All-Season Cottage Rentals Blog

Holiday & Christmas Getaways in Ontario’s Haliburton Highlands


It’s never too early to start thinking about your holiday plans! This year, we invite you to plan a Christmas getaway in Ontario’s Haliburton Highlands with All-Season Cottage Rentals. Enjoy more space this holiday season and escape to the quiet embrace of our cottages nestled in nature. Celebrate the season’s magic with winter adventures in the Highlands and discover the perfect basecamp for your holiday festivities with All-Season!


Cozy Cottages for a Christmas Getaway in Ontario

All-Season Cottage Rentals offers a dedicated team of professionals who are here to help provide personalized service for your holiday celebrations. We offer over 120 Ontario cottage rentals to accommodate families of all sizes. Our winter cottage rentals in the Haliburton Highlands range from two to eight bedrooms:

Canning Lake House

Canning Lake House is one of our largest winter rentals, offering eight bedrooms and space for up to 14 guests. This property is perfect for multi-generation family gatherings, laid out to easily separate family units. Enjoy amenities like a separate boat house with a bedroom, fully equipped kitchen, gas fireplace, and ample family gathering space. 

This cottage is part of our prestige property collection, offering a white linen program and 24/7 support and concierge service!

Becker’s Place

If you are a small family, we recommend our two-bedroom properties like Becker’s Place. This cottage offers room for six guests and offers 750 square feet of living space. This property is ideal for families who want to access our winter snowmobile trails, accessible just minutes from your cottage!

Things to Do During Your Holiday Visit

Make the most of your Christmas getaway in Ontario with winter adventures in the Haliburton Highlands:

  • Visit Sir Sam’s Ski for fantastic skiing, snowboarding, and snowshoeing!

  • Ride some of Ontario’s best snowmobile trails, offering more than 1600 km of OFSC trails in the region. 

  • Bring your snowshoes and explore the scenic trails around your cottage rentals. Or explore the designated snowshoe trails at Frost Centre.

  • Sign up for a one-of-a-kind winter tour with Winterdance Dogsled Tours and explore the great outdoors while being pulled by an adorable husky.

  • Visit Abbey Gardens during winter and enjoy snowshoeing, fat biking, and ice skating. 

  • Sign up for a guided winter experience with Yours Outdoors, like snowshoeing, ice fishing, ice climbing, skiing, and glassblowing.

Book Your Holiday Getaway in the Haliburton Highlands

Make new holiday traditions this year in the Haliburton Highlands with All-Season Cottage Rentals. If you need help finding the right property, contact our reservation specialists at 705-754-1506 for recommendations. We can’t wait to welcome your family to a memorable Christmas getaway in Ontario!

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