Middlebury Chalets

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 9 Chalets in Middlebury with updated reviews, rates, and availability.

Spring, and the peaceful beauty of Vermont in the off-season
10.0 out of 10, Exceptional, 14 reviews
"We enjoyed our stay at this beautiful and modern yet rustic home. Josh was very friendly. We will return in the future."
The price is $199
$370 total
includes taxes & fees
Jun 4 - Jun 5
Spring, and the peaceful beauty of Vermont in the off-season
All-season mountain escape
10.0 out of 10, Exceptional, 1 review
"Stayed one night…. the cabin is very well stocked for cooking. It was clean comfortable. Highly recommend this spot. Beautiful morning views"
The price is $285
$508 total
includes taxes & fees
Jun 4 - Jun 5
All-season mountain escape
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
9.8 out of 10, Exceptional, 47 reviews
"We came away from this spot so energized and pleased that it's hard to put it in writing. Evelyn was great helping us get ready for our stay. The house was immaculate, much cleaner than many hotels I've used. And it just has so much room. It's in the perfect spot - out of the way yet not too far away so you can get to a grocery store in a few minutes. Everyone said that they would like to come back for another stay."
The price is $200
$362 total
includes taxes & fees
Jul 4 - Jul 5
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis
Save an average of 15% on thousands of hotels when you're signed in
Dreamy Artist Chalet in Secluded Historic Village
8.0 out of 10, Very Good, 4 reviews
"made reservation june 2022, got check-in info august 1 and august 5th as i was packing car on the 5th the owner responded to my estimated arrival time text that the house was double booked and i had no place to stay."
The price is $300
$496 total
includes taxes & fees
Jun 4 - Jun 5
Dreamy Artist Chalet in Secluded Historic Village
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort, Dog Friendly
9.4 out of 10, Exceptional, 10 reviews
"I have hesitated to write this review because we did enjoy the property. First the many good things - space and layout were awesome. 2 master suites plus 3 other bedrooms. 5 baths. Also a kids room with games and hangout space. 2 living areas and large dining room Well stocked kitchen. Location was nice and outside space was beautiful. So what didn't go well. To the owner - you need to get an electrician into the house to check outlets and switches. Many did not appear to work and lights did not...
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort, Dog Friendly
Amazing Location! 4BR, 2BA chalet 5 min from Sugarbush. On golf course!
10.0 out of 10, Exceptional, 21 reviews
"We had a wonderful stay at the Bayou Chalet. We came with 2 Dads and our 2 sons for a 4 day ski race at Mt. Ellen at Sugarbush. The house was perfect for us. Clean, comfortable and a great mud room for all of our gear. We were very close to both mountain bases and a short drive to Waitsfield. John the owner was super responsive and kept checking in to make sure we were having a good time. We all said that we loved the place and would definitely come back!"
Amazing Location! 4BR, 2BA chalet 5 min from Sugarbush. On golf course!
Romantic Cozy Mountain Retreat near Killington
10.0 out of 10, Exceptional, 6 reviews
"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
Modern Mad River Valley Chalet with Mountain Views Near Everything - 4BR/3BA
10.0 out of 10, Exceptional, 2 reviews
"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
Waterfront chalet with spectacular views of lake and mountains
Waterfront chalet with spectacular views of lake and mountains
Don't see what you're looking for?
See all available properties in Middlebury
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.

Other property types in Middlebury

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, 449 reviews
"Great place to stay and get away. Everything you need in a quaint location. Loved the hot tub, seats on the porch, and having the ability to use the projector to watch sports/movies!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Ultimate relaxing vacation
9.8 out of 10, Exceptional, 153 reviews
"Very quiet, very spacious, huge outside deck. "
The price is $140
$174 total
includes taxes & fees
Jun 5 - Jun 6
Ultimate relaxing vacation
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, 194 reviews
"Cabin was so wonderful, fire place was lovely right next to the hot tub. Host was great with communication. Very pleasant stay. Cozy, quiet, clean cabin."
Cozy Loft for two with Hot Tub
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.

Middlebury Chalets information

Number of reviews
96
Accommodation
9 Chalets
Lowest Price
$199
Highest Price
$300

Recent reviews of Middlebury hotels
Expedia verified reviews