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Berkshire Rental Properties

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

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

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

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

Reviews

4.97

953 reviews

5.0 / 5

Beautiful home, great location, exactly like photos!

Aesha
AeshaStayed in October 2026
5.0 / 5

The house was very clean and in great condition. It was nice to have access to a grill for cooking and the kitchen was supplied with all the kitchen supplies needed. Hot tub was clean and great to use, you just needed to heat it up overnight when you got there. It was very close to the shops and restaurants on Main St, a 5 min drive. It’s walkable if you needed to walk, but definitely easier to drive. For being in a neighborhood, the property felt private in the back yard. <br/>One of the extra bedrooms off the main entry has glass doors so there is no privacy so be mindful of that if you are using all the bedrooms. <br/>When visiting the area, we would stay here again!

Terry
TerryStayed in October 2026
5.0 / 5

The perfect property for multi-generational families! First floor primary suite was handicap accessible and spacious. Plenty of bedrooms of different configurations to fit your families needs. Bathrooms were stylish and perfectly clean. Kitchen stocked with the essentials! The hot tub was the ideal way to unwind, and it was easy to use and operate. This was one of our best family trips and this space really made it happen for our group!

Brittany
BrittanyStayed in October 2026
5.0 / 5

Great place. Great location. We had a very good stay

Manoj
ManojStayed in October 2026
5.0 / 5

Wonderful location, welcoming, clean and comfortable space! Would definitely visit again.

Dina
DinaStayed in October 2026
5.0 / 5

A wonderful place for our Group of friends. Enjoyed the hot tub, great kitchen and fire pit! <br/>A lot to do in the area too!

Joanne
JoanneStayed in October 2026
5.0 / 5

Our stay was great. We really enjoyed all of the activities the house provided. We had teenagers all the way to senior citizens and we all enjoyed ourselves. The group activities like table tennis and darts were great and the gaming console was entertaining. We loved how well the kitchen was stocked with supplies and the information manual was very helpful. The house was very close to lots of local restaurants and activities. Thank you for providing such a nice space for our family to gather.

S
SStayed in September 2026
5.0 / 5

Claudia was lovely to work with. The house was great for our group, and close to where we needed to be. The main floor has a bedroom with bathroom which we needed to accommodate an elderly family member. The kitchen was big and bright. Claudia and Lewis were very kind and responsive during our trip when we needed a question answered. Would definitely recommend!

Ashley
AshleyStayed in September 2026
5.0 / 5

Great cozy stay!

Lauren
LaurenStayed in September 2026
5.0 / 5

It was a great stay for our annual girls weekend, plenty of room, clean, it’s great spot and loved the outdoor seating and dock. I wish there was more parking but we coordinated carpooling so it worked.

Rebeccalyn
RebeccalynStayed in September 2026
5.0 / 5

Beautiful home, great location, exactly like photos!

Aesha
AeshaStayed in October 2026
5.0 / 5

The house was very clean and in great condition. It was nice to have access to a grill for cooking and the kitchen was supplied with all the kitchen supplies needed. Hot tub was clean and great to use, you just needed to heat it up overnight when you got there. It was very close to the shops and restaurants on Main St, a 5 min drive. It’s walkable if you needed to walk, but definitely easier to drive. For being in a neighborhood, the property felt private in the back yard. <br/>One of the extra bedrooms off the main entry has glass doors so there is no privacy so be mindful of that if you are using all the bedrooms. <br/>When visiting the area, we would stay here again!

Terry
TerryStayed in October 2026
5.0 / 5

The perfect property for multi-generational families! First floor primary suite was handicap accessible and spacious. Plenty of bedrooms of different configurations to fit your families needs. Bathrooms were stylish and perfectly clean. Kitchen stocked with the essentials! The hot tub was the ideal way to unwind, and it was easy to use and operate. This was one of our best family trips and this space really made it happen for our group!

Brittany
BrittanyStayed in October 2026
5.0 / 5

Great place. Great location. We had a very good stay

Manoj
ManojStayed in October 2026
5.0 / 5

Wonderful location, welcoming, clean and comfortable space! Would definitely visit again.

Dina
DinaStayed in October 2026
5.0 / 5

A wonderful place for our Group of friends. Enjoyed the hot tub, great kitchen and fire pit! <br/>A lot to do in the area too!

Joanne
JoanneStayed in October 2026
5.0 / 5

Our stay was great. We really enjoyed all of the activities the house provided. We had teenagers all the way to senior citizens and we all enjoyed ourselves. The group activities like table tennis and darts were great and the gaming console was entertaining. We loved how well the kitchen was stocked with supplies and the information manual was very helpful. The house was very close to lots of local restaurants and activities. Thank you for providing such a nice space for our family to gather.

S
SStayed in September 2026
5.0 / 5

Claudia was lovely to work with. The house was great for our group, and close to where we needed to be. The main floor has a bedroom with bathroom which we needed to accommodate an elderly family member. The kitchen was big and bright. Claudia and Lewis were very kind and responsive during our trip when we needed a question answered. Would definitely recommend!

Ashley
AshleyStayed in September 2026
5.0 / 5

Great cozy stay!

Lauren
LaurenStayed in September 2026
5.0 / 5

It was a great stay for our annual girls weekend, plenty of room, clean, it’s great spot and loved the outdoor seating and dock. I wish there was more parking but we coordinated carpooling so it worked.

Rebeccalyn
RebeccalynStayed in September 2026

Local expertise since 2005

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