Fitness-friendly holiday rentals in Great Barrington

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

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.

Zainab was an AMAZING host, very hospitable and welcoming! Zainab was proactive in anticipating my needs, and their response time was phenomenal! The room was comfy, looked just like the pictures, matched the description and had all I needed for my stay. I totally recommend staying here if Albany is on your list, I can’t wait to visit again and look forward to staying at Zainab’s air bnb!

Ronnie’s place was just what we were looking for. A comfortable place for 5 of us to rest and chat while doing other activities in the area. We got to enjoy the hot tub, covered away from the rain, and played board games indoors. We were also able to prepare a steak dinner on the grill and using the fully furnished kitchen. The neighborhood was a little drab, but his space was a pleasant oasis from it. Still fine to walk around during the day. The neighbors above could be heard walking inside, but this was expected and they didn’t bother us on our vacation. Though they did park a little close for us to comfortably fit in our 3 cars into the 4 slots allowed. But street parking was also fine directly in front of the house. Overall, we enjoyed our time spent at his place, and he kept it neat and accommodating. A great value when you want a hot tub, 1.5 baths, a grill, comfortable queen beds, and pull out. I wish the weather was better for us to enjoy more of his furnished patio space.

Spacious condo in a perfect location on the mountain. It’s right in the center of the Jiminy Peak “village”, so great for both skiers and summer adventurers. The hosts were responsive & very accommodating.

The perfect location is right at the slopes of Jiminy Peak. The yeti suite was very clean and had everything you needed for your stay. Good luck finding 24 champion badges (I found 23). This is a fun place to stay, and everyone was very helpful.

This studio was the perfect stay for my work-trip. It was immaculately clean, and well designed. Also, walkable to a Whole Foods, good Mexican restaurant, Walgreens and other services and stores. Kay was very responsive to my messages, and very friendly.

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.

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!

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

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!!!

We stayed at Renee’s place during a summer festival weekend hosted at the mountain and it was perfect for our needs! Comfy bed, good kitchen set up and a nice place for lounging in between festival events. Would definitely stay here again!

Perfect home base for skiing at Jiminy! It was great for me and my kid plus we got to enjoy the hot tub, pool, breakfast at the country store and dinner at bluebird & co. Justine was a great and communicative host - we hope to return soon!

It’s was a wonderful stay at Leslie and John’s place. We had a great time and the house was lovely. They (and Stacy) were very responsive. Would certainly recommend to others!

My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

Awesome property for a weekend getaway from the city. Sonny made this place into a fun playground - the pond is amazing, the hot tub, sauna, and back deck felt like a spa, and we enjoyed the fire pit and taking a short hike to the creek. The house itself is simple but has everything you need and we even managed to order Uber eats once from Kingston. The area is great, and we enjoyed the villages and a nice hike in the area. We will definitely come back.

The home was exactly the way it is in the photos, only better! Everything was clean and spotless. Plenty of kitchen and laundry supplies to use. The home is in a very secluded and in a quiet neighborhood. You will never see another person unless you drive out of the very long driveway and into town. The backyard was scenic and perfect for the fall season. Overlooking the river, especially in the fall is very scenic and was perfect for what we were hoping for. Communication with the Rental property was kind, courteous and professional. The even offered us a late check out as long as they did not rent the property that day. Me and my 5 family members were very comfortable and enjoyed our stay. I highly recommend this property for all seasons. Will definitely return.

This was a very nice house that accommodated my group of 5 adults and 8 kids very well. Plenty of space, amenities, and a very responsive host who communicated well and was willing to assist with anything we needed. Highly recommended!

We had a wonderful stay with extended family to celebrate our son’s college graduation. The house was spotless and comfortable and easily accommodated a large group from college-age through grandparents. We enjoyed board games at the extra long dining table, coffee by the fireplace and playing pool in the large lower level. Chris provided plenty of local recommendations in advance, which were very helpful. Overall a fabulous trip!

This is the second time I've stayed there, each time with 6 people (our family with 2 kids, plus one set of grandparents). It's very cozy, convenient with a master bedroom and bathroom on the ground floor which is great for the elderly. The sun room is a great place for meals and board games. The workspace in the basement has great wifi and a high-speed internet connection, which I used for video conferencing all week. We will likely be back again!

Great place to stay with family! Very clean, great location, ample space. Would definitely stay again.