Top Cottages in Windham County in 2025

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Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!

Cottages in Windham County

"Great place just need the fire place to be fixed asap, especially for the winter time"

"This home is spectacular, built on a hillside overlooking a pond. Very tastefully built into the landscape. Inside was very well appointed and plenty of room for our family. Three bathrooms was a big plusCould have spent the entire day lookjng out the windows"

"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."

"The Carriage House is lovely and surroundings beautiful. We had a very relaxing experience. Lizzie was a perfect host."

"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."

"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."

"Would definitely recommend! House had an everything we would need. So comfy and cozy! "

House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

"Cute place. Enjoyed our stay. "

"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "

"We enjoyed our stay in this cozy cabin on the ridge. The owners have great taste and they have thought of everything to make the stay pleasant. "

"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."

"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"