Collingwood Vacation Rentals
Our Collingwood vacation rentals offer you a comfortable home base in Canada's premier four-season destination. In the winter, take advantage of world-class skiing and snowboarding at Blue Mountain, just a few minutes from your doorstep. Come summer, immerse yourself in Collingwood's vibrant downtown scene, where you'll find open-air food vendors, unique shops, live music, and exciting seasonal events.
Beyond the town center, adventure awaits in every direction. Explore the region's picturesque hiking trails, tee off at scenic golf courses, tackle thrilling mountain bike runs, or enjoy refreshing water sports on the pristine shores of Georgian Bay. Whether you're planning a romantic weekend for two or a fun-filled escape with friends and family, our Collingwood vacation rentals in Canada Ontario are designed to meet your every need.
Not sure where to start? Check out our dedicated Things to do in Collingwood page for insider tips on top attractions and delicious Collingwood restaurants. Don't miss out on experiencing the very best of this year-round hotspot—book one of our vacation rentals in Collingwood, Ontario today and transform your getaway into an unforgettable adventure!
14 properties available
Find yourself in the centre of Collingwood’s historic downtown, with all of Collingwood’s favourite shopping and dining experiences at your front door. 146 Hurontario boasts the best of four-season living, with a 5-minute walk to Georgian Bay and a 15-minute drive to the heart of Blue Mountain Village. This trendy studio apartment for 2 is the idea
Welcome to your serene sanctuary retreat at Madeline by the Bay! This modern home is by the shores of Georgian Bay, on the outskirts of bustling Collingwood and beautiful Blue Mountain. Intended for a relaxing reset for up to 6 guests, this retreat is equipped with a private hot tub, sauna, and fire table for the ultimate outdoor experience. Plus,
Welcome to our family home, with all of Collingwood’s favourite shopping and dining experiences just minutes away. Collingwood boasts the best of four-season living, with a 5-minute drive to Georgian Bay and a 15-minute drive to the Blue Mountain Village. With 4 bedrooms accommodating up to 8 guests, this home is the ideal hub for a family getaway.
Walk outside your door and find yourself strolling through thriving downtown Collingwood. This prime location boasts the best of four-season living, with a 10-minute walk to the sparkling waters of Georgian Bay and a 15-minute drive to the heart of Blue Mountain Village. 219 Hurontario is in the hub of the entertainment district, with all of Collin
Hurontario Suites, Unit C - One of our favourite spots, located in the heart of downtown Collingwood. This newly furnished and fully equipped guest suite is part of our virtual hotel collection in the vibrant entertainment district with Collingwood's best bars, restaurants, and local shops. Enjoy the best of four-season living, with the Blue Mounta
Welcome to our Collingwood retreat for 5, located in the Cranberry community. This 2 bedroom condo is only a short drive away from the Blue Mountain Village and minutes from Downtown Collingwood. Nearby are the Scenic Caves, Scandinave Spa, and private and public ski resorts. You can enjoy the quiet neighbourhood environment while staying close to
Welcome to our Vacation Inn, located in the Cranberry community. This 3 bedroom, 2.5 bathroom vacation rental is furnished and decorated to create a home-like atmosphere. Only a short drive away from the Blue Mountain Village and minutes from Downtown Collingwood. Nearby is the Scenic Caves, Scandinave Spa, and private and public ski resorts. You c
Immerse yourself in the heart of Collingwood's historic downtown! This newly furnished and fully equipped guest suite is part of our virtual hotel collection in the vibrant entertainment district. Convenience meets community, where you can find a major grocery store, LCBO, hospital, and all your shopping needs without transportation. This Collingwo
This downtown condo at 146 Hurontario is the perfect home base for a weekend getaway or business trip, offering cozy accommodations for up to four guests with a view overlooking the heart of Collingwood. Enjoy the best of four-season living, with Georgian Bay just a five-minute stroll away and Blue Mountain Village only a 15-minute drive. Situated
Immerse yourself in the heart of Collingwood's historic downtown! This newly furnished and fully equipped guest suite is part of our virtual hotel collection in the vibrant entertainment district. Convenience meets community, where you can find a major grocery store, LCBO, hospital, and all your shopping needs without transportation. This Collingwo
Walk outside your door and find yourself strolling through thriving downtown Collingwood. This prime location boasts the best of four-season living, with a 10-minute walk to the sparkling waters of Georgian Bay and a 15-minute drive to the heart of Blue Mountain Village. 219 Hurontario is in the hub of the entertainment district, with all of Collin
Immerse yourself in the heart of Collingwood's historic downtown! This newly furnished and fully equipped guest suite is part of our virtual hotel collection in the vibrant entertainment district. Convenience meets community, where you can find a major grocery store, LCBO, hospital, and all your shopping needs without transportation. This Collingwo
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