Holiday Homes in Stockbridge

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Featured Holiday Homes in Stockbridge

"Charming, comfortable, beautiful place. Felt like home and was everything you could want from a converted barn in Vermont!"

"Very cozy, great kitchen. The beds are extremely comfortable. The surrounding area is beautiful with plenty to do. Highly recommend."

"We visited in the summer…Spacious with room to spread out. Clean with all the things you need. Good communication. Laundry area a little spooky but great working laundry area."

"We absolutely LOVED our stay. The house and all its amenities were perfect for our ski trip, and we would be thrilled to come back again some time. "

"Beautiful house right in the village. Easy access to both Sugarbush and Killington. Would definitely stay here again. "

"Very cool conversion of an old barn. Very comfy and rather iconic. Because of the barn construction, there was an occasional encounter with a bug or two. Nicely located with many shops and restaurants nearby. The surrounding neighborhood of Quechee is very pleasant and kind of upscale country. Be aware there are no hangers/closets/ironing board/washer/dryer, so plan accordingly."

"Great place"

"Our family had a great stay in Ludlow for a four day ski vacation. Tom and Patti were great hosts and their home is convenient to both Okemo and Killington. The hosts communicated well with us and their place was perfect for our needs (family of 4), clean, and convenient to downtown Ludlow and restaurants. "

"Absolutely loved it!!! Amazing house. Will definitely stay again!"

"It is not luxurious, but is absolutely unique and fun! We loved it!"

includes taxes & fees

18 Aug - 19 Aug

"We had a great time staying at this cabin. It’s really well located and was perfect for our stay."

"Great place to stay and great host!"

includes taxes & fees

18 Aug - 19 Aug

"Beautiful area and gorgeous leaves. Liked having a weber grill."

"Our stay was amazing! The house offered everything we needed, was spacious and clean. Working with the owners was also easy. Would definitely recommend and stay again!"

"Margarete and Alice welcomed us upon arrival. The house was the quintessential New England home! It was super clean, our bed was very comfortable with soft welcoming linens. The views are incredible, and the property provided much needed peace and tranquility. The weather was not the best but we managed to find plenty to do in the area. Alice, Margarete's black lab, took us for a hike on the property. She was an excellent playful guide! We look forward to returning to this peaceful retreat in...