everything, easy check-in and check-out.