Your Berkshire Escape Starts Here
From cozy retreats to spacious countryside homes, find the perfect place to relax, explore, and unwind.
Available properties
The Berkshire Vacation Rental Co. Experience
Boutique Management Rooted in the Berkshires
Jaryn Pierson - Owner / Founder
Berkshire Vacation Rental Co. was built from firsthand experience. While getting our own short-term rentals off the ground, we quickly realized how challenging it was to navigate listings, local markets, and the endless details that come with hosting — without any guidance or support. That experience became our foundation. BVRCo was founded to partner with homeowners across the Berkshires, making it easier to get your listing up, running, and performing at its best.

More Than a Place to Stay
What Our Guests Are Saying
4.9
1505 reviews
“Jaryn was super responsive. The view of the lake from each room was amazing. The space was excellent for our family group of seven. A/C was excellent during the heat wave! We stayed in Monterey a while back when the General Store was open. Wished there was a store closer than GB or Lee in order to pick up groceries. Otherwise — all great! Jaryn is the best!”
Howard
Stayed in July 2026
“A beautiful spacious house with amazing views— even when it rained, the house was a beautiful refreshing place to stay especially on the screened in porch. We like to hike and do music and theatre stuff, but it was tempting sometimes to stay in and just chill. Thanks Jaryn!”
Michael
Stayed in July 2026
“Cottage was perfect. Kitchen had everything we needed, drip coffee and keureg. Views from living room and bedroom. Kayaks for lake were right there. Rail to trail bike path 16 miles one way was a few miles away -and Cheshire outfitters right there to rent a bike. Also my graylock is a short drive away. Lots of trails nearby. Common table restaurant is close with amazing food.”
Ann
Stayed in July 2026
“I stayed here in late June 2026 (meeting friends at Solid Sound in North Adams). This is a beautiful small home that has been renovated in a modern, tasteful style. It’s well appointed with everything you need. The main feature is the location: literally steps from the gorgeous Cheshire Reservoir. It is extremely quiet and peaceful here and an absolute pleasure to sit outside and be surrounded by natural beauty. There’s plenty of seating outside, a fire pit, and a grill. And a paddle boat and kayaks! If you need supplies there is a Target only 15 minutes away. 25 minutes north is Mass MoCA, an outstanding modern art museum. Other than that, there are countless natural areas to explore all around this location. Jaryn was an amazing host. Very responsive with any questions or concerns. Easy check in / check out. I would absolutely stay here again!”
Nate
Stayed in July 2026
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