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Collingwood Vacation Rentals

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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.

Save up to 32%

Best Vacation Home Deals Collingwood

Jun. 3 - Jun. 10

-32%

~~$265~~

$181 per night

House ∙ 7 guests ∙ 1 bedroom

Lovely House in Collingwood with Yard, Pool & Grill

5.0

"Excellent" (2 ratings)

Collingwood, Clearview, Canada

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Apr. 10 - Apr. 17

-32%

~~$384~~

$260 per night

Apartment ∙ 2 guests ∙ 1 bedroom

Private Apartment in Collingwood

5.0

"Excellent" (7 ratings)

Collingwood, Clearview, Canada

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Apr. 22 - Apr. 29

-20%

~~$272~~

$217 per night

Apartment ∙ 4 guests ∙ 1 bedroom

Apartment in Collingwood with Free Parking

4.7

"Outstanding" (76 ratings)

Collingwood, Clearview, Canada

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899 unique vacation rentals from 5 partner websites, including Vrbo and Expedia, are listed in Collingwood. Each of the offers from the different providers are instantly compared by the search engine , allowing you to save up to 32%.

Book Vacation Rentals with the Highest User Rating

Top-Rated Offers and Accommodations Collingwood

Apr. 8 - Apr. 15

-34%

~~$578~~

$384 per night

Cabin ∙ 2 guests ∙ 1 bedroom

Cabin in Collingwood with Grill & Yard + Picturesque View

5.0

"Excellent" (290 ratings)

Collingwood, Clearview, Canada

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May 9 - May 16

-32%

~~$681~~

$462 per night

House ∙ 2 guests ∙ 2 bedrooms

Nice Vacation Home in Collingwood with Grill & Pool + Picturesque Views

5.0

"Excellent" (104 ratings)

Collingwood, Clearview, Canada

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Nov. 4 - Nov. 11

$206 per night

House ∙ 4 guests ∙ 3 bedrooms

Lovely House in Collingwood

5.0

"Excellent" (27 ratings)

Collingwood, Clearview, Canada

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Recommended Vacation Rentals Collingwood

Find your perfect vacation rental Collingwood: from $112 per night

Apr. 22 - Apr. 29

$352 per night

House ∙ 5 guests ∙ 3 bedrooms

Amazing Vacation Home in Collingwood

Collingwood, Clearview, Canada

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Jul. 8 - Jul. 15

$141 per night

Condo ∙ 4 guests ∙ 1 bedroom

Pleasant Condo in Collingwood

4.8

"Excellent" (52 ratings)

Collingwood, Clearview, Canada

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Apr. 8 - Apr. 15

-25%

~~$310~~

$233 per night

Condo ∙ 4 guests ∙ 1 bedroom

Condo in Collingwood with Seasonal Pool

5.0

"Excellent" (10 ratings)

Collingwood, Clearview, Canada

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Apr. 8 - Apr. 15

-25%

~~$302~~

$228 per night

Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Condo in Collingwood with Grill & Pool + Slope Views

4.8

"Excellent" (4 ratings)

Collingwood, Clearview, Canada

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Apr. 22 - Apr. 29

-25%

~~$349~~

$260 per night

Condo ∙ 6 guests ∙ 1 bedroom

Family Friendly Condo in Collingwood with Seasonal Pool

5.0

"Excellent" (2 ratings)

Collingwood, Clearview, Canada

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Apr. 22 - Apr. 29

-27%

~~$387~~

$283 per night

Condo ∙ 6 guests ∙ 2 bedrooms

Lovely Condo in Collingwood with Free Parking + Beautiful Views

4.9

"Excellent" (184 ratings)

Collingwood, Clearview, Canada

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Feb. 4 - Feb. 11

-43%

~~$333~~

$190 per night

Aparthotel ∙ 4 guests ∙ 1 bedroom

Aparthotel in Collingwood with Grill & Yard + Mountain View

4.8

"Excellent" (10 ratings)

Collingwood, Clearview, Canada

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Apr. 22 - Apr. 29

$178 per night

Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Collingwood with Free Parking + Mountain View

4.6

"Outstanding" (125 ratings)

Collingwood, Clearview, Canada

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Mar. 18 - Mar. 25

$461 per night

Chalet ∙ 5 guests ∙ 3 bedrooms

Chalet in Collingwood with Yard, Pool & Grill + Mountain Views

5.0

"Excellent" (5 ratings)

Collingwood, Clearview, Canada

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Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Collingwood

Jul. 8 - Jul. 15

$255 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Family Friendly Entire Condo in Collingwood with Private Parking + Garden Views

5.0

"Excellent" (36 ratings)

Collingwood, Clearview, Canada

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Oct. 28 - Nov. 4

-41%

~~$356~~

$211 per night

Chalet ∙ 6 guests ∙ 2 bedrooms

Chalet in Collingwood with Suitable Parking

4.9

"Excellent" (88 ratings)

Collingwood, Clearview, Canada

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Apr. 28 - May 5

-32%

~~$368~~

$250 per night

Condo ∙ 5 guests ∙ 1 bedroom

Entire Condo in Collingwood with Elegant Fireplace

4.9

"Excellent" (62 ratings)

Collingwood, Clearview, Canada

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Collingwood rental with full kitchen.

Jun. 10 - Jun. 17

-32%

~~$265~~

$181 per night

House ∙ 7 guests ∙ 1 bedroom

Lovely House in Collingwood with Yard, Pool & Grill

5.0

"Excellent" (2 ratings)

Collingwood, Clearview, Canada

Kitchen

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Mar. 24 - Mar. 31

$457 per night

Chalet ∙ 5 guests ∙ 3 bedrooms

Chalet in Collingwood with Yard, Pool & Grill + Mountain Views

5.0

"Excellent" (5 ratings)

Collingwood, Clearview, Canada

Kitchen

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Mar. 24 - Mar. 31

-37%

~~$537~~

$339 per night

Condo ∙ 4 guests ∙ 3 bedrooms

Lovely Condo in Collingwood with Yard, Sauna & Grill + Course Views

Collingwood, Clearview, Canada

Kitchen

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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Collingwood accommodation with high-speed internet.

Apr. 29 - May 6

-45%

~~$430~~

$238 per night

Condo ∙ 4 guests ∙ 2 bedrooms

Charming Condo in Collingwood with Private Patio

Collingwood, Clearview, Canada

Internet

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Oct. 28 - Nov. 4

-26%

~~$631~~

$464 per night

House ∙ 8 guests ∙ 3 bedrooms

House in Collingwood with Private Sauna + Gorgeous Views

5.0

"Excellent" (7 ratings)

Collingwood, Clearview, Canada

Internet

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Apr. 1 - Apr. 8

-52%

~~$537~~

$258 per night

House ∙ 6 guests ∙ 2 bedrooms

Wonderful House in Collingwood with Yard, Grill & Pool + Course Views

4.6

"Outstanding" (9 ratings)

Collingwood, Clearview, Canada

Internet

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Collingwood and book a vacation rental with air conditioning.

Apr. 1 - Apr. 8

-54%

~~$495~~

$226 per night

Condo ∙ 4 guests ∙ 1 bedroom

Lovely Condo in Collingwood with Seasonal Pool + Beautiful Views

4.9

"Excellent" (23 ratings)

Collingwood, Clearview, Canada

Aircondition

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Apr. 1 - Apr. 8

-32%

~~$384~~

$260 per night

Apartment ∙ 2 guests ∙ 1 bedroom

Private Apartment in Collingwood

5.0

"Excellent" (7 ratings)

Collingwood, Clearview, Canada

Aircondition

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Oct. 28 - Nov. 4

$724 per night

Chalet ∙ 18 guests ∙ 7 bedrooms

Beautiful Chalet in Collingwood with Yard, Grill & Sauna

4.7

"Outstanding" (187 ratings)

Collingwood, Clearview, Canada

Aircondition

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Popular Rental Amenities Collingwood

Internet (545)
TV (518)
Air conditioning (504)
Microwave (464)
Kitchen (442)
No smoking (418)
Fireplace (394)
Dishwasher (362)
Grill (318)
No pets (312)
Pool (282)
Washer (272)

Many users spend more time comparing the vacation rentals offering a pool. Nearly half of the properties have one. Hotel rooms with pools Collingwood are a fantastic option for groups of 7 and usually cost around $445 per night. You can also rent a rental offering a pool near the water, which is the case for most of the rentals there.

The Weather Collingwood

max. Min. -2° -9° 0 days 0	max. Min. -2° -9° 0 days 0	max. Min. 3° -5° 0 days 0	max. Min. 10° 1° 0 days 0	max. Min. 18° 7° 0 days 0	max. Min. 22° 12° 0 days 0	max. Min. 25° 16° 0 days 0	max. Min. 25° 16° 0 days 0	max. Min. 21° 12° 0 days 0	max. Min. 14° 6° 0 days 0	max. Min. 8° 0° 0 days 0	max. Min. 2° -4° 0 days 0
Jan.	Feb.	Mar.	Apr.	May	June	July	Aug.	Sep.	Oct.	Nov.	Dec.

- Rainy days

This is the climate diagram Collingwood. On average, the warmest month is July. No heat wave is expected in January, where minimum average temperatures usally hit a -9° low. The rainiest month is %rainiestMonth% while the driest month is January.

7-Day Weather Forecast Collingwood

Thu., 2 Feb.

-2°

-11°

Fri., 3 Feb.

-14°

-17°

Sat., 4 Feb.

-1°

-11°

Sun., 5 Feb.

2°

1°

Mon., 6 Feb.

0°

-6°

Tue., 7 Feb.

5°

-1°

Wed., 8 Feb.

-4°

-5°

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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.