Search Chalets in Middlebury from CA $217

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Browse Select Middlebury Chalets

Our top choices for Middlebury chalets

Dreamy Artist Chalet in Secluded Historic Village
Outdoor dining

Dreamy Artist Chalet in Secluded Historic Village

9.2 out of 10, Wonderful, (9)
"The chalet was cozy and comfortable. I didn’t not expect this level of comfort in the middle of a forest. The drive from the country road did scare me a little bit. "
The price is CA $271
CA $529 total
includes taxes & fees
Sep 3 - Sep 4
Dreamy Artist Chalet in Secluded Historic Village
Magnificent any time of year
Exterior

Magnificent any time of year

10.0 out of 10, Exceptional, (36)
"Wonderful host and great property."
The price is CA $217
CA $486 total
includes taxes & fees
Sep 8 - Sep 9
Magnificent any time of year
Mad Meadows 5 Bedroom Chalet by RedAwning
Chalet, 5 Bedrooms | Exterior

Mad Meadows 5 Bedroom Chalet by RedAwning

3.0 star property
The price is CA $799
CA $2,026 total
includes taxes & fees
Sep 29 - Sep 30
Mad Meadows 5 Bedroom Chalet by RedAwning
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.
Exterior

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

10.0 out of 10, Exceptional, (3)
"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 CA $481
CA $873 total
includes taxes & fees
Sep 9 - Sep 10
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
Exterior

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

9.6 out of 10, Exceptional, (15)
"Great place with lots of charm & room for all!"
The price is CA $733
CA $1,624 total
includes taxes & fees
Oct 1 - Oct 2
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Find out more about Middlebury

Find out more about Middlebury

Middlebury Chalets information

Number of reviews
Accommodation
13 Chalets
Lowest Price
CA $217
Highest Price
CA $799

Explore a world of travel with Expedia

Explore a world of travel with Expedia