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
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 perfect 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, 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.
May 18 – 25
$224 CAD per night
5.0 out of 5 average rating, 183 reviews
Guest favourite
Guest suite in Collingwood
Simply Suite
Relax and unwind in this simple yet stylish basement suite. We are located a 15 min drive from Wasaga Beach or Blue Mountain. A quick 5 minute drive, or scenic 20 minute walk to the downtown core, shopping and fantastic restaurants. We are a one minute walk to our local trail system to walk, run or bike. Walk to Sunset Point Beach along the beautiful trails. This newly renovated suite offers a small kitchenette with all you need to cook simple meals while relaxing with Netflix by the fire.
Jul. 29 – Aug. 5
$162 CAD per night
4.95 out of 5 average rating, 376 reviews
Guest favourite
Loft in The Blue Mountains
Mountainside Escape - Ski in / Ski out
Mountainside Escape is a family friendly loft located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain. North Creek resort offers on demand shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.
Apr. 14 – 21
$142 CAD per night
4.92 out of 5 average rating, 152 reviews

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
LCBO48 locals recommend

Other great vacation rentals in Collingwood

Guest favourite
Condo in Collingwood
K's Cozy Condo -Minutes from Lake, Trails, Shops
Apr. 14 – 21
$223 CAD per night
4.99 out of 5 average rating, 106 reviews
Guest favourite
Tiny homes in Meaford
Luxury Vintage Tiny House Farm Stay with Hot tub
May 22 – 29
$279 CAD per night
4.96 out of 5 average rating, 140 reviews
Guest favourite
Guest suite in Kimberley
The Post Office Motel & Spa in the ❤️ of Kimberley
Oct. 19 – 26
$228 CAD per night
4.93 out of 5 average rating, 532 reviews
Guest favourite
Condo in The Blue Mountains
Hidden Haven - Shuttle to Blue Mountain Village
Apr. 30 – May 7
$179 CAD per night
4.88 out of 5 average rating, 187 reviews
Guest favourite
Condo in The Blue Mountains
Gorgeous Two Bedroom Condo Overlooking Ski Hill
Apr. 10 – 17
$246 CAD per night
4.97 out of 5 average rating, 297 reviews
Guest favourite
Condo in The Blue Mountains
Cozy Studio Mountainside stay in Blue Mountains
May 8 – 15
$158 CAD per night
4.92 out of 5 average rating, 243 reviews
Guest favourite
Home in Collingwood
Blue Mountain Home
May 13 – 20
$159 CAD per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Apartment in The Blue Mountains
Blue Mountain Studio-KingBed/Pool/HotTub/Shuttle
Jun. 16 – 23
$173 CAD per night
4.94 out of 5 average rating, 100 reviews
Guest favourite
Apartment in Collingwood
Apartment in Collingwood
May 1 – 8
$161 CAD per night
4.9 out of 5 average rating, 63 reviews
Guest favourite
Guest suite in Collingwood
The Summitview Retreat
4.96 out of 5 average rating, 25 reviews
Guest favourite
Apartment in Collingwood
Suite 67
Jun. 17 – 24
$177 CAD per night
4.97 out of 5 average rating, 64 reviews
Guest favourite
Home in Collingwood
Private, brand-new 1 bdrm unit
May 30 – Jun. 6
$139 CAD per night
4.93 out of 5 average rating, 72 reviews

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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Collingwood