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Browse Select Charlemont Cottages

Set amidst mature trees, this home offers a serene atmosphere.

"Wonderful getaway, lovely hosts, great location, overall a fabulous place to relax and recharge. "

Cozy cabin with a front entrance and glass doors, surrounded by lush greenery and a stone pathway.

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

Situated on a grassy lawn, this charming house features a gabled roof and a welcoming front porch.

"Definitely not worth the cost of stay. Location was beautiful, but many issues with safety hazards & cleanliness of property.I think most of the pictures speak for themselves. Cleanliness items not pictured were unvacuumed carpet with pet hair, unmade beds & one bed with incomplete linens. Safety items not pictured included multiple soft spots in deck about to rot through (we placed deck furniture over these areas to avoid them) & the outside hose was set to hot water only - a definite burn...

Cozy home surrounded by lush vegetation.

"We had a great stay- no complaints! Very close to Jiminy Peak, where we were skiing, and the house was very comfortable. Thank you!"

Situated in a wooded area, this charming house features a gabled roof and a welcoming front porch.

"The cottage was clean and as described. The street was very quiet."

Stylish single-story home with a front door, windows, and a garage, set amidst a lush garden with a barbecue grill and a bench.

"Perfect getaway for a family ski trip."

Situated in a serene winter landscape, this cabin features a cozy front porch and steeply pitched roof.

"Very nice place."

Escape to a serene retreat surrounded by lush greenery and trees, with a charming single-story house featuring a covered porch and central chimney.

Traditional homes line the quiet street, each with a central chimney and green shutters.

"We stayed with family and friends and loved all of the offerings from the dock, fire pit and quiet neighborhood."

Situated in a wooded area, this charming home offers a front porch with outdoor seating and a chimney.

"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend 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."

Situated in a grassy area, this cozy home features a red-framed door and windows with string lights.

Relax in the serene surroundings of Fiddlers Rest, where a cozy outdoor seating area invites you to unwind with a refreshing drink or snack.

"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."

Situated in a wooded area, this cabin features a front porch and a welcoming entrance.

"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. "

"Perfect for a quiet, weekend getaway. We went to celebrate our 5 year anniversary and brought our dog, Ollie. Ollie's a very timid and nervous guy, but he felt very comfortable here. We went during the winter, but would be interested in returning in the summer because there seems to be a lot of outdoor activities (white water rafting, fishing, hiking). "