What's the Best Place to Buy a Cottage in Ontario?

If you’re thinking about buying a cottage, whether for personal enjoyment, as an income-generating investment, or both, choosing the right location will be essential. Of course, this is easier said than done in a province like Ontario, which is home to countless cottage communities, each offering something unique.

Luckily, we’re here to help. As experts in Ontario’s vast Cottage Country, we’re deeply familiar with the region’s unique communities and the opportunities they provide.

In this blog, we’ll look at some of the best cottage areas in Ontario and what you should know if you’re thinking about buying a cottage.

Searching for cottages in Ontario? Explore our featured listings.

Towns & Communities in Cottage Country

As a cottage owner, it’s important to choose wisely when it comes to location. Your location will impact nearly every aspect of your experience. From basic accessibility to the types of properties in your area, local amenities, rental market appeal and beyond.

Below, you’ll find a handful of our favourite communities in Cottage Country. While this is by no means a complete list, it will give you a helpful overview of the different types of cottage areas that you’ll find across Ontario.

For a personalized recommendation on which parts of Cottage Country may suit your needs best, you’ll want to speak to a local expert. More on that later.

Muskoka

If you already live in Ontario, you’ve probably already heard of Muskoka, which has long been considered one of the best cottage areas in Ontario. Just a short drive from the Greater Toronto Area, it’s easily accessible, while removed enough to provide a true retreat from the hustle and bustle.

One of the best parts of cottage life in Muskoka is the sheer number of fantastic communities located across the region. Charming towns like Bracebridge, Port Carling, and Huntsville add touches of convenience and culture to the classic Cottage Country experience. Whether you’re looking to enjoy great food, shop from independent boutiques, or check out some local entertainment, you’ll never be bored in Muskoka.

Want to know more about Canada’s most iconic cottage region? Find out what makes Muskoka so special.

Lake of Bays

Zooming in, Lake of Bays is a stand out community found within the broader region of Muskoka. It’s best known as a relaxed and immensely beautiful retreat for seasonal residents who appreciate the area’s affluent profile. Many properties in Lake of Bays are located right on the waterfront or along the prestigious Bigwin Island Golf Course.

Lake of Bays is surrounded by immense natural beauty. During summer and fall, the Dorset Lookout Tower is a must-visit, offering panoramic views of the lake and the surrounding region.

Haliburton

Haliburton is a favourite for artists, retirees, and seasonal cottagers with a penchant for all things creative. Featuring a uniquely bohemian flair, this welcoming community is often referred to as “Ontario’s artsy Cottage Country”.

In town, you’ll find studios, galleries, artisan shops, and stylish cafes, which all contribute to Haliburton’s unique energy. Another local highlight is the Haliburton Sculpture Forest, a perfect place to check out local art and be inspired, all while immersing yourself in nature.

Looking to buy a cottage? You’ll find even more buying advice in these blog posts!

Simcoe County

In terms of the best cottage areas near Toronto, it’s hard to beat Simcoe County. Nestled just beyond the fringes of the Greater Toronto Area, this unique region offers all the classic aspects of cottage life, with the added convenience of being close to the city. In fact, many Simcoe County residents and visitors make daily trips into Barrie or Toronto for work, errands, or leisure.

One of Simcoe County’s top gems is Wasaga Beach, the longest freshwater beach in the world. With more than 14 kilometres of sandy shoreline, there’s always a perfect spot for sunbathing, picnicking, or enjoying the water.

Experiencing a Cottage Community Before You Buy

In Cottage Country, no two communities are the same. As a buyer, it can be hard to immerse yourself in a specific area without staying there and experiencing it firsthand. Far too often, buyers leap at a cottage they think they’ll love, only to find out it’s not the best fit later on.

Recognizing this challenge, we created our unique Try Before You Buy program, which allows buyers to really get a feel for a specific cottage community before committing to a purchase. Find out how it works.

Your Link to Cottage Country

If you’re thinking about buying a cottage or vacation property in Ontario, you’ll want to work with a local Cottage Country real estate agent. That’s where we come in!

Whether you’re searching for the perfect backdrop to your summer holidays, a refined, stress-free investment venture, or opportunities to leverage your existing cottage as an income-generation tool, Cottage Vacations Real Estate is a dedicated partner in your success.