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Discover the Berkshires

Curated rental properties for every season.

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EXPERIENCE THE BERKSHIRES

More Than Just a Stay
Curated homes backed by local expertise and personalized service.

Curated Homes for Every Stay

Curated Homes for Every Stay

From cozy cottages to spacious estates, every home is carefully selected for location, comfort, and character.

The Rental-Ready Promise

The Rental-Ready Promise

Every home is professionally prepared for your arrival with clean linens, quality standards, and dependable support throughout your stay.

Your Local Berkshire Experts

Your Local Berkshire Experts

Serving the region since 2005, we connect guests with homes that match the best of the Berkshires — from ski season to summer escapes.

Find Your Perfect Stay

Tailored to your lifestyle

Customer Reviews

4.9

Average trip rating, from 395 reviews

5 / 5
We had such a wonderful stay at this beautiful home in the Berkshires! It was the perfect spot for our families while we were up skiing at Butternut. The house was incredibly cozy and inviting—it truly felt like a home that is loved and well cared for by a great family.<br/>Everything was spotless when we arrived, and there was plenty of space for all of us and our kids to spread out and relax after long days on the mountain. It had that warm, comfortable feeling that made it easy to settle right in.<br/>We made some great memories here and had an absolute blast. We’re already looking forward to coming back and renting this special home again next year! ⛷️❄️
Kathryn
KathrynStayed in March 2026
5 / 5
Fantastic place for a couple of weekends to ski at butternut. Our kids loved the house, it was as close as you can get to the slopes - truly great overall experience. Would go again, for longer. Very responsive host.
Lucian
LucianStayed in February 2026
5 / 5
Great house! Tons of space. We had a blast
Emily
EmilyStayed in February 2026
5 / 5
We had such a wonderful stay here! The house is warm and full of character. So many great spaces for groups to relax and socialize. We were 4 families and all loved it! We highly recommend it and hope to return in the future.
Caitlin
CaitlinStayed in January 2026
5 / 5
We had a lovely stay with two other families ! Plenty of room for all adults and kids. Extremely comfortable, clean and well decorated home in a great location !
Lindsey
LindseyStayed in January 2026
5 / 5
Our group of three families had a great stay! We loved the multiple living spaces. Kids took over the media room upstairs and we sat by the fire in the kitchen, played games at the dining room table, and hung out in the living room. Perfect Berkshires location - close to town of Great Barrington and Butternut mountain for a ski day.
Erin
ErinStayed in January 2026
5 / 5
It was observed that during the stay, the removal of the trash was suggested, but when we arrived, the trash cans were full. Therefore, we left the trash removed from inside the house and bagged next to the trash cans.
Desirê
DesirêStayed in January 2026
5 / 5
Me and my family had a wonderful stay! Strongly recommended!
Ted
TedStayed in January 2026
5 / 5
Amazing place, feel like paradise lost in the Forrest.
Marie-Noura
Marie-NouraStayed in January 2026
5 / 5
Spacious and beautiful cabin space would come back again!!
Kevin
KevinStayed in January 2026
5 / 5
We had such a wonderful stay at this beautiful home in the Berkshires! It was the perfect spot for our families while we were up skiing at Butternut. The house was incredibly cozy and inviting—it truly felt like a home that is loved and well cared for by a great family.<br/>Everything was spotless when we arrived, and there was plenty of space for all of us and our kids to spread out and relax after long days on the mountain. It had that warm, comfortable feeling that made it easy to settle right in.<br/>We made some great memories here and had an absolute blast. We’re already looking forward to coming back and renting this special home again next year! ⛷️❄️
Kathryn
KathrynStayed in March 2026
5 / 5
Fantastic place for a couple of weekends to ski at butternut. Our kids loved the house, it was as close as you can get to the slopes - truly great overall experience. Would go again, for longer. Very responsive host.
Lucian
LucianStayed in February 2026
5 / 5
Great house! Tons of space. We had a blast
Emily
EmilyStayed in February 2026
5 / 5
We had such a wonderful stay here! The house is warm and full of character. So many great spaces for groups to relax and socialize. We were 4 families and all loved it! We highly recommend it and hope to return in the future.
Caitlin
CaitlinStayed in January 2026
5 / 5
We had a lovely stay with two other families ! Plenty of room for all adults and kids. Extremely comfortable, clean and well decorated home in a great location !
Lindsey
LindseyStayed in January 2026
5 / 5
Our group of three families had a great stay! We loved the multiple living spaces. Kids took over the media room upstairs and we sat by the fire in the kitchen, played games at the dining room table, and hung out in the living room. Perfect Berkshires location - close to town of Great Barrington and Butternut mountain for a ski day.
Erin
ErinStayed in January 2026
5 / 5
It was observed that during the stay, the removal of the trash was suggested, but when we arrived, the trash cans were full. Therefore, we left the trash removed from inside the house and bagged next to the trash cans.
Desirê
DesirêStayed in January 2026
5 / 5
Me and my family had a wonderful stay! Strongly recommended!
Ted
TedStayed in January 2026
5 / 5
Amazing place, feel like paradise lost in the Forrest.
Marie-Noura
Marie-NouraStayed in January 2026
5 / 5
Spacious and beautiful cabin space would come back again!!
Kevin
KevinStayed in January 2026

Local expertise since 2005

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