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From cozy cottages to spacious estates, every home is carefully selected for location, comfort, and character.
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Every home is professionally prepared for your arrival with clean linens, quality standards, and dependable support throughout your stay.
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Serving the region since 2005, we connect guests with homes that match the best of the Berkshires — from ski season to summer escapes.
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Customer Reviews
5.0
Average trip rating, from 881 reviews
This is such a beautiful home, very nicely decorated. We especially loved the sunroom and spent alot of time there. There was everything we needed and more! Great kitchen, comfortable couches and beds. A nice home gym., all around a great space! I only wish we were there in the summer to enjoy the pool and outdoor areas. Even though we had cool and rainy weather for a few days…it was an amazing vacation. We highly recommend this property!
Well worth the price. Five adults, a two 1/2 year- old, and a dog and enough space to spend alone time. Far more children’s books and toys than described, ample puzzles for the adults, as well as crib, high chair. Very comfy. We know the area well and there is plenty to do and good restaurants. Although not in the house manual, French Park, a five minute drive away, has a playground for both big and little kids, as well as sports fields.
Happiest Winter We had the best winter of our lives thanks to this house. The winter just flew by because we were having so much fun. The house is great for our family -dog included! Within minutes from the house, we had access to skiing, hiking, excellent dining and shopping and so much more. Great Barrington is a lovely town! The stay was very easy for us as the house managers were extremely helpful with everything and anything we may need.
Excellent Perfect home in a perfect location. Extremely comfortable and functional space, well equipped, and close to so many things to do. Couldn't be better.
it was a perfect place for our family getaway (6 adults, 3 toddlers). Plenty of room, very kid friendly and many local attractions. Highly recommend!
The property was perfect. Inside was impeccable with everything we needed with linens and fresh towels. For a good size group all the space and rooms were nice and we enjoyed the cozy couch and living room area. Wished the weather outside was warmer as we would have tried the hot tub. Beautiful quiet and private property too. Well stocked kitchen for our meal prep, etc. instructions for everything we needed was well outlined in the binder. We would definitely return in summer or fall. Highly recommend!
Thank you for a wonderful stay! Our family loved the time together in such a peaceful setting.
Cozy Home; Plenty of games provided as well kitchen amenities… Hot tub was a plus! <br/>I Suggest to Ask if the Grill is Ready to use!
Laurel banks ski house We had such a great time at this lovely house! It exceeded expectations in every way. House was adorable and super convenient to the mountain.
We had a great stay with our extended family for a ski trip at Butternut. Thank you!
This is such a beautiful home, very nicely decorated. We especially loved the sunroom and spent alot of time there. There was everything we needed and more! Great kitchen, comfortable couches and beds. A nice home gym., all around a great space! I only wish we were there in the summer to enjoy the pool and outdoor areas. Even though we had cool and rainy weather for a few days…it was an amazing vacation. We highly recommend this property!
Well worth the price. Five adults, a two 1/2 year- old, and a dog and enough space to spend alone time. Far more children’s books and toys than described, ample puzzles for the adults, as well as crib, high chair. Very comfy. We know the area well and there is plenty to do and good restaurants. Although not in the house manual, French Park, a five minute drive away, has a playground for both big and little kids, as well as sports fields.
Happiest Winter We had the best winter of our lives thanks to this house. The winter just flew by because we were having so much fun. The house is great for our family -dog included! Within minutes from the house, we had access to skiing, hiking, excellent dining and shopping and so much more. Great Barrington is a lovely town! The stay was very easy for us as the house managers were extremely helpful with everything and anything we may need.
Excellent Perfect home in a perfect location. Extremely comfortable and functional space, well equipped, and close to so many things to do. Couldn't be better.
it was a perfect place for our family getaway (6 adults, 3 toddlers). Plenty of room, very kid friendly and many local attractions. Highly recommend!
The property was perfect. Inside was impeccable with everything we needed with linens and fresh towels. For a good size group all the space and rooms were nice and we enjoyed the cozy couch and living room area. Wished the weather outside was warmer as we would have tried the hot tub. Beautiful quiet and private property too. Well stocked kitchen for our meal prep, etc. instructions for everything we needed was well outlined in the binder. We would definitely return in summer or fall. Highly recommend!
Thank you for a wonderful stay! Our family loved the time together in such a peaceful setting.
Cozy Home; Plenty of games provided as well kitchen amenities… Hot tub was a plus! <br/>I Suggest to Ask if the Grill is Ready to use!
Laurel banks ski house We had such a great time at this lovely house! It exceeded expectations in every way. House was adorable and super convenient to the mountain.
We had a great stay with our extended family for a ski trip at Butternut. Thank you!
Local expertise since 2005