Condo holiday rentals in Pioneer Valley

This is honestly one of the best Airbnbs my husband and I have rented! Beautifully decorated, spacious, clean and in a perfect location to walk to all the restaurants and shops in downtown Lenox. We had everything we needed for a pleasant stay. The bed is comfy, the shower is fabulous, and it's a bright, airy space. Even though we were right in the downtown area, it was very quiet. I don't know if that's because we were there before the school vacation started and the Tanglewood season is in full swing or if this is typical, but it was great for sleeping. The one thing that would have made it even better for me would be if the bathroom mirror was lower on the wall or positioned vertically instead of horizontally (I'm only 5'1" and had to stand on tiptoes to put on makeup and dry my hair). And a full-length mirror somewhere would have been helpful, but those are minor issues. We'll definitely stay here again! Highly recommend this beautiful rental.

David’s place was just as described. Perfect for my one night stay for a wedding near by.

This is that one-of-a-kind place. Nestled in the woods, unusually designed and arranged house that makes for a unique experience. Plus, Joseph is a most interesting and engaging host. We're so glad we found it.

Everything I needed for my work trip👍👍👍 Clean and cozy stay

Our golf group 3 year with Sean. He has been excellent in responding to ? Course is a great layout and was in great shape considering it rained for 2 weeks before we arrived. Clean well stocked condo kitchen has everything you’d want to cook in all meals

great place. good for family. one criticism: no place to get rid of garbage and recycling. At a minimum there should be instructions as to where to take it.

very nice property. we will most definitely be back...as long as it's not booked!

This place is great if you are headed to Mount Snow with a large group. It is a fair price for the large size and slightly dated place. There is plenty of space for and it has a cute log cabin style. The hot tub was on and ready to use which is awesome. It is not the most updated place, but given the price, this is definitely worth what you pay for!

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 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.

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!

Great stay for skiing at Jiminey Peak! We would definitely stay here again. Clean, spacious, great location and reasonable price!