Discover Your Perfect Dufferin County Ski Chalets

Dufferin County Ski Chalets

Ski Chalet
Luxury Forest Retreat Near Mansfield Ski Club
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2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $727/Night 7 Nights - US $5,091
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Ski Chalet
Luxury Forest Retreat Near Mansfield Ski Club
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2 Bedrooms 2 Baths 4 Guests 107.64 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $348/Night 7 Nights - US $2,438
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Ski Chalet
Brand New Exclusive Chalet with Spectacular Views and Hot Tub
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $280/Night 7 Nights - US $1,960
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Ski Chalet
Luxury Chalet With Private Swimming Pool And Tennis Court
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like-icon8.0
Excellent
(1 Review)
5 Bedrooms 5 Baths 12 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $1,459/Night 7 Nights - US $10,216
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Cabin
Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!
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like-icon10.0
Exceptional
(97 Reviews)
1 Bedroom 1 Bath 4 Guests 950 ft²
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $217/Night 7 Nights - US $1,519
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House
Walk to Downtown Orangeville with Free Parking & Games
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 6 Guests 10.76 ft²
  • Internet
    Internet
  • Pet Friendly
    Pet Friendly
More amenities
US $455/Night 7 Nights - US $3,188
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Cabin
Mansfield Outdoor Centre
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like-icon8.2
Excellent
(23 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $71/Night 7 Nights - US $497
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Apartment
Country-Soul, Town-Heart Haven: Walk to Cafes, Mins to Premium Spas & PGA Golf
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like-icon10.0
Exceptional
(47 Reviews)
1 Bedroom 1 Bath 2 Guests 300 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $138/Night 7 Nights - US $964
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Bed & Breakfast
Molly's Retreat B and B
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like-icon9.8
Exceptional
(67 Reviews)
3 Bedrooms 3 Baths 6 Guests 387.5 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
US $154/Night 7 Nights - US $1,078
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RV Rental
Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
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like-icon10.0
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $254/Night 7 Nights - US $1,777
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House
A charming, rustic 150 year old Carriage House
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like-icon9.7
Exceptional
(25 Reviews)
1 Bedroom 1 Bath 2 Guests 1001.04 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $86/Night 7 Nights - US $602
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Apartment
A bright & modern urban studio
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like-icon10.0
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $102/Night 7 Nights - US $714
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More Top-Rated Ski Chalets in Dufferin County Area

Discover & compare premier experiences around Dufferin County

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

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Why Choose Rent By Owner for your Dufferin County Ski Chalets?

What makes our Ski Chalets special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Dufferin County

How to Book Your Dufferin County 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 Dufferin County

More Top-Rated Ski Chalets in Dufferin County Area
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 Dufferin County, ON

Luther Marsh Conservation Area

Explore 162 Properties

East Garafraxa

Explore 138 Properties

Dufferin County Museum & Archives

Explore 136 Properties

Amaranth

Explore 127 Properties

Dunadel Golf

Explore 116 Properties

Melancthon

Explore 87 Properties

Hockley Valley Resort

Explore 80 Properties

Mono

Explore 48 Properties

Mulmur

Explore 43 Properties

Orangeville

Explore 42 Properties

Mansfield

Explore 37 Properties

Shelburne

Explore 32 Properties
More Places to Stay Near Dufferin County

Dufferin County Ski Chalets Frequently Asked Questions

1. What are the top Ski Chalets in Dufferin County?

There are a lot of options in Dufferin County. If you plan on staying in the Dufferin County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Dufferin County:

2. How many Ski Chalets are available in Dufferin County?

Currently, the total number of properties listed by RBO in 2026 is over 4 in the Dufferin County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Dufferin County. 

More Rentals You May Like Near Dufferin County

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Bed & Breakfast
Foxingham Farm Bed & Breakfast
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like-icon9.6
Exceptional
(33 Reviews)
3 Bedrooms 3 Baths 6 Guests 118.4 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $147/Night 7 Nights - US $1,026
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House
Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
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like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 1 Bath 4 Guests 1500 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $196/Night 7 Nights - US $1,373
View Deal
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House
A rustic cabin in the woods
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like-icon8.8
Fabulous
(6 Reviews)
1 Bedroom 1 Bath 2 Guests 495.14 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $202/Night 7 Nights - US $1,411
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House
A private & stylish urban studio
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like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath 2 Guests 634 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $102/Night 7 Nights - US $713
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House
5BR Riverfront Retreat w Firetable BBQ and Deck
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like-icon8.5
Fabulous
(2 Reviews)
5 Bedrooms 3 Baths 10 Guests 3799.66 ft²
  • View
    View
  • Air Conditioner
    Air Conditioner
More amenities
US $449/Night 7 Nights - US $3,143
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New
House
Hockley Valley Cozy Cottage with Waterfront Access!
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like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $245/Night 7 Nights - US $1,714
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Condo
Hockley Valley Riverfront Condo #2 - Minutes To Hockley Ski Resort & Winery
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like-icon9.6
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 1000 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $243/Night 7 Nights - US $1,699
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Cottage
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery
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like-icon8.8
Fabulous
(19 Reviews)
1 Bedroom 1 Bath 4 Guests 700 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $182/Night 7 Nights - US $1,273
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House
Entire bungalow with 2 bedrooms,kitchen,washroom & privacy
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like-icon7.6
Very Good
(7 Reviews)
2 Bedrooms 1 Bath 2 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $80/Night 7 Nights - US $559
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House
The Perfect Getaway
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like-icon7.6
Very Good
(5 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $261/Night 7 Nights - US $1,830
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Cottage
Peaceful Forest Retreat with Fire Pit and BBQ Near Mansfield Ski Club
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1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $329/Night 7 Nights - US $2,304
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House
Romantic Glamping at Mono Hillside retreat, with outstanding views.
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1 Bedroom 1 Bath 2 Guests
  • Air Conditioner
    Air Conditioner
  • Security/Safety
    Security/Safety
US $177/Night 7 Nights - US $1,237
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More Top-Rated Ski Chalets in Dufferin County Area