Windsor Vacation Rentals

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Browse Select Windsor Vacation Homes

"This place was great for my family and I. It is very close to Okemo and town "

"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. "

"Great location. Beautiful house. All the amenties. We came up for a ski trip and it was perfect. "

CA $584 total

includes taxes & fees

Aug 11 - Aug 12

"Great place, great host, great location!"

CA $779 total

includes taxes & fees

Sep 3 - Sep 4

"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."

"Nice place"

"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!"

"Our annual trip was great! The house was fantastic and the owners were very friendly and responsive. Would definitely recommend this awesome house!"

"Gorgeous log home , spacious, cozy , fun and comfortable ."

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

"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!"