Collingwood Vacation Rentals

Compare 102 available properties from 14 providers
Collingwood
Anytime
2 guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed & Breakfast
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Recommended Vacation Rentals Collingwood

Find your perfect vacation rental Collingwood: from $74 per night

House Collingwood 2
House ∙ 2 guests ∙ 1 bedroom
Collingwood, Clearview, Canada
from $350
Vrbo
5.0
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Apartment Collingwood 4
Apartment ∙ 4 guests ∙ 2 bedrooms
Collingwood, Clearview, Canada
from $201
Vrbo
4.9
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House Collingwood 5
-42%
Aug. 7 - Aug. 14
House ∙ 5 guests ∙ 5 bedrooms
Collingwood, Clearview, Canada
from $303 $523
Vrbo
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House Collingwood 4
-34%
Apr. 3 - Apr. 10
House ∙ 4 guests ∙ 2 bedrooms
Collingwood, Clearview, Canada
from $340 $512
Vrbo
5.0
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Apartment Collingwood 4
Apartment ∙ 4 guests ∙ 1 bedroom
Collingwood, Clearview, Canada
from $192
Vrbo
4.1
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Apartment Collingwood 4
Apartment ∙ 4 guests ∙ 2 bedrooms
Collingwood, Clearview, Canada
from $198
Vrbo
4.8
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House Collingwood 6
House ∙ 6 guests ∙ 2 bedrooms
Collingwood, Clearview, Canada
from $296
Vrbo
5.0
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House Collingwood 6
House ∙ 6 guests ∙ 3 bedrooms
Collingwood, Clearview, Canada
from $459
Vrbo
4.0
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House Collingwood 6
-18%
Apr. 3 - Apr. 10
House ∙ 6 guests ∙ 3 bedrooms
Collingwood, Clearview, Canada
from $224 $272
Vrbo
4.8
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Vacation rentals and apartments with air conditioning

House Aircondition Collingwood
Aircondition
House ∙ 6 guests ∙ 4 bedrooms
Collingwood, Clearview, Canada
from $260
Vrbo
5.0
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House Aircondition Collingwood
Aircondition
House ∙ 7 guests ∙ 6 bedrooms
Collingwood, Clearview, Canada
from $455
Vrbo
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Apartment Aircondition Collingwood
Aircondition
Apartment ∙ 2 guests ∙ 1 bedroom
Collingwood, Clearview, Canada
from $343
Vrbo
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Vacation rentals with a fireplace

Apartment Fireplace Collingwood
Fireplace
Apartment ∙ 4 guests ∙ 1 bedroom
Collingwood, Clearview, Canada
from $202
Vrbo
4.9
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Apartment Fireplace Collingwood
Fireplace
Apartment ∙ 4 guests ∙ 2 bedrooms
Collingwood, Clearview, Canada
from $203
Vrbo
5.0
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Apartment Fireplace Collingwood
Fireplace
Apartment ∙ 2 guests ∙ 1 bedroom
Collingwood, Clearview, Canada
from $314
Vrbo
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Vacation rentals with Wi-Fi

Apartment Internet Collingwood
Internet
Apartment ∙ 2 guests ∙ 1 bedroom
Collingwood, Clearview, Canada
from $283
Vrbo
5.0
View deal
House Internet Collingwood
-67%
Apr. 3 - Apr. 10
Internet
House ∙ 10 guests ∙ 4 bedrooms
Collingwood, Clearview, Canada
from $645 $1,947
Vrbo
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House Internet Collingwood
-18%
May 15 - May 22
Internet
House ∙ 13 guests ∙ 5 bedrooms
Collingwood, Clearview, Canada
from $690 $838
Vrbo
5.0
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Popular Rental Amenities Collingwood

  • Internet (57)
  • Parking (57)
  • No smoking (50)
  • Kitchen (42)
  • TV (42)
  • No pets (41)
  • Air conditioning (38)
  • Microwave (33)
  • Washer (30)
  • Fireplace (29)
  • Dishwasher (25)
  • Yard (22)

The Weather Collingwood

-2°
-9°
-2°
-9°

-5°
10°
18°
22°
12°
25°
16°
25°
16°
21°
12°
14°


-4°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram Collingwood. In July maximum temperatures go higher than 25°. January is the coolest month, with average minimal temperature reaching -9°. The rainiest month is July while the driest month is January.

Fun in Collingwood with a Beautiful Cottage Rental

An easy drive from Toronto, set upon the serene shores of Georgian Bay, Collingwood is a true four-season destination. Indulge in popular outdoor activities, stroll through the town's cobblestoned core, or turn it up at the legendary après-ski parties. Collingwood cottage rentals are aplenty, and serve as an excellent base to explore the region.

Show all 102 properties
Where to find the best food Collingwood?

Hearty Meals and High Spirits

Collingwood is full of quality food and drink. Tuck into the region's freshest produce, including delicious meats, cheeses, baked goods, and berries at the Downtown Collingwood Farmers' Market. With two locations at Collingwood and Blue Mountain Resort, the Northwinds Brewhouse & Kitchen is all about quality hand-crafted beers and chef-prepared delicacies. Clam chowder, bacon caesar salad, and meatloaf sandwiches are big favorites.

A Collingwood institution, the family-run Fish & Sips restaurant entices visitors with offerings like fresh-cut fries, hand-breaded calamari, homemade chowder, and Scottish meat pie. Cider aficianados should check out the bottling cottage at Duntroon Cyder House which produces classic, crisp English ciders, bottled and ready to take home. Finally, there's Jozo's Original Après, locally referred to as an original après hot spot. Catch the latest sporting event here, or make new friends at their high-energy après-ski parties.

What are the best places to discover the arts and culture of Collingwood?

Art in Historic Collingwood

Begin your cultural sojourn on Collingwood's main drag, Hurontario Street, whose buildings sport Edwardian and Victorian architectural elements. Trace the town's evolution from shipbuilding hub to the glamorous ski resort of today, at the Collingwood Museum, housed inside a 19th-century train station. Look for First Nations artwork here as well. Downtown Collingwood is also home to the 19th-century St Mary's Church. The stained glass windows are a sight to behold.

To satisfy your art fix, step into Tremont Studios, housed inside a renovated old hotel. The working artists are happy to engage with visitors, and the terrace café is a nice touch. On a similar note, Simcoe Street hosts over 25 art studios, in addition to vintage cafés, art galleries, a dance school, and black box theater. The Victorian Historic Gayety Theater, a fixture since 1911, makes for a fun evening out if you enjoy performances in an Art Deco setting.

Where are the unique attractions Collingwood?

Embrace the Outdoors

An all-weather destination, Collingwood has it covered all year round. Collingwood Charters offers fun waterfront tours where you can enjoy views of the harbour, the Nottawasaga Lighthouse, and the historic Escarpment. Active-minded visitors will love the Georgian Trail which runs 34km along Georgian Bay. The trail attracts casual joggers, bikers, snowshoers, and cross-country skiers all year long. Also worth considering is a canoe trip to learn about the region's biodiversity and survival in the wild.

Winter is a fun time in Collingwood. Ontario's largest ski hill, Blue Mountain Resort offers 42 runs for downhill snowboarding and skiing, as well as the Woodview Mountaintop skating rink. Sip a hot chocolate or enjoy an après-ski party at the resort's charming base village. More fun awaits at the Wasaga Nordic & Trail Centre, where both new and experienced skiers can hit the slopes, with either skiing or snowshoeing. If golfing is your thing, stop by the stunning Cranberry Golf Course, set against a backdrop of snowcapped peaks and Georgian Bay. Come home to toasty Collingwood chalet rentals where you can recap the day's happenings.

What are the best events and festivals Collingwood?

Festivals and Parties—A Year-round Affair

The year kicks off in Collingwood with Winter Wonderland, where Blue Mountain Village is beautifully illuminated for visitors to stroll through the many shops, cafes, and bars. The LGBTQ-friendly Rainbow Ski Weekend in March is as fun as it gets with spirited performances, DJs, night long après-ski parties, and plenty of good music and food. Celebrate Canada's birthday every July at the Collingwood Festival for Canada, which plays out along the glorious harbour front. The family-friendly festival thrills visitors with its firework displays, live concerts and street entertainment.

Summer also features the Collingwood Elvis Festival, which attracts Elvis impersonators from all over the globe. You'd be forgiven for thinking that The King is well and alive! Mosaic World Music is a weekend event in August, jam-packed with music from different cultures, impromptu drumming sessions, fireworks, and scavenger hunts, among other activities. The year closes with the Collingwood Frozen in Time Festival, an absolute visual delight with its illuminated storytelling ice sculptures. Take an old-fashioned wagon ride through the downtown area, participate in an ice carving contest, or simply enjoy the music, food, and drinks.

We compare more than 1,300 providers, including:

Booking.com Vacation Rentals Collingwood TripAdvisor Vacation Rentals Collingwood Vrbo Vacation Rentals Collingwood Airbnb Vacation Rentals Collingwood Novasol Vacation Rentals Collingwood Inter Chalet Vacation Rentals Collingwood EveryStay Vacation Rentals Collingwood Interhome Vacation Rentals Collingwood 9flats.com Vacation Rentals Collingwood HouseTrip Vacation Rentals Collingwood Belvilla Vacation Rentals Collingwood Sykes Cottages Vacation Rentals Collingwood Homestay.com Vacation Rentals Collingwood Ski Planet Vacation Rentals Collingwood Only-apartments Vacation Rentals Collingwood James Villa Holidays Vacation Rentals Collingwood

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