Your Berkshire Escape Starts Here

From cozy retreats to spacious countryside homes, find the perfect place to relax, explore, and unwind.

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Lenox, MA

Belden Farm - WALK to Tanglewood !

$744 for 2 nights•

New

6 bedrooms•2 baths

Stockbridge, MA

Moss's Muse: A Modern Summer Retreat

$1,899 for 3 nights•

New

4 bedrooms•3 baths

Monterey, MA

Misty Pines Cabin | Wood Stove • Sauna

$381 for 2 nights•

5.0

3 bedrooms•3 baths

Lenox, MA

Timpani Corners | Private Pond • AC

5.0

3 bedrooms•1 baths

New Lebanon, NY

Ridgeview Retreat | Valley Views • Sleeps 6

4.9

3 bedrooms•2 baths

Great Barrington, MA

Jug End Crest | Fireplace • Sunroom • Central Air

$378 for 2 nights•

4.9

3 bedrooms•2 baths

Cheshire, MA

Cheshire Cove | Waterfront • Kayak • Firepit

4.8

2 bedrooms•1 baths

Monterey, MA

Garfield Grounds | Lakeside • Guest Cottage • Dock

$1,380 for 3 nights•

4.9

4 bedrooms•3 baths

Pittsfield, MA

Friendly Hills | Passive Home • EV Charger

$365 for 2 nights•

5.0

3 bedrooms•2 baths

Great Barrington, MA

The Summerwood Hideout | Mins to Downtown! • Pool

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.

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Boutique Management Rooted in the Berkshires

More Than a Place to Stay

What Our Guests Are Saying

4.9

1444 reviews

“Reserved for my team coming from all over for 3 days of training. Long days! They loved coming back to this spot to relax and enjoy.”

Alexandra

Stayed in June 2026

“We enjoyed the house and the patio and backyard, especially the boats and lake access. Overall a fun stay.”

Angela

Stayed in June 2026

“Great house and great host! We stayed for the weekend and had a great time! The beds were comfy, the kitchen was fully stocked and there were lots of activities to do!”

Danielle

Stayed in June 2026

“We had a wonderful stay at this cabin in the woods. Rustic, artistic, and homey, with lots of light coming in windows all around. Everything we needed was there. Loved being out in nature, and relaxing by the pond, in between trips to explore the area. I'd stay here again in a heartbeat! Just be sure to notice that two of the bedrooms are in the loft area at the top of some very steep ladders. It wasn't a problem for me as I was travelling with my adult daughter and we shared the bedroom on the first floor. But definitely something to be aware of if travelling with more than 1 or 2 people. The host made everything simple and easy. Highly recommended home and host.”

Brenda

Stayed in June 2026

Discover Why Berkshire Homeowners and Travelers Choose Us

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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.