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Vacation rentals in Collingwood

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Vacation rentals for every style

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Popular amenities for Collingwood vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Stay near Collingwood's top sights

Sunset Point Park117 locals recommend
Bent Taco85 locals recommend
Loblaws74 locals recommend
The Tremont Cafe73 locals recommend
Gibson & Company69 locals recommend
Tesoro Restaurant68 locals recommend

Other great vacation rentals in Collingwood

Guest favourite
Apartment in Oro-Medonte
4.94 out of 5 average rating, 17 reviews

Two units in Horseshoe Valley

Guest favourite
Home in Wasaga Beach
4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

Guest favourite
Cottage in Waubaushene
4.94 out of 5 average rating, 18 reviews

Waubaushene Getaway

Apartment in Innisfil
4.82 out of 5 average rating, 33 reviews

Romantic Getaway At FH!

Condo in The Blue Mountains
4.82 out of 5 average rating, 22 reviews

3BR Ski In/Out Blue Mountain Resort | Balcony

Home in Tiny
4.86 out of 5 average rating, 7 reviews

Great raccoon lodge

Superhost
Home in Wasaga Beach
4.88 out of 5 average rating, 50 reviews

COZY Cottage steps away from the beach.

Top guest favourite
Cottage in Tiny
5 out of 5 average rating, 41 reviews

The Hideaway Balm Beach Cottage

Show all

Quick stats about vacation rentals in Collingwood

  • Total rentals

    440 properties

  • Nightly prices starting at

    $28 CAD before taxes and fees

  • Total number of reviews

    19K reviews

  • Family-friendly rentals

    310 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    110 properties have a pool

Your guide to Collingwood

Welcome to Collingwood

Whether you’re a hiker, cyclist, skier, snowboarder, or beach lover, you’ll find plenty to do in Collingwood, gateway to Ontario’s Blue Mountains along Georgian Bay. For hikers and bicyclists, the Georgian Trail, built on a former railway route, runs 21 miles (34 kilometers) west from Collingwood along the bay. In winter, you can snowshoe or cross-country ski along this path. For more of a challenge, hikers and mountain bikers can continue on the 25-mile (41-kilometer) Tom Thomson Trail, which meets the Georgian Trail in Meaford and extends west to Owen Sound.

Collingwood is only a 30-minute drive from the world’s longest freshwater beach, Wasaga Beach, and you can swim or sunbathe at other Georgian Bay beaches nearby. At the local ski resort, the relatively gentle hills may not rival the Rocky Mountains, but the 42 runs can keep most snow lovers occupied. Collingwood, a community of about 20,000, has a surprisingly large number of good restaurants and cafés, and you can follow the Apple Pie Trail through the region, sampling local orchards, cideries, and bakeries.

The best time to stay in a vacation rental in Collingwood

You’ll find plenty to do in Collingwood year-round, depending on what activities you most enjoy. From late spring through fall, you can hike, bike, or road trip through the Collingwood region, and the local ski resort regularly hosts concerts and other weekend activities. When the warm summer weather arrives, you can add swimming and beachcombing to your plans. In winter, you can ski or snowboard, or follow local snowshoe or cross-country ski trails. Collingwood’s quietest seasons are the early spring, when the snow melts but the weather is still unpredictable for other outdoor activities, and the chilly, damp late autumn before skiing starts, making both times easier to find cottages for rent.

Top things to do in Collingwood

Skiing, Hiking, or Ziplining down the mountain

The main attraction in the Collingwood area is the ski resort, less than 20 minutes from town. Skiing and snowboarding — and a lively après-ski scene — draw winter visitors, but there’s plenty to do once the snow melts, too. From spring through fall, the resort is open for hiking, ziplining, tackling the ropes course, and a variety of adventure activities.

Scenic Caves Nature Adventures

This adventure park located on the Niagara Escarpment — with views across Georgian Bay — is another destination for outdoor activities in summer and winter. There’s a network of caves to explore, the region’s longest suspension bridge to cross, and nearly ten miles (15 kilometers) of hiking paths to wander. In winter, you can snowshoe or cross-country ski across an extensive trail network.

Creemore

Wander among the heritage buildings in this village 20 minutes south of Collingwood, checking out the galleries and shops, or stopping for a pint in the local craft brewery. The town’s quirkiest attraction is its former prison, a tiny stone structure built in 1892 that’s reputed to be North America’s smallest jail.

Destinations to explore

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