Muskoka Rising: Canada’s Lake Como for the Global Elite

Tucked away in the forested reaches of Ontario, Muskoka has quietly evolved from a serene escape for Canadian families into one of the world’s most exclusive summer retreats. Located just a short 45-minute private seaplane ride from Toronto, Lake Rosseau sits at the heart of this storied region—what some have come to call “the Lake Como of the North.” While its tranquil waters, evergreen-lined shores, and understated charm may recall a simpler time, the new Muskoka is anything but rustic. It is where discreet luxury, natural beauty, and high society quietly intersect.

Upon arrival, visitors touch down at Wildcat Pointe, a secluded lakeside estate that exemplifies the elevated lifestyle Muskoka now offers. There are no traditional resorts or impersonal hotel towers here. Instead, guests enter a world of curated privacy—bespoke estates framed by glassy water and dense pine, the kind of experience often sought by those in Hollywood or Silicon Valley, but rarely found without compromise. There is no signage, no paparazzi, and no velvet ropes. Exclusivity in Muskoka is not manufactured—it’s inherent.

Once a retreat known primarily to Canadians and the occasional in-the-know American, Muskoka has seen its profile rise significantly over the last two decades. The region now draws an international clientele that includes celebrated figures such as Tom Hanks, Cindy Crawford, Steven Spielberg, Kurt Russell, and David Beckham, all of whom come to disappear into a landscape where privacy is protected not by policy, but by nature itself. Long before them, legends like Ernest Hemingway and Clark Gable sought refuge in these woods. Today, guests can cruise past heritage boathouses on Millionaire’s Row, visit artisan studios reachable only by boat, or drop anchor at a secluded brewery for an impromptu sunset tasting.

At the center of Muskoka’s transformation is Jayne McCaw, founder of Jayne’s Luxury Rentals. Her company has fundamentally changed the region’s vacation rental market, bringing hotel-level polish to private estate living. With over 300 elite waterfront properties under her management, McCaw has built a reputation as Canada’s quiet queen of luxury travel. Her properties aren’t simply homes—they’re meticulously managed experiences.Each estate is handpicked for its architecture, location, and potential to provide the kind of refined escape that affluent travelers expect. Infinity-edge hot tubs, private boathouses, home cinemas, wine cellars, and direct access via seaplane or helicopter are standard fare. Jayne’s concierge team orchestrates every detail: butlers, private chefs, massage therapists, custom Tesla rentals, paddle tours, wine tastings, and even private firework displays.

McCaw’s ethos is rooted in offering luxury that never intrudes on the natural world around it. “We’re offering a completely different level of privacy and luxury in a place where the wild still feels untouched—but the experience is anything but rustic,” she says. Her clientele includes Grammy winners, global CEOs, and international art patrons, yet discretion remains paramount. In Muskoka, celebrity status takes a backseat to serenity.

Muskoka’s high season stretches from late June through early September, when the Canadian summer is at its peak. Days can stretch to 16 hours of sunlight, with afternoons in the high 70s to low 80s Fahrenheit and cool, fragrant evenings ideal for lakeside gatherings. Mornings begin with mist lifting off the lake, loons calling in the distance, and yoga on private decks. Afternoons are spent on the water—swimming, paddleboarding, or waterskiing—followed by wine on the dock or a chef-prepared dinner under the stars. Nature remains a constant presence, but never overwhelms. Eagles and foxes are commonly seen, and while sightings of moose and black bears occur, they tend to remain at a respectful distance.

For jetsetters arriving by private plane, the most efficient route is via Billy Bishop Toronto City Airport. From there, a luxury SUV transfer delivers guests to a waterfront terminal where a seaplane awaits. The flight to Lake Rosseau is a panoramic glide over the Canadian Shield—its patchwork of glacial lakes and boreal forest forming a living mosaic beneath the wings. This journey is not merely transportation; it is an overture to the experience that awaits.

Once lakeside, a typical day in Muskoka unfolds in carefully balanced rhythms of indulgence and tranquility. Mornings might begin with espresso served by an in-house barista before a heli-tour over the region’s glittering bays. Late morning can bring rounds at a championship golf course or a tour of craft distilleries producing small-batch gin and rye. Lunch might be a farm-to-table experience on an island only reachable by boat, followed by an afternoon spent in an infinity tub with uninterrupted views of the water. Evenings typically include sunset cocktails on cantilevered decks and gourmet dinners crafted by private chefs, all culminating in starlit conversations around firepits designed as architectural focal points.

One of the most talked-about events of the season is the David Foster Foundation Gala, hosted at Foster’s own Muskoka estate. The invitation-only gathering has welcomed performances from artists such as Andrea Bocelli and Michael Bublé, and draws a rarefied crowd of celebrities, philanthropists, and elite tastemakers. While the gala is a glittering highlight, it represents a broader truth: Muskoka is now part of the global summer circuit for those who know where to go—and how to arrive.

Muskoka defies the clichés of luxury travel. It is not overrun with boutiques or branded experiences. It does not advertise itself with grand entrances or marquee signage. Instead, its appeal lies in its authenticity, its natural beauty, and the quiet excellence of people like Jayne McCaw, who know how to deliver an experience that is both deeply personal and universally elevated. This is where fly-fishing can precede fine dining, where barefoot mornings meet black-tie galas, and where your departure is as seamless as your arrival.

For those seeking a summer destination that offers solitude without sacrifice, Muskoka should no longer be a secret. It is a place of timeless elegance, polished experiences, and unmatched serenity. Whether you come for the natural setting or the world-class hospitality, one thing is clear: Muskoka is not just a place on the map—it is a way of living. And thanks to the vision of leaders like Jayne McCaw, it has never been more effortlessly within reach.

About The Author

Is an esteemed luxury travel contributor at Jetset, where he has spent over a decade chronicling the world’s most captivating destinations. With a passport stamped in more than 50 countries, Greg brings a keen traveler’s insight and an eye for detail to every assignment—whether he’s exploring alpine chalets in the Swiss Alps, teeing off at the world’s premier golf resorts, or uncovering culinary gems in cosmopolitan capitals. An avid skier, hiker, cyclist, and golfer, Greg approaches travel not just as a profession but as a lifelong passion. Equally comfortable scaling mountain trails or reviewing Michelin-starred tasting menus, his work celebrates the full spectrum of luxury lifestyle. A devoted father of three, when he is not traveling he resides in sunny Scottsdale, Arizona.

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