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Vacation rentals in Collingwood

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Top-rated vacation rentals in Collingwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
One-of-a-kind relaxation escape located in the charming village of Kimberley! Just 1.5hrs North of Toronto, 20 min to Blue Mtn skiing, mtn top skating and the Village. The Kimberley downtown is something from the movies. Imagine getting out of your car and walking straight into the scene of a warm and cozy snow globe. You can watch the seasons come & go while taking in the valley views. Head outside to enjoy marshmallows by the fire, amidst this whimsical fortress. Bruce Trail access @ the door
Oct. 11 – 18
$228 CAD per night
Guest favourite
Place to stay in Wasaga Beach
Newly Built Woodsy Loft Retreat
Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A great home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino are all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.
Oct. 2 – 9
$221 CAD per night
Guest favourite
Apartment in Wasaga Beach
The Upper Deck
The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.
Oct. 30 – Nov. 6
$186 CAD per night

Popular amenities for Collingwood vacation rentals

Stay near Collingwood's top sights

Scandinave Spa Blue Mountain288 locals recommend
Sunset Point Park117 locals recommend
Living Water Resort & Spa4 locals recommend
Living Stone Golf Resort10 locals recommend
Pie Wood Fired Pizza Joint - Collingwood20 locals recommend
Metro59 locals recommend

Other great vacation rentals in Collingwood

Guest favourite
Guest suite in Collingwood
Cozy suite with a small fireplace and hot tub
Jan. 5 – 12
$157 CAD per night
Guest favourite
Condo in Collingwood
Lovely Condo Close to Lake Beach Spa *King Bed
May 6 – 13
$204 CAD per night
Guest favourite
Tiny homes in Meaford
Luxury Vintage Tiny House Farm Stay with Hot tub
May 26 – Jun. 2
$279 CAD per night
Guest favourite
Condo in The Blue Mountains
Hidden Haven - Shuttle to Blue Mountain Village
Apr. 15 – 22
$183 CAD per night
Guest favourite
Guest suite in Collingwood
Tiny Home Tranquility
Aug. 6 – 13
$210 CAD per night
Guest favourite
Condo in Collingwood
Modern & Chic Sanctuary Suite in Collingwood
Jul. 31 – Aug. 7
$198 CAD per night
Guest favourite
Condo in The Blue Mountains
1 Bed, 1 Bath Lovely Open Concept Resort Condo
Mar. 27 – Apr. 3
$196 CAD per night
Guest favourite
Condo in The Blue Mountains
Blue Mountain Village| Stunning Mountain Views
Apr. 6 – 13
$265 CAD per night
Guest favourite
Guest suite in Collingwood
Simply Suite
Mar. 27 – Apr. 3
$153 CAD per night
Guest favourite
Guest suite in Collingwood
Cozy & Spacious, Downtown C-Wood with Sauna!
Nov. 6 – 13
$233 CAD per night
Guest favourite
Cottage in Meaford
Water's Edge - 4 Season Cottage
Dec. 20 – 27
$589 CAD per night
Guest favourite
Chalet in The Blue Mountains
Immaculate Blue Mountains chalet
Mar. 25 – Apr. 1
$220 CAD per night

Quick stats about vacation rentals in Collingwood

Total rentals

530 properties

Rentals with a pool

120 properties have a pool

Pet-friendly rentals

140 properties allow pets

Family-friendly rentals

370 properties are a good fit for families

Total number of reviews

18K reviews

Nightly prices starting at

$27 CAD before taxes and fees

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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