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Check prices for these dates

Compare 13 Chalets in Middlebury with updated reviews, rates, and availability.

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 995
SAR 1,824 total
includes taxes & fees
12 Apr - 13 Apr
Magnificent any time of year

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

10.0 out of 10, Exceptional, (5)
"We had to find a place to stay for our daughters basketball tournament, and this had enough space for us and her friends family. It was spacious, clean, gorgeous and it surpassed my expectations which were already high. We would definitely stay here again! Especially if it’s warm outside."
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

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

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 1,021
SAR 1,765 total
includes taxes & fees
9 Apr - 10 Apr
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 938
SAR 1,921 total
includes taxes & fees
12 Apr - 13 Apr
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, (22)
"Stayed with my family here for a long ski weekend. The house is very well kept, clean and in a great location. The Host was very helpful and accommodating. We will be back !"
Bayou Chalet – Your Perfect Getaway Near 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

Romantic Cozy Mountain Retreat near Killington

10.0 out of 10, Exceptional, (6)
"Our stay in this house was amazing, everything was perfect as described and like pictures. 20 mins from Killington Mountain and Pico Mountain."
Romantic Cozy Mountain Retreat near Killington

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
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

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (187)
"perfect clear night for stars "
The price is SAR 525
SAR 673 total
includes taxes & fees
9 Apr - 10 Apr
Ultimate relaxing vacation

Bridges Resort

3.5 star property
7.6 out of 10, Good, (10)
"Very nice place to stay. They conditioned the place to have an entry were you can boot up and leave your skies to dry too. In general, it was a good place to stay as a couple with 2 kids. For more adults, it would be a challenge. Beds were quite hard. They have a lot of utensils, china and silverware. The Bridges also has a shuttle to go to the mountain (so you can leave your car parked). EV charges avaiable. "
The price is SAR 582
SAR 773 total
includes taxes & fees
21 Apr - 22 Apr
Bridges Resort

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

10.0 out of 10, Exceptional, (487)
"Took a ride up for a nice little retreat and for my wife’s bday, such a treat! Jeff even stopped by with some wine as a gift, since I had mentioned it when booking. The space is super cozy and functional, and the hot tub was great way to relax at the end of the day. The gas fireplace gets things nice and warm, too! It had been a while since I personally visited this area of Vermont, super beautiful and remote, but still not too long of a drive to several areas of interest. Looking forward to...
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.