Middlebury Ski Chalets
Ski Chalet
4 Bedrooms
3 Baths
8 Guests
Fireplace/Heating
Balcony/Terrace
View
Parking
US $395/Night
7 Nights - US $2,765
House
10.0(30 Reviews)
2 Bedrooms
2 Baths
5 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
Kitchen
US $465/Night
7 Nights - US $3,254
Bed & Breakfast
9.4(48 Reviews)
8 Bedrooms
8 Baths
18 Guests
243.53 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Pet Friendly
US $266/Night
7 Nights - US $1,860
US $263/Night
7 Nights - US $1,840
Apartment
10.0(21 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $760/Night
7 Nights - US $5,323
Bed & Breakfast
8.0(18 Reviews)
4 Bedrooms
4 Baths
8 Guests
180.3 ft²
- Balcony/Terrace
Breakfast- Parking
Air Conditioner
US $175/Night
7 Nights - US $1,225
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
314 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $102/Night
7 Nights - US $711
US $519/Night
7 Nights - US $3,633
Apartment
9.8(63 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
US $194/Night
7 Nights - US $1,355
Hotel
8.5(125 Reviews)
2 Baths
220.66 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $172/Night
7 Nights - US $1,206
Apartment
9.8(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $357/Night
7 Nights - US $2,497
Hotel
8.4(484 Reviews)
23 Baths
394.52 ft²
Spa
Skiing- Fireplace/Heating
- Balcony/Terrace
US $173/Night
7 Nights - US $1,212
Why Choose Rent By Owner for your Middlebury Ski Chalets?
What makes our Ski Chalets special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Middlebury
How to Book Your Middlebury Ski Chalets
What's our booking process?
Our platform allows you to browse a curated selection of ski chalets. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Middlebury
Common Ski Chalets Amenities
What amenities can you expect?
Our Ski Chalets are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Middlebury, VT
Middlebury - Warren
Addison County
Halpin Covered Bridge
Cornwall
Middlebury College
Kevin P. Mahaney '84 Center for the Arts
Porter Medical Center
UVM Health Network - Porter Medical Center
Porter Hospital
Holy Cow Inc.
National Museum of the Morgan Horse
Town Hall Theater
Middlebury Ski Chalets Frequently Asked Questions
1. What are the top Ski Chalets in Middlebury?
There are a lot of options in Middlebury. If you plan on staying in the Middlebury area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Middlebury:
- Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
- Custom Home just minutes from Middlebury
- Experience Vermont charm! Up to 5 bedrooms available Please inquire for rates
- Large And Luxurious Farmhouse - Close To Town And College!
- Mountain-view House ~ Mins To Middlebury, Flex Cancellation Policy
- Middlebury, VT In town Recently renovated four bedroom Luxury Home,sleeps 8
- Great Location! Cozy Two Bedroom Apartment in the Heart of Middlebury
- Upscale 4BR Cottage Walk to Middlebury College & Town Hot Tub Pet-Friendly
- Downtown Middlebury River House
- Newly Renovated 3-bedroom house within walking distance to downtown Middlebury
2. How many Ski Chalets are available in Middlebury?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the Middlebury area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Middlebury.
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10.0(8 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
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House
10.0(4 Reviews)
3 Bedrooms
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- Fireplace/Heating
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- Parking
Internet
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