Fitness-friendly holiday rentals in Pioneer Valley

Wonderful place to stay in Lenox! Approximately 10min drive to Tanglewood and downtown. Fully decked out apartment with all the amenities: full kitchen, toiletries stocked in the bathroom, lovely outdoor patio space. Relatively good value for the Berkshires, which of course, skews expensive. Jack and Tania were very responsive by text but respected our space and privacy in-person. Would absolutely stay again!

Steven was a great host. My friends and I booked here for the weekend to go skiing at Mt Snow, and this was a short distance away. Our room had a spot in the hallway to place skis and boots, which was convenient for our stay. Our rooms were clean and the whole place was exactly like the photos. Steven was quick to respond when we had questions and was very generous to provide a bigger room for our group. Overall Steven is a great and caring host who shows pride in taking care of the lodge as well as the guests that stay there.

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.

My stay was smooth and the condo was nice. I was on a business trip so I didn't have much time in the room besides sleeping which was quiet

We had a great time in this suite for 2 nights during Easter Weekend . This was a surprise gift for my boys .they absolutely loved the decor/gamers & Minecraft .they already asked to go back .host was very responsive and made sure we had everything we needed .we will definitely be back!

The absolute perfect location at the heart of the Berkshire Yoga Festival! Loved the location. Very comfortable for two people. The host was very quick to respond and was accommodating. I would definitely recommend and would stay there again.

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.

Wonderful location and home, bring earplugs or noise cancelling devices as you can hear everything from floor above. Still well worth the price!

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.

Jiminy Peak is a great family mountain. Christina's place is perfectly located to do everything right out your back door. Christina was an excellent host. Thank you.

Hamilton is a wonderful host and the area is always beautiful and fun.

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 great stay here. It was very close to the ski lifts, and the ski locker was directly across the hall. It made for a very enjoyable and easy skiing experience. Jiminy Peak is a great place to ski at with a variety of trails for all skill levels, and even though it was a school vacation week/weekend, the lift lines were never long. Margaret was very responsive to any questions we had and made the process easy. We loved it!

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.

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

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!!!

Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

We stayed for a ski weekend and found the house perfect fit for a group 3 kids skiing and snowboarding. There’s plenty of room in the kitchen in the living room all all we came away extremely satisfied.

Stayed here over the weekend for a wedding in May. The house is even more stunning than the photos show. Everything was as described or better, and Emilio was responsive and accommodating when we realized the coffee pot was missing and had a new one dropped off within a matter of hours. Only thing was that the house was pretty warm and wasn’t easy to cool down, but in May in Vermont keeping the windows open did enough to solve that. We’d love to come back again during ski season for our annual family trip instead of where we usually go because the house is so amazing!

The perfect place for a group of volunteers for a WNEU event to stay for a weekend! Easy to access, great spaces, and we wish we had the opportunity to follow the host's recommendations for the area. Thank you!

Beautiful home, very spacious. Peaceful. Amazing yard for outdoor activities. Plenty of parking. Would definitely come again

Stayed here as three couples with two dogs and had so much fun. We never left the home because it was so relaxing and enough to do right at the air bnb. Whether we were having a fire, going in the hot tub, playing pool, or making dinners together in the huge kitchen! We will definitely be back!

Lovely home. Hopefully I can stay here next year.

Our family had a great time staying in Anneke’s house in Stockbridge; it had everything we needed and was very comfortable! The fenced yard was also great for our dog. Anneke checked in with us several times during the trip and was very responsive. Highly recommended!