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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

Reviews

5.0

899 reviews

5.0 / 5

Everything was great! Well stocked kitchen, clean rooms, and some nice extra comforts. Looks just like the photos and the back yard is worth every penny.

Jeremy
JeremyStayed in June 2026
5.0 / 5

It was a great stay. We really enjoyed the view and surrounding, of course heated swimming pool too.

Tashi
TashiStayed in June 2026
5.0 / 5

The house was absolutely beautiful and cozy! The kitchen was well stocked so that meals could be prepared at the house. The back yard was well maintained and peaceful and a great place to have morning coffee. This property is well worth a visit.

Linda
LindaStayed in June 2026
5.0 / 5

This was the easiest experience I’ve had with renting in the Berkshires!

Anna
AnnaStayed in June 2026
5.0 / 5

We had a fantastic family vacation at Sweetwater! The property is beautiful, and the outdoor space was perfect for our family. Our kids loved having room to play, and we enjoyed spending time outside and taking in the peaceful surroundings.<br/>The location was ideal, just a short drive to public beaches and downtown Great Barrington, making it easy to explore the area while still feeling tucked away and relaxing.<br/>The host was incredibly responsive and accommodating throughout our stay, which made the experience even more enjoyable.<br/>Overall, this was the perfect spot for a family getaway, and we would absolutely stay here again.

Stephanie
StephanieStayed in June 2026
5.0 / 5

My family enjoyed our stay at White Birch Lane! The house is well-appointed and very comfortable with our group (adults and toddler). Beautiful surroundings made for a peaceful weekend away. Owners were responsive to our questions which we appreciated. Would stay here again!

Abigail
AbigailStayed in June 2026
5.0 / 5

This home is a wonderful spot for a getaway with friends in the woods. We enjoyed how comfortable the home was (that couch in the living room!) and it had everything we needed. Sitting on the screened in porch and reading was absolute paradise and the backyard was so beautiful. You can tell a lot of care went into this home. Would absolutely stay there again in a heartbeat.

Sara
SaraStayed in June 2026
5.0 / 5

Better than the pictures. Perfect for family gathering for 50th anniversary celebration. Couldn’t be happier!

Bob
BobStayed in May 2026
5.0 / 5

We loved this house—it was the perfect launching point for our Berkshires adventures. It's nice that it's so walkable to all the restaurants and shops. You don't need a car at all.

Megan
MeganStayed in May 2026
5.0 / 5

Really great home for our family of 6 adults. Loved the well-supplied kitchen and open floor plan. The view out the back is extraordinary and we enjoyed the nature- even though it rained the whole time we were there so didn't hang out outside. The listing suggests that there is a trail past the gate in the back but once through the gate we couldn't find a trail - perhaps it is seasonal? Close to the shops in town and grocery stores. Great stay.

Sara
SaraStayed in May 2026
5.0 / 5

Everything was great! Well stocked kitchen, clean rooms, and some nice extra comforts. Looks just like the photos and the back yard is worth every penny.

Jeremy
JeremyStayed in June 2026
5.0 / 5

It was a great stay. We really enjoyed the view and surrounding, of course heated swimming pool too.

Tashi
TashiStayed in June 2026
5.0 / 5

The house was absolutely beautiful and cozy! The kitchen was well stocked so that meals could be prepared at the house. The back yard was well maintained and peaceful and a great place to have morning coffee. This property is well worth a visit.

Linda
LindaStayed in June 2026
5.0 / 5

This was the easiest experience I’ve had with renting in the Berkshires!

Anna
AnnaStayed in June 2026
5.0 / 5

We had a fantastic family vacation at Sweetwater! The property is beautiful, and the outdoor space was perfect for our family. Our kids loved having room to play, and we enjoyed spending time outside and taking in the peaceful surroundings.<br/>The location was ideal, just a short drive to public beaches and downtown Great Barrington, making it easy to explore the area while still feeling tucked away and relaxing.<br/>The host was incredibly responsive and accommodating throughout our stay, which made the experience even more enjoyable.<br/>Overall, this was the perfect spot for a family getaway, and we would absolutely stay here again.

Stephanie
StephanieStayed in June 2026
5.0 / 5

My family enjoyed our stay at White Birch Lane! The house is well-appointed and very comfortable with our group (adults and toddler). Beautiful surroundings made for a peaceful weekend away. Owners were responsive to our questions which we appreciated. Would stay here again!

Abigail
AbigailStayed in June 2026
5.0 / 5

This home is a wonderful spot for a getaway with friends in the woods. We enjoyed how comfortable the home was (that couch in the living room!) and it had everything we needed. Sitting on the screened in porch and reading was absolute paradise and the backyard was so beautiful. You can tell a lot of care went into this home. Would absolutely stay there again in a heartbeat.

Sara
SaraStayed in June 2026
5.0 / 5

Better than the pictures. Perfect for family gathering for 50th anniversary celebration. Couldn’t be happier!

Bob
BobStayed in May 2026
5.0 / 5

We loved this house—it was the perfect launching point for our Berkshires adventures. It's nice that it's so walkable to all the restaurants and shops. You don't need a car at all.

Megan
MeganStayed in May 2026
5.0 / 5

Really great home for our family of 6 adults. Loved the well-supplied kitchen and open floor plan. The view out the back is extraordinary and we enjoyed the nature- even though it rained the whole time we were there so didn't hang out outside. The listing suggests that there is a trail past the gate in the back but once through the gate we couldn't find a trail - perhaps it is seasonal? Close to the shops in town and grocery stores. Great stay.

Sara
SaraStayed in May 2026

Local expertise since 2005

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