With the unpredictability of the holiday season fast approaching, you might be hoping to plan a vacation from your vacation. There are plenty of ideal winter destinations in Ontario, but these five rentals might take the cake. Ranked the top guest favourites on Airbnb, there’s a ’70s-themed oasis, an off-the-grid cozy cabin and more.
Curious to explore? Check out these popular Ontario rentals this winter.
Beau’s, The Portico Room, Niagara-on-the-Lake


A brief stroll to everything that makes this historic town famous, Beau’s, The Portico Room is situated in the heart of downtown Niagara-on-the-Lake. Enjoy a sunny queen bedroom with a private ensuite in a picturesque neighbourhood dotted with 19th-century homes. This petite B&B offers a private entrance, access to a shared garden, wifi, Netflix and a home-crafted breakfast. You might even score some homemade cookies.
To do:
Wintertime visitors will love meandering the historic town during the holidays. It’s a magical place filled with twinkling lights, evergreen garlands and lots of cheer. Explore the many restaurants and boutique shops, and catch a stage production of A Christmas Carol at the Shaw Theatre. In January, come for the Icewine Festival, and in February, take a Chocolate and Cheese tour through wine country.
The Woodland Escape, Marlbank

Have you ever wondered what living in a pioneer-style cabin in the woods might be like? With the exception of a handy propane cooktop and BBQ, The Woodland Escape in Marlbank will make you feel like you’ve found a portal to a past century. Offering an off-the-grid experience, guests will enjoy cozy evenings by a wood-burning stove, meals by candlelight and days filled with outdoor activities. You can’t get more rustic (or charming) than this.
To do:
In the winter, admire starry nights above bare trees and sip hot drinks around a comforting campfire. Try pond skating, or explore the 40 acres of pristine nature trails by snowshoe.
The Hudson Loft, Kingsville

On the northern shores of glittering Lake Erie, discover Kingsville — Canada’s most southerly town. Less than half an hour from the famous Point Pelee National Park, The Hudson Loft offers lake views and proximity to several renowned wineries. Spacious, tidy and thoroughly delightful, this country-modern loft is the perfect home base for those wanting to explore Essex County’s wine route.
To do:
In December, enjoy Friday night concerts in the park, enjoy the town’s annual Fantasy of Lights, or drop by a local winery for seasonal events. In midwinter, take an ice fishing excursion to nearby Lake St. Clair or explore the otherworldly ice formations at Pelee Point National Park.
Groovy Glebe, Ottawa


Book a stay at the Groovy Glebe in Ottawa for a throwback experience that’ll leave guests saying, “Far out, man.” With no small detail overlooked, this ’70s-inspired pad will make you wonder if you walked into Eric Foreman’s house (minus the smart screen TV and high-speed internet). Spin some records on the turntable, play some vintage arcade games and cozy up this winter amid shag rugs, mid-century modern furniture and so many orange accents you might forget what decade you’re really in.
To do:
Come to Canada’s capital during winter for a snow-filled getaway with plenty to do. Rent skates and glide along the frozen Rideau Canal, build a snowman on Parliament Hill, or holiday shop at Byward Market. In February, Winterlude festivities include ice sculpture competitions and tons of carnival fun.
Tranquil Nest, Kitchener-Waterloo


Conveniently close to several universities and a short trip to St. Jacobs Farmers Market and historic Mennonite town, Tranquil Nest in Kitchener-Waterloo offers a warm and welcoming place to rest your head. With two comfortable bedrooms on the upper floor of a traditional family abode, this child-friendly rental is the perfect choice for your next visit to Ontario’s twin cities. What’s more, you’ll be treated to a scrumptious continental breakfast every morning with piping-hot tea or coffee.
To do:
Visiting this region in the winter is a delight. Explore the St. Jacobs Market or take a horse-drawn sleigh ride through the nearby town. Drop by the Waterloo Central Railway for a Christmas-inspired journey aboard a steam train, or explore the many family-friendly Winterloo activities across the city. In Kitchener, check out the Christkindl Market in early December.