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Collingwood Vacation Rentals

Find 697 available offers from 5 partners
Collingwood
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Cabin
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
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4+
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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.

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Best Vacation Home Deals in Collingwood

Save up to 81%

Condo Collingwood
Apr 13 - Apr 20
-81%
$571
$110 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Collingwood with Seasonal Pool + Hillside Views
5.0
Outstanding (4 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Sept 23 - Sept 30
-73%
$448
$120 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Collingwood with Seasonal Pool + Hillside Views
4.8
Outstanding (15 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Apr 13 - Apr 20
-49%
$571
$291 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Contemporary Condo in Collingwood with Grill & Pool + Enjoy Views
5.0
Outstanding (13 ratings)
Collingwood, Clearview, Canada
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697 unique vacation rentals from 5 partner websites, including Homelidays and Booking.com, 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 81%.

Top-Rated Offers and Accommodations in Collingwood

Book Vacation Rentals with the Highest User Rating

Cabin Collingwood
Nov 18 - Nov 25
$483 per night
Cabin ∙ 2 guests ∙ 1 bedroom
Cabin in Collingwood with Grill & Yard + Picturesque View
5.0
Outstanding (285 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Nov 11 - Nov 18
-46%
$684
$368 per night
House ∙ 4 guests ∙ 2 bedrooms
Nice Vacation Home in Collingwood with Grill & Pool + Picturesque Views
5.0
Outstanding (94 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Jun 29 - Jul 6
$461 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Collingwood with Grill & Yard
5.0
Outstanding (64 ratings)
Collingwood, Clearview, Canada
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Recommended Vacation Rentals in Collingwood

Find your perfect vacation rental in Collingwood: from $114 per night

Condo Collingwood
Nov 25 - Dec 2
$255 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Family Friendly Entire Condo in Collingwood with Private Parking + Garden Views
5.0
Outstanding (40 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Apr 20 - Apr 27
-29%
$414
$294 per night
House ∙ 6 guests ∙ 3 bedrooms
Nice House in Collingwood with Grill
5.0
Outstanding (1 rating)
Collingwood, Clearview, Canada
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House Collingwood
Nov 11 - Nov 18
-50%
$633
$315 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Collingwood with Free Parking + Mountain View
4.5
Excellent (16 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
May 4 - May 11
-79%
$707
$146 per night
Condo ∙ 6 guests ∙ 1 bedroom
Condo in Collingwood with Seasonal Pool + Hillside Views
4.0
Very good (10 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Sept 23 - Sept 30
-81%
$552
$103 per night
Condo ∙ 4 guests ∙ 1 bedroom
Beautiful Condo in Collingwood with Seasonal Pool + Hillside Views
4.5
Excellent (15 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Nov 4 - Nov 11
$261 per night
House ∙ 4 guests ∙ 4 bedrooms
Vacation Home in Collingwood with Yard
Collingwood, Clearview, Canada
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Condo Collingwood
May 4 - May 11
-80%
$562
$115 per night
Condo ∙ 4 guests ∙ 1 bedroom
Lovely Condo in Collingwood with Seasonal Pool + Hillside Views
4.9
Outstanding (23 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Nov 4 - Nov 11
-64%
$428
$155 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Entire Condo in Collingwood
5.0
Outstanding (6 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Oct 14 - Oct 21
$461 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Rustic Condo in Collingwood with Grill + Mountain Views
4.9
Outstanding (23 ratings)
Collingwood, Clearview, Canada
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Budget-friendly Rentals in Collingwood

Find Fantastic yet Inexpensive Rentals

Condo Collingwood
Apr 13 - Apr 20
-77%
$562
$132 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Collingwood with Seasonal Pool + Hillside Views
4.7
Excellent (6 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Dec 2 - Dec 9
-69%
$1,158
$357 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Collingwood with Juliet Balcony + Gorgeous View
5.0
Outstanding (14 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Nov 11 - Nov 18
$419 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Condo in Collingwood with Free Parking
5.0
Outstanding (71 ratings)
Collingwood, Clearview, Canada
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Vacation rentals with Wi-Fi

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

Apartment Collingwood
Nov 4 - Nov 11
-59%
$427
$177 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Collingwood with Seasonal Pool
5.0
Outstanding (25 ratings)
Collingwood, Clearview, Canada
Internet
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Apartment Collingwood
Nov 11 - Nov 18
-49%
$274
$139 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Lovely Apartment in Collingwood with Private Balcony + Beautiful Views
5.0
Outstanding (8 ratings)
Collingwood, Clearview, Canada
Internet
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Condo Collingwood
Apr 13 - Apr 20
-80%
$563
$113 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Collingwood with Seasonal Pool + Hillside Views
4.6
Excellent (21 ratings)
Collingwood, Clearview, Canada
Internet
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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.

Condo Collingwood
Nov 18 - Nov 25
$331 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Pleasant Condo in Collingwood with Free Parking
4.7
Excellent (66 ratings)
Collingwood, Clearview, Canada
Kitchen
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Chalet Collingwood
Feb 3 - Feb 10
$468 per night
Chalet ∙ 5 guests ∙ 3 bedrooms
Chalet in Collingwood with Yard, Pool & Grill + Mountain Views
5.0
Outstanding (9 ratings)
Collingwood, Clearview, Canada
Kitchen
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Condo Collingwood
Apr 13 - Apr 20
-45%
$615
$341 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Collingwood with Yard & Pool + Spectacular Views
5.0
Outstanding (288 ratings)
Collingwood, Clearview, Canada
Kitchen
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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.

House Collingwood
Sept 23 - Sept 30
-31%
$693
$479 per night
House ∙ 7 guests ∙ 4 bedrooms
House in Collingwood with Grill & Yard
5.0
Outstanding (3 ratings)
Collingwood, Clearview, Canada
Air conditioning
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Chalet Collingwood
Nov 11 - Nov 18
-32%
$386
$261 per night
Chalet ∙ 6 guests ∙ 2 bedrooms
Chalet in Collingwood with Suitable Parking
4.9
Outstanding (91 ratings)
Collingwood, Clearview, Canada
Air conditioning
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Chalet Collingwood
Sept 23 - Sept 30
-68%
$2,304
$746 per night
Chalet ∙ 10 guests ∙ 5 bedrooms
Chalet in Collingwood with Yard, Grill & Pool + Beautiful View
5.0
Outstanding (5 ratings)
Collingwood, Clearview, Canada
Air conditioning
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Popular Rental Amenities in Collingwood

  • Pet-friendly (166)
  • Pool (325)
  • WiFi (675)
  • Kitchen (556)
  • Air conditioning (628)
  • TV (639)
  • Washing machine (399)
  • Parking (27)
  • Dishwasher (451)
  • Jacuzzi (63)
  • Balcony/patio (60)
  • Grill (433)

Many users spend more time comparing the vacation rentals offering a pool. Nearly half of the properties have one. Hotel room with pools in Collingwood are a fantastic option for groups of 8 and usually cost around $409 per night. You can also rent a rental offering a pool near the water, which is the case for two-thirds of the rentals there.

The Weather in Collingwood

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June
July
Aug.
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- Rainy days

This is the climate diagram in 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 in Collingwood

Thu., 28 Sep.
17°
12°

10%

1 h

16 km/h

Fri., 29 Sep.
13°
12°

15%

0 h

7 km/h

Sat., 30 Sep.
16°
12°

15%

0 h

8 km/h

Sun., 1 Oct.
17°
11°

0%

11 h

7 km/h

Mon., 2 Oct.
21°
11°

10%

11 h

12 km/h

Tue., 3 Oct.
21°
13°

0%

11 h

14 km/h

Wed., 4 Oct.
20°
11°

0%

10 h

8 km/h

Where to find the best food in 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 in 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 in 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.

Information about vacation rentals in Collingwood

🏡 Vacation rentals available 697 homes
💳 Possible discounts up to 81%
🌙 Nightly prices starting at $103
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 159 homes
🏊 Vacation rentals with pools 324 homes

Frequently Asked Questions

What is the typical price of a vacation home in Collingwood?

The nightly price for accommodation in Collingwood starts at $103.

What is the typical availability of House rental in Collingwood?

September has the highest availability of House rental in Collingwood, so you can expect plenty of selection, even for last-minute bookings.

What are the most popular vacation home amenities in Collingwood?

When looking to book a vacation home in Collingwood, the most requested amenities include Pets allowed, Pool, and Internet.

How many House rental and Chalet can I find in Collingwood?

Collingwood has 697 House rental and Chalet available to book.

Are there pet-friendly vacation rentals in Collingwood?

Finding a vacation rental in Collingwood that allows dogs is definitely possible, with 159 pet-friendly homes on offfer.

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