Your Berkshire Escape Starts Here
From cozy retreats to spacious countryside homes, find the perfect place to relax, explore, and unwind.
Available Properties

Great Barrington, MA
The Summerwood Hideout | Mins to Downtown! • Pool

Lenox, MA
St Anne's Manor | Walk to Downtown! • Sleeps 8

Hillsdale, NY
Hillsdale Neighbors | Valley Views • Firepit

Cheshire, MA
Cheshire Cove | Waterfront • Kayak • Firepit

Monterey, Massachusetts
Forest Hollow | Waterfront • Kayaks • Wood Stove

New Lebanon, New York
Ridgeview Retreat | Valley Views • Sleeps 6

Hancock, Massachusetts
Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

Egremont, Massachusetts
Gilbert Ski Chalet | 3 min to Catamount!

Egremont, Massachusetts
Jug End Crest | Fireplace • Sunroom • Central Air

Tolland, Massachusetts
Lakeview Luxe | Water Access • Game Room

The Berkshire Vacation Rental Co. Experience

Rooted in Hospitality
We manage every home the way we'd want to arrive at one — warm, ready, and full of the little things that make a place feel like yours.
We've Got You Covered
Questions before you arrive? Need something during your stay? Our team is located right here in the Berkshires.
Fully Stocked Homes
Walk in and settle right in. Every property is cleaned, stocked, and prepared so your only job is to enjoy the Berkshires.
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.

What Our Guests Are Saying
4.87
680 reviews
Joseph
A capacious house with comfortable furniture, one of the best equipped kitchens ever in a short-term rental, and beautiful views out picture windows. And a deck that we didn't get
Gary
very quite place.
Christine
Beautiful property and home design. Very easy booking and communication. We were sound-bathed by the wind chimes on the deck our entire stay and felt so relaxed.
Theres
Great stay at Jaryn's place. It is a perfect spot if you want to close to nature and explore the South Berkshires. Jaryn was very good at communication and we found the place to be

Discover Why Berkshire Homeowners and Travelers Choose Us

Hand-Picked Homes. Unforgettable Stays.
Whether you're here for the mountains, the music, or just a long overdue escape, we have a home waiting for you — stocked, ready, and rooted in the Berkshires.
Does Your Home Belong In Our Collection?
We're building something special in the Berkshires — a curated portfolio of homes that guests return to year after year. Think yours fits? Let's find out.




























































