Discover a selection of 500 vacation rentals in Collingwood that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $63 per night, and cottages and chalets are popular options for a stay in Collingwood. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Collingwood
Destination guide

Eat your way through the Apple Pie Trail

With a knockout location on Nottawasaga Bay, Collingwood is one of Ontario’s prettiest lakeside towns. There’s a lively street scene to soak up and a rich maritime history to discover. Beyond the town itself, Collingwood is a major gateway to Ontario’s legendary Blue Mountain resort. And, if outdoor activities don’t appeal, why not sink your teeth into Ontario’s famous Apple Pie Trail? From cozy condos to luxe waterfront chalets, Collingwood vacation rentals are the perfect base for exploring the province’s picturesque orchards.

Things to do

Superb skiing near Collingwood

From groomed corduroy slopes to deep powder runs, Blue Mountain Resort has been luring skiers for more than 75 years. In summer, the resort transforms into a sun-drenched outdoor playground. There are family-friendly activities to boot, as well as a luxe lineup of shops and day spas. With its mountain setting and friendly atmosphere, Monterra Golf is a great place to work on your par. If you’re curious about the town’s history, an afternoon at the Collingwood Museum is a great way to discover the town’s ship-building legacy.


Beach bliss in Collingwood

With its red-brick buildings and tree-lined streets, Collingwood’s Heritage Conservation District is an enchanting place for a stroll. Along the way you can stop by cafés, boutiques, and colorful street murals, or enjoy a leisurely lunch on a sun-drenched patio. Fringed by the shores of Georgian Bay, Collingwood’s waterfront offers endless opportunities to swim, boat, fish, and more. Collingwood vacation rentals are eternally popular with sun-seekers, unlocking access to a string of stunning waterfront properties just steps from popular Sunset Point Beach.


Pack your blue suede shoes

Collingwood’s coastal setting makes summer its busiest season. The town takes its cultural calendar seriously, with plenty of hype surrounding August’s annual Harbor Festival. Collingwood is also famous for its long-running Elvis Festival, which attracts impersonators and fans from across the globe. Visit in winter and Blue Mountain resort hums with activity. Luxury Collingwood vacation rentals are a great base for your ski break, giving you the freedom to hit the slopes by day then warm up by a blazing fireplace.

Natural features

Watery wonders near Collingwood

With Nottawasaga Bay on one side and the Blue Mountains to the other, Collingwood doesn’t scrimp on scenery. The bay may seem compact, but it’s actually part of Lake Huron, one of North America’s five Great Lakes. Nottawasaga forms part of the larger Georgian Bay, which spans the dramatic Niagara Escarpment. Blue Mountain resort is just a few miles to the west, with scenic slopes that overlook Lake Huron. If you’re visiting in the summer, why not day trip to nearby Wasaga Beach, one of Ontario’s most charming lakefront towns?

How many vacation rentals are available around Collingwood?

Our 2021 property listings offer a large selection of 549 vacation rentals around Collingwood. From 88 cottage rentals to 90 chalet rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.