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Browse Select Housatonic Holiday Homes

Our top choices for Housatonic holiday homes

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

includes taxes & fees

30 Sept - 1 Oct

"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."

includes taxes & fees

30 Sept - 1 Oct

"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again. "

includes taxes & fees

16 Sept - 17 Sept

"Very clean and spacious! We enjoyed our stay with our small pup!"

includes taxes & fees

11 Sept - 12 Sept

"Enjoyed our stay!!!"

includes taxes & fees

10 Sept - 11 Sept

"Clean, nicely decorated, very well equipped home . We were 3 couples having a family reunion and attending a concert at Tanglewood. Comfortable beds. The wagon was very useful for our trip to Tanglewood. Would return again. Suggestions are to provide an umbrella for the deck- it was hot. Would have liked lawn chairs ( there was only 1) . Needs new decking. "

includes taxes & fees

10 Sept - 11 Sept

includes taxes & fees

17 Sept - 18 Sept

"Great location, very clean and well appointed with everyth"

includes taxes & fees

7 Sept - 8 Sept

"Kind and responsive host."

includes taxes & fees

5 Sept - 6 Sept

"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "

includes taxes & fees

7 Sept - 8 Sept

"We thoroughly enjoyed our stay and would go again. The host was easy to communicate with and answered our questions quickly. Hope we get to take advantage of the pretty backyard next time. "

includes taxes & fees

10 Sept - 11 Sept

includes taxes & fees

22 Sept - 23 Sept

5 bedrooms, iron/ironing board, WiFi, bed sheets

includes taxes & fees

11 Sept - 12 Sept

"Very kinda hosts, and wonderful house."

includes taxes & fees

8 Sept - 9 Sept

1 bedroom, bed sheets, wheelchair access

includes taxes & fees

7 Sept - 8 Sept

"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"

includes taxes & fees

8 Sept - 9 Sept

"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "

includes taxes & fees

14 Sept - 15 Sept

"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "

includes taxes & fees

17 Sept - 18 Sept