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Collingwood Vacation Rentals

Find 850 available offers from 5 partners
Collingwood
Anytime
Guests
Collingwood
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Guests

Choose the perfect vacation rental

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
4.5+
4+

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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Vacation rentals with Wi-Fi

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

House  Collingwood
May 4 - May 11
-38%
$850
$529 per night
House ∙ 20 guests ∙ 9 bedrooms

Beautiful House in Collingwood with Patio

4.8
Outstanding (64 ratings)
Collingwood, Clearview, Canada
Internet
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Apartment  Collingwood
Mar 16 - Mar 23
$144 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Beautiful Rental Apartment in Collingwood

5.0
Outstanding (7 ratings)
Collingwood, Clearview, Canada
Internet
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Condo  Collingwood
Jun 22 - Jun 29
-41%
$248
$147 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Collingwood

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.

Chalet  Collingwood
Apr 27 - May 4
-12%
$858
$752 per night
Chalet ∙ 18 guests ∙ 7 bedrooms

Beautiful Chalet in Collingwood with Yard, Patio & Grill

4.7
Excellent (209 ratings)
Collingwood, Clearview, Canada
Air conditioning
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House  Collingwood
May 11 - May 18
-33%
$416
$278 per night
House ∙ 9 guests ∙ 3 bedrooms

House in Collingwood with Patio & Grill

Collingwood, Clearview, Canada
Air conditioning
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House  Collingwood
Jun 1 - Jun 8
$248 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Collingwood with Patio, Grill & Yard

4.8
Outstanding (4 ratings)
Collingwood, Clearview, Canada
Air conditioning
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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.

Chalet  Collingwood
Jul 15 - Jul 22
$339 per night
Chalet ∙ 10 guests ∙ 4 bedrooms

Chalet in Collingwood with Grill, Patio & Yard

Collingwood, Clearview, Canada
Kitchen
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House  Collingwood
Jul 5 - Jul 12
-19%
$325
$263 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Collingwood with Grill

Collingwood, Clearview, Canada
Kitchen
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House  Collingwood
Mar 9 - Mar 16
$257 per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Collingwood with Grill

5.0
Outstanding (1 rating)
Collingwood, Clearview, Canada
Kitchen
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Best Vacation Home Deals in Collingwood

Save up to 56%

Cottage Collingwood
Feb 8 - Feb 15
-56%
$431
$190 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Collingwood with Patio, Yard & Grill

Collingwood, Clearview, Canada
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Farmhouse Collingwood
Nov 16 - Nov 23
-19%
$241
$195 per night
Farmhouse ∙ 2 guests ∙ 1 bedroom

Beautiful Farm in Collingwood with Patio & Yard

5.0
Outstanding (51 ratings)
Collingwood, Clearview, Canada
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House Collingwood
May 11 - May 18
-42%
$890
$515 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Collingwood with Outdoor Pool + Unforgettable View

4.0
Very good (12 ratings)
Collingwood, Clearview, Canada
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850 fantastic vacation rentals from 5 vacation rental websites can be booked in Collingwood, with prices beginning at $108 per night. HomeToGo directly compares all of these vacation homes to help you save up to 59%!

Recommended Vacation Rentals in Collingwood

Find your perfect vacation rental in Collingwood: from $108 per night

Cabin Collingwood
Mar 23 - Mar 30
$425 per night
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin in Collingwood with Grill, Patio & Yard + Picturesque View

5.0
Outstanding (309 ratings)
Collingwood, Clearview, Canada
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Apartment Collingwood
Apr 27 - May 4
-12%
$252
$222 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Private Apartment in Collingwood

5.0
Outstanding (12 ratings)
Collingwood, Clearview, Canada
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Apartment Collingwood
Mar 16 - Mar 23
-16%
$156
$132 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Collingwood with Free Parking + Mountain View

4.6
Excellent (135 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
May 11 - May 18
-51%
$317
$156 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Collingwood with Classic Fireplace

4.3
Very good (14 ratings)
Collingwood, Clearview, Canada
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Chalet Collingwood
Apr 6 - Apr 13
-16%
$833
$701 per night
Chalet ∙ 14 guests ∙ 5 bedrooms

Chalet in Collingwood with Wood-Burning Fireplace

5.0
Outstanding (12 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Mar 2 - Mar 9
-37%
$684
$434 per night
House ∙ 4 guests ∙ 2 bedrooms

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

5.0
Outstanding (83 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Apr 1 - Apr 8
-49%
$481
$245 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Collingwood with Patio & Grill

5.0
Outstanding (5 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Apr 6 - Apr 13
-39%
$257
$157 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Modern Condo in Collingwood with Patio

4.7
Excellent (13 ratings)
Collingwood, Clearview, Canada
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Chalet Collingwood
Jul 6 - Jul 13
-21%
$582
$459 per night
Chalet ∙ 10 guests ∙ 5 bedrooms

Chalet in Collingwood with Grill, Yard & Patio + Mountain View

5.0
Outstanding (50 ratings)
Collingwood, Clearview, Canada
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Budget-friendly Rentals in Collingwood

Find Fantastic yet Inexpensive Rentals

Villa Collingwood
Apr 6 - Apr 13
-56%
$525
$230 per night
Villa ∙ 7 guests ∙ 3 bedrooms

Villa in Collingwood with Grill, Yard & Patio

4.3
Very good (13 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Apr 6 - Apr 13
-46%
$658
$358 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Collingwood with Free Parking

4.7
Excellent (6 ratings)
Collingwood, Clearview, Canada
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Cottage Collingwood
Jun 22 - Jun 29
-23%
$427
$330 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Collingwood with Grill

Collingwood, Clearview, Canada
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Top-Rated Offers and Accommodations in Collingwood

Book Vacation Rentals with the Highest User Rating

House Collingwood
Apr 1 - Apr 8
-61%
$912
$353 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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House Collingwood
May 11 - May 18
-15%
$221
$187 per night
House ∙ 9 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Collingwood

5.0
Outstanding (9 ratings)
Collingwood, Clearview, Canada
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Chalet Collingwood
Mar 17 - Mar 24
-32%
$1,377
$938 per night
Chalet ∙ 16 guests ∙ 7 bedrooms

Chalet in Collingwood with Free Parking + Tree-Lined View

5.0
Outstanding (2 ratings)
Collingwood, Clearview, Canada
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Popular Rental Amenities in Collingwood

  • Pet-friendly (227)
  • Pool (387)
  • WiFi (792)
  • Kitchen (665)
  • Air conditioning (760)
  • TV (758)
  • Washing machine (442)
  • Parking (37)
  • Dishwasher (478)
  • Jacuzzi (100)
  • Balcony/patio (277)
  • Grill (459)

Finding a vacation home with a pool shouldn't be too difficult in Collingwood. Nearly half of the rentals have one. Interestingly, HomeToGo's data shows that more hotel room provide a pool than condo. Also, they can welcome 9 vacationers, on average, while condo with pools can welcome an average of 6 people. Among these vacation rentals, 65 of them are located within 2 kilometres of water.

The Weather in Collingwood

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-4°
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July
Aug.
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Nov.
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- Rainy days

7-Day Weather Forecast in Collingwood

Thu., 22 Feb.

35%

2 h

3 km/h

Fri., 23 Feb.
-3°
-7°

35%

0 h

40 km/h

Sat., 24 Feb.
-6°
-7°

15%

0 h

18 km/h

Sun., 25 Feb.

15%

0 h

34 km/h

Mon., 26 Feb.

10%

2 h

8 km/h

Tue., 27 Feb.

15%

0 h

18 km/h

Wed., 28 Feb.
11°
10°

15%

0 h

13 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 850 rentals
💳 Possible discounts up to 59%
🌙 Nightly prices starting at $108
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 230 homes
🏊 Vacation rentals with pools 387 homes
1 reviews
Collingwood vacation rentals have an average rating of 4.3/5 on 1 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Collingwood?

At the moment, there are 850 vacation homes from 5 different providers in Collingwood.

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.

Are there pet-friendly vacation rentals in Collingwood?

If you're travelling with a dog, over 27% of vacation rentals in Collingwood are pet-friendly.

What's the best month to book a vacation rental in Collingwood?

If you're looking for balmy weather, July and August are typically the hottest months in Collingwood with temperatures around 25 °C. January and February in Collingwood are the coldest, with -9 °C on average.

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