Cottage in Stockbridge, MA
4 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
Our darling cottage is a lovely, quiet retreat just minutes from some of the most iconic spots in the Berkshires!
The Norman Rockwell Museum and Berkshire Botanical Gardens are within walking distance. Chesterwood Museum and Boston Symphony's summer home at Tanglewood are just down the road, along with Herman Melville's Arrowhead, Edith Wharton's The Mount, Ski Butternut and many other local attractions. Fewer than five minutes from Stockbridge's historic main street made famous by Rockwell, this cottage provides the perfect home base for a relaxing and memorable stay exploring all that Western Massachusetts has to offer.
The upstairs king bedroom suite boasts a pastoral view of the spacious grounds and forest beyond. Enjoy a generous living/dining space and relax on the adjoining patio overlooking the groomed lawn and gardens. Kitchenette is equipped with countertop convection oven, coffee pot, four-burner cooktop, and mini-fridge. Upstairs also accommodates a double trundle (two twin beds) for couples with small children. Garage bay available with remote for convenient parking, loading/unloading during inclement weather.
***Ask about our off-season rental option!! ***
***Special monthly rates Nov 2025 through April 2026 ***
Perfect for the remote worker who would love to escape the city for beautiful Berkshire living in the wintertime. Bring your laptop, books, winter clothes, and skis and prepare to snuggle in for a beautiful season in one of the most idyllic spots in western Massachusetts.
The Norman Rockwell Museum and Berkshire Botanical Gardens are within walking distance. Chesterwood Museum and Boston Symphony's summer home at Tanglewood are just down the road, along with Herman Melville's Arrowhead, Edith Wharton's The Mount, Ski Butternut and many other local attractions. Fewer than five minutes from Stockbridge's historic main street made famous by Rockwell, this cottage provides the perfect home base for a relaxing and memorable stay exploring all that Western Massachusetts has to offer.
The upstairs king bedroom suite boasts a pastoral view of the spacious grounds and forest beyond. Enjoy a generous living/dining space and relax on the adjoining patio overlooking the groomed lawn and gardens. Kitchenette is equipped with countertop convection oven, coffee pot, four-burner cooktop, and mini-fridge. Upstairs also accommodates a double trundle (two twin beds) for couples with small children. Garage bay available with remote for convenient parking, loading/unloading during inclement weather.
***Ask about our off-season rental option!! ***
***Special monthly rates Nov 2025 through April 2026 ***
Perfect for the remote worker who would love to escape the city for beautiful Berkshire living in the wintertime. Bring your laptop, books, winter clothes, and skis and prepare to snuggle in for a beautiful season in one of the most idyllic spots in western Massachusetts.
Amenities at Fabulous Tanglewood Getaway!
Non-smoking
No pets allowed
Family friendly
Map of Stockbridge, MA
Ratings and reviews
10.0 / 10.0Outstanding·Oct 2025
A short Drive from many attractions including the Norman Rockwell Museum. We enjoyed sitting in the large yard watching the chipmunk run between our feet and watching the deer come our of the woods. Downtown shops were fun and there were some good placed to eat. The bedroom was large and the bath was well appointed. We very much enjoyed our stay there.
10.0 / 10.0Outstanding·Aug 2025
Sweet place, very comfortable. Beautiful garden environment with mature trees all around. Very handy for Tanglewood. Wonderful, responsive and thoughtful hosts. We would love to stay again!
10.0 / 10.0Outstanding·Jan 2025
We stayed in the charming cottage in the Berkshires this winter and it was a delightful experience. The cottage was clean and well-maintained, just as described in the listing. The photos were accurate and the cottage was safe and secure. We appreciated the garage and the recommendations for local attractions. The cottage was also close to the Norman Rockwell museum, the town of Stockbridge, and the botanical gardens.The cottage property looked magical with a dusting of snow, and it was the perfect place to relax and enjoy the winter scenery. I would highly recommend this cottage to anyone looking for a cozy and comfortable getaway in the Berkshires.
10.0 / 10.0Outstanding·Dec 2024
The cottage was very clean and accessible. The host is friendly and helpful. We would definitely stay here again if we are in the Stockbridge area.
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Top rated by guests
10.0Outstanding
(14 Ratings)
"A short Drive from many attractions including the Norman Rockwell Museum. We enjoyed sitting in the large yard watching the chipmunk run between our feet and watching the deer come our of the woods. D..."
Dan M.Don't miss out! Price and availability may change
