0 Bedrooms for 1 Guest
Price $10 - $1000+

1,023 Collingwood Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Collingwood holiday rentals from 8 rental sites including HomeAway, CanadaStays, TripAdvisor, and more, ranging from $25 to $1592 a night. 
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    Information about Collingwood

    About Collingwood

    At the southern point of Georgian Bay in Ontario, Canada is where you’ll find Collingwood. It was originally inhabited by the Iroquoian Petun nation but was taken over by European and freed black slaves when they arrived in the 1840s. the town of Collingwood was established in 1858 and began its economic boom when the Northern Railway came through the town and it became a shipment point for U.S.–bound goods. Now, this small town is a recreational hot spot for tourists who love the outdoors. Come during any time of the year and you’ll find something you love.

    Things to do in Collingwood

    The Georgian Trail, an old railway line that has been converted to a hiking and biking trail, begins and ends in Collingwood. The beautiful, mostly wooded, cycling path gives visitors a chance to explore the surrounding areas by bike. Take a ride along the coast and stop in Thornbury, a cute, seaside town complete with antique shops and artisan studios. You can also choose to walk the trail on a pleasant day and stop at Council Beach for a little R&R. The trail stretches for some 20 miles, reaching all the way up to Meaford. Enjoy the scenic views with easy access to the cities along the trail.

    If you’ve ever wanted to zipline, Collingwood is the perfect place to do it. At 2,550 feet in length and a vertical drop of 287 feet, The Thunderbird Twin Zipline is Canada’s longest twin zip line. You can ride side-by-side to your friend or loved one and experience the joy of ziplining together. You might even reach speeds up to 37 mph! One of the most unique features to this zipline doesn’t have to do with the speed or length of the ride, but the fact that it’s located within a UNESCO biosphere. You’re guaranteed beautiful views of treetops and 200-year-old forests and, on clear days, you can even see the islands in Georgian Bay.

    If speeding through the UNESCO biosphere at high speeds isn’t your idea of a fun time, you could always take leisurely stroll through it. Situated at the highest point of the Niagara Escarpment is Scenic Caves Nature Adventures. Walk by Trout Pond or picnic in the woods. Go on a cave tour or walk across a suspension bridge. You can even go cross-country skiing or snowshoeing on the nature trails and suspension bridge in the winter. You’ll have plenty of options with varying levels of adventure, so be sure to check out this place.

    Day Trips from Collingwood

    The Blue Mountains area lies just 10 miles to the north of Collingwood, making it an easy day trip without the hassle of driving long distances. In the winter, this is the place to go. Blue Mountain Ski Resort has trails for all types of skiers and snowboarders. The beginner terrain is best for kids and adults learning how to ski/snowboard for the first time, while the terrain park is meant for snow bunnies looking to hit the jumps. You can even go night skiing or ski through the glades, weaving in and out of the trees of Central Ontario. In the warmer months, the city hosts events like the Apple Harvest Festival and Community Day. On a nice, sunny day head to Firehall Pizza Co. where you can enjoy your food outside on their patio. Kaytoo is an awesome place to have a drink on the waterfront and take in the fresh air. The town also has a handful of spas so you can get some relaxation in before heading back to Collingwood.

    Collingwood Accommodations

    Tripping.com has over 100 vacation rental listings in Collingwood. Many rentals offer coastal views on waterfront properties. If you expect to visit Blue Mountain Resort for winter activities, consider staying northwest of Collingwood on the outskirts of town. There are plenty of vocational rentals that are within 5 minutes of the ski resort where you won’t have to pay resort prices. Be sure to check out the nearly 20 pet-friendly rentals so your pooch can join you on your vacation.

    Transportation in Collingwood

    Toronto Pearson International Airport is just a 2-hour drive from Collingwood, making it the best place for visitors to fly into. Rent a car and head north on ON-400 which will take you to ON-26 W and into Collingwood. While in Collingwood, you’ll be able to rent bikes and take the Georgian Trail to most places north of it along the coast. Your rental car will be useful if you want to make longer distance trips to other coastal areas or parts of Central Ontario.

    Vacation Rentals in Collingwood

    Find the best Collingwood vacation rentals with Tripping.com. Choose from 1,025 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $25 a night to $1592 a night.

    Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 311 of homes in Collingwood offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 106 rentals with pool or jacuzzi, or relax with the family in one of the 526 homes with cable TV.

    For all those dog lovers and cat lovers, Collingwood offers 125 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

    Search properties from 8 rental sites in Collingwood where the top providers in that area are HomeAway, CanadaStays, and TripAdvisor. There are 346 HomeAway rentals, 271 CanadaStays short term rentals and 249 TripAdvisor vacation rentals.