Boutique short term rental management rooted in place.

Save time, worry less, earn more.

List Your Property
Hosting Tips

Let’s Connect:

Email: jaryn@berkshirevacationrental.com

Phone: (413) 358-8112

Curious About Listing Your Property?

Let’s chat about your goals, where you are at in the listing process, and how Berkshire Vacation Rental can help.

Personalized Rental Management Services

Icon of a document with a magnifying glass hovering over it, symbolizing search or review.

The Details

We take care of everything:

  • Professional photography

  • Listing and marketing your property

  • Managing booking calendar

  • Guest communication

  • Managing cleanings and resets

  • 24/7 troubleshooting

  • Give you more time to enjoy your home

A house icon with a dollar sign inside and an upward trending arrow, symbolizing real estate investment or market growth.

Competitive Pricing

Make more money:

  • We utilize an industry-leading dynamic pricing tool to update your listings pricing every 24 hours based on supply and demand to

  • We don’t make money unless you do

    • Our fees are based on a percentage fee of your property’s monthly rental income

A key with a house and a magnifying glass icon overlay

Increased Occupancy

More bookings, more efficiency

  • Get more value from your property

  • We’ll help you determine booking goals

  • Seamless transitions between bookings

What Our Clients Say

A Few of Our Favorite Listings

See More
View Lakeview Cottage on Airbnb
View Rustic Cottage on Airbnb
View Midcentury on Airbnb
View Writer's Retreat on Airbnb
View Getaway on Airbnb
View Lake Front on Airbnb

Personalized Service from Real People

A man wearing a white t-shirt, black pants, sunglasses, and sneakers walking on a city sidewalk, with parked cars, buildings, and other pedestrians in the background.

Jaryn Pierson

I started Berkshire Vacation Rental after experiencing frustration while trying to figure out how to list my own home on AirBnB.

I have spent countless hours researching our local market, buying my own home, renovating and furnishing it, and then finally listing it as a short term rental.

I know that many more home owners like you would love to make some additional income from the investment you’ve made in your home, but aren’t sure where to start. I’d love to help you get the most value and enjoyment from your property!

Let's Connect
Wooden deck overlooking a lake with two wooden chairs, a small table with flowers, and a ladder leading into the water, surrounded by trees under a cloudy sky.

Frequently Asked Questions

  • Short term rental management can be complicated.

    We are here to make it simple for both you and your guests.

    We start with a phone call to understand your goals, where you are in the listing process, and what our next steps are.

  • If you own a property that you’d like to transition into a short term rental, then yes! You qualify.

    If you don’t currently have a property, but would like to earn income from a short term rental, we can help! We know what makes a great short term rental and can help you find the perfect place to start.

  • Many management companies turn away people who want to use their homes on holidays, for friends and family, etc. Not us. We offer the same package to all our homeowners and quote your pricing tier on projected rental revenue.

  • We encourage you to stay in at your property when it’s convenient for you.

    You can place an owner stay in the calendar anytime you like! Your house will be clean when you get there, and we’ll take care of cleaning before the next round of guests, simply enjoy your house !

Ask Us more Questions

Where we list your property

Airbnb logo with a stylized letter 'A' resembling a heart-shaped location pin
Booking.com logo in black and gray text.
Stylized black and white text spelling 'Yum' with curved, layered lines.