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Compare 12 Chalets in Middlebury with updated reviews, rates, and availability.

Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

10.0 out of 10, Exceptional, (4)
"Very clean, great access to the water. Plenty of nice cooking gear, very happy with the experience, very clean and comfortable!"
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

Magnificent any time of year

10.0 out of 10, Exceptional, (27)
"Beautiful property in a quiet location in Warren. Everything we needed for a fantastic ski weekend. "
The price is SAR 938
SAR 1,748 total
includes taxes & fees
31 Mar - 1 Apr
Magnificent any time of year

Dreamy Artist Chalet in Secluded Historic Village

8.4 out of 10, Very Good, (5)
"My friend and I came to ride horses for two days at the Icelandic Horse Farm in Fayston, and we knew we wanted a comfortable place nearby for the night in between. The Chalet was in the perfect location between places to eat (we had pizza at the Blue Stone) and the stable. And it is LOVELY inside, beautifully furnished and stocked with everything you need, Highly recommend!"
The price is SAR 1,020
SAR 1,743 total
includes taxes & fees
9 Mar - 10 Mar
Dreamy Artist Chalet in Secluded Historic Village

Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis

9.8 out of 10, Exceptional, (50)
"This is our third time staying at the property and love it! Great location and easy access to the valley. We had an issue with the microwave and Evelyn was quick to fix it for us! "
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis

Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

10.0 out of 10, Exceptional, (2)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
The price is SAR 1,613
SAR 2,760 total
includes taxes & fees
10 Mar - 11 Mar
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

Warren VT Chalet for Ski, Summer + Fall Fun, WIFI

10.0 out of 10, Exceptional, (4)
"excellent house- very close to sugarbush "
Warren VT Chalet for Ski, Summer + Fall Fun, WIFI

Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort

10.0 out of 10, Exceptional, (21)
"Great location and everything very well thought of and provisioned for stay. Owners very responsive."
Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort

Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort

9.6 out of 10, Exceptional, (14)
"We had the pleasure to stay at this home for a weekend. The only complaint is we wish we could have stayed longer. The home is layed out perfectly and the views are stunning! Its such a great home to entertaine in. So much room and well thought out furnishings. The kitchen has EVERYTHING you could need.We noticed how great it would be for a family with children too!! So many books, toys and games.The check in process was smooth and we had excellent communication. We reccomend. this home highly...
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort

Waterfront Chalet with expansive views of lake & mountains.

10.0 out of 10, Exceptional, (1)
"The house was very nice. Warmly furnished. Very comfortable. We felt at home. Much time spent absorbing the lake view from the deck. We took full advantage of the lake for swimming and kayaking. Overall a great trip. One suggestion: The listing should mention linens not provided."
Waterfront Chalet with expansive views of lake & mountains.

Modern Mad River Valley Chalet with Mountain Views Near Everything - 4BR/3BA

10.0 out of 10, Exceptional, (2)
"We wanted a cozy place to stay over Christmas, and we found it! The house is older, but so full of charm! Everything from check in to check out was a pleasant experience. The hosts were amazingly responsive, and the house included so many wonderful touches (including a S’mores basket and cookie cutters!) to make our family trip a fantastic experience! Early skiing at Sugarbush was less than a 25 minute drive, and was a very uncrowded and beautiful place for our two teens to learn to ski for the...
Modern Mad River Valley Chalet with Mountain Views Near Everything - 4BR/3BA

Cozy 4-bedroom chalet with WiFi, AC, fireplace in adventurous Mad River Valley

Cozy 4-bedroom chalet with WiFi, AC, fireplace in adventurous Mad River Valley

Mad Meadows 5 Bedroom Chalet by RedAwning

3.0 star property
Mad Meadows 5 Bedroom Chalet by RedAwning

Lacy's Camp, Chalet in amazing Lincoln Pond with WiFi

Lacy's Camp, Chalet in amazing Lincoln Pond with WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Middlebury

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (231)
"Lovely little cabin. Well built, well stocked, comfortable bed and great hot tub! Our host Jeff was helpful and all was well organized for a comfortable peaceful stay. Beautiful surroundings, set among trees and mountains."
Cozy Loft for two with Hot Tub & Mtn Views

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (7)
"Owners were very friendly and had everything you could think of, including local trails, equipment to go out on the lake which was included with the cabin games, local eats, etc."
The price is SAR 542
SAR 696 total
includes taxes & fees
7 Mar - 8 Mar
Trout House Village Resort

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.