An easy drive from Toronto, set upon the serene shores of Georgian Bay, Collingwood is a true four-season destination. Indulge in popular outdoor activities, stroll through the town's cobblestoned core, or turn it up at the legendary après-ski parties. Collingwood cottage rentals are aplenty, and serve as an excellent base to explore the region.

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Popular Rental Amenities in Collingwood
Finding a vacation home with a pool shouldn't be too difficult in Collingwood. One-third of the rentals have one. Interestingly, HomeToGo's data shows that more hotel room provide a pool than condo. Also, they can welcome 10 vacationers, on average, while condo with pools can welcome an average of 6 people. Among these vacation rentals, 45 of them are located within 2 kilometres of water.
Art in Historic Collingwood
Begin your cultural sojourn on Collingwood's main drag, Hurontario Street, whose buildings sport Edwardian and Victorian architectural elements. Trace the town's evolution from shipbuilding hub to the glamorous ski resort of today, at the Collingwood Museum, housed inside a 19th-century train station. Look for First Nations artwork here as well. Downtown Collingwood is also home to the 19th-century St Mary's Church. The stained glass windows are a sight to behold.
To satisfy your art fix, step into Tremont Studios, housed inside a renovated old hotel. The working artists are happy to engage with visitors, and the terrace café is a nice touch. On a similar note, Simcoe Street hosts over 25 art studios, in addition to vintage cafés, art galleries, a dance school, and black box theater. The Victorian Historic Gayety Theater, a fixture since 1911, makes for a fun evening out if you enjoy performances in an Art Deco setting.
Embrace the Outdoors
An all-weather destination, Collingwood has it covered all year round. Collingwood Charters offers fun waterfront tours where you can enjoy views of the harbour, the Nottawasaga Lighthouse, and the historic Escarpment. Active-minded visitors will love the Georgian Trail which runs 34km along Georgian Bay. The trail attracts casual joggers, bikers, snowshoers, and cross-country skiers all year long. Also worth considering is a canoe trip to learn about the region's biodiversity and survival in the wild.
Winter is a fun time in Collingwood. Ontario's largest ski hill, Blue Mountain Resort offers 42 runs for downhill snowboarding and skiing, as well as the Woodview Mountaintop skating rink. Sip a hot chocolate or enjoy an après-ski party at the resort's charming base village. More fun awaits at the Wasaga Nordic & Trail Centre, where both new and experienced skiers can hit the slopes, with either skiing or snowshoeing. If golfing is your thing, stop by the stunning Cranberry Golf Course, set against a backdrop of snowcapped peaks and Georgian Bay. Come home to toasty Collingwood chalet rentals where you can recap the day's happenings.
Information about vacation rentals in Collingwood
🏡 Vacation rentals available | 1,277 rentals |
---|---|
🌙 Nightly prices starting at | $77 |
⭐ Popular amenities | Pets allowed, Pool and Internet |
🐾 Pet friendly homes | 410 homes |
🏊 Vacation rentals with pools | 471 homes |
Frequently Asked Questions
What is the typical availability of vacation rentals in Collingwood?
At the moment, there are 1,277 vacation homes from 11 different providers in Collingwood.
What are the most popular vacation home amenities in Collingwood?
When looking to book a vacation home in Collingwood, the most requested amenities include Pets allowed, Pool, and Internet.
Are there pet-friendly vacation rentals in Collingwood?
If you're travelling with a dog, over 32% of vacation rentals in Collingwood are pet-friendly.
What's the best month to book a vacation rental in Collingwood?
If you're looking for balmy weather, July and August are typically the hottest months in Collingwood with temperatures around 25 °C. January and February in Collingwood are the coldest, with -9 °C on average.
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