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Collingwood Vacation Rentals

Find 916 available offers from 9 partners
Collingwood
Anytime
Guests
Collingwood
Anytime
Guests

Popular Filters to find the Perfect Rental in Collingwood

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

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
Nov 20 - Nov 27
$314 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Collingwood with Free Parking + Mountain View

4.6
Excellent (22 ratings)
Collingwood, Clearview, Canada
Internet
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Condo  Collingwood
Nov 20 - Nov 27
$307 per night
Condo ∙ 9 guests ∙ 3 bedrooms

Condo in Collingwood with Outdoor Pool

5.0
Outstanding (6 ratings)
Collingwood, Clearview, Canada
Internet
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Cottage  Collingwood
May 9 - May 16
$190 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in Collingwood with Patio, Yard & Grill

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.

House  Collingwood
Jul 13 - Jul 20
$337 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Collingwood with Electric Fireplace + Sunset View

4.6
Excellent (25 ratings)
Collingwood, Clearview, Canada
Air conditioning
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Resort  Collingwood
Sept 7 - Sept 14
$271 per night
Resort ∙ 127 guests ∙ 2 bedrooms

Resort in Collingwood with Indoor Pool

3.7
Good
Collingwood, Clearview, Canada
Air conditioning
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Condo  Collingwood
Jul 13 - Jul 20
$213 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Modern Condo in Collingwood with Patio

4.9
Outstanding (24 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.

House  Collingwood
Sept 8 - Sept 15
-30%
$316
$222 per night
House ∙ 6 guests ∙ 1 bedroom

Vacation Home in Collingwood with Electric Fireplace

4.3
Very good (62 ratings)
Collingwood, Clearview, Canada
Kitchen
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Condo  Collingwood
Nov 20 - Nov 27
-7%
$205
$190 per night
Condo ∙ 3 guests ∙ 1 bedroom

Entire Condo in Collingwood with Electric Fireplace

5.0
Outstanding (82 ratings)
Collingwood, Clearview, Canada
Kitchen
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Condo  Collingwood
Nov 20 - Nov 27
-6%
$266
$251 per night
Condo ∙ 4 guests ∙ 2 bedrooms

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

5.0
Outstanding (44 ratings)
Collingwood, Clearview, Canada
Kitchen
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Best Vacation Home Deals in Collingwood

Save up to 21%

Chalet Collingwood
Sept 14 - Sept 21
-21%
$582
$459 per night
Chalet ∙ 10 guests ∙ 5 bedrooms

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

5.0
Outstanding (49 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Aug 31 - Sept 7
-4%
$668
$643 per night
House ∙ 12 guests ∙ 4 bedrooms

Charming House in Collingwood with Yard, Pool & Patio

4.8
Outstanding (98 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Jul 27 - Aug 3
-19%
$432
$348 per night
House ∙ 9 guests ∙ 4 bedrooms

House in Collingwood with Grill

Collingwood, Clearview, Canada
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916 fantastic vacation rentals from 10 vacation rental websites can be booked in Collingwood, with prices beginning at $114 per night. HomeToGo directly compares all of these vacation homes to help you save up to 21%!

Recommended Vacation Rentals in Collingwood

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

House Collingwood
Jun 22 - Jun 29
-19%
$684
$556 per night
House ∙ 4 guests ∙ 2 bedrooms

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

5.0
Outstanding (84 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Aug 11 - Aug 18
-16%
$328
$277 per night
House ∙ 9 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Collingwood

5.0
Outstanding (11 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Jul 13 - Jul 20
$424 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Collingwood with Patio, Pool & Grill + Wrap-Around Views

5.0
Outstanding (2 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Aug 10 - Aug 17
$290 per night
House ∙ 4 guests ∙ 2 bedrooms

Lovely House in Collingwood with Yard, Patio & Pool

4.8
Outstanding (10 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Sept 8 - Sept 15
$273 per night
House ∙ 8 guests ∙ 3 bedrooms

Nice House in Collingwood with Seasonal Pool, Queen Bunkbed

5.0
Outstanding (10 ratings)
Collingwood, Clearview, Canada
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Chalet Collingwood
May 9 - May 16
-45%
$526
$287 per night
Chalet ∙ 8 guests ∙ 3 bedrooms

Chalet in Collingwood with Electric Fireplace + Mountain View

5.0
Outstanding (11 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Aug 25 - Sept 1
$359 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Collingwood with Patio & Grill

5.0
Outstanding (15 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Jul 8 - Jul 15
-22%
$390
$305 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Collingwood with Free Parking

4.8
Outstanding (52 ratings)
Collingwood, Clearview, Canada
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Chalet Collingwood
May 9 - May 16
-12%
$866
$760 per night
Chalet ∙ 18 guests ∙ 7 bedrooms

Beautiful Chalet in Collingwood with Yard, Patio & Grill

4.7
Excellent (207 ratings)
Collingwood, Clearview, Canada
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Budget-friendly Rentals in Collingwood

Find Fantastic yet Inexpensive Rentals

Farmhouse Collingwood
Jun 23 - Jun 30
$226 per night
Farmhouse ∙ 2 guests ∙ 1 bedroom

Beautiful Farm in Collingwood with Patio & Yard

5.0
Outstanding (38 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Jul 13 - Jul 20
-25%
$347
$259 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Charming Condo in Collingwood with Pool & Grill

4.5
Excellent (5 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
Jul 13 - Jul 20
-21%
$255
$203 per night
Condo ∙ 4 guests ∙ 1 bedroom

Charming Condo in Collingwood with Grill & Pool

4.8
Outstanding (4 ratings)
Collingwood, Clearview, Canada
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Top-Rated Offers and Accommodations in Collingwood

Book Vacation Rentals with the Highest User Rating

Cabin Collingwood
Sept 14 - Sept 21
$478 per night
Cabin ∙ 2 guests ∙ 1 bedroom

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

5.0
Outstanding (314 ratings)
Collingwood, Clearview, Canada
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House Collingwood
Sept 8 - Sept 15
-44%
$501
$281 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Collingwood with Seasonal Pool

5.0
Outstanding (23 ratings)
Collingwood, Clearview, Canada
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Chalet Collingwood
Jul 29 - Aug 5
-8%
$1,086
$1,001 per night
Chalet ∙ 10 guests ∙ 3 bedrooms

Cosy Chalet in Collingwood with Patio, Pool & Grill

5.0
Outstanding (5 ratings)
Collingwood, Clearview, Canada
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Popular Rental Amenities in Collingwood

  • Pet-friendly (256)
  • Pool (365)
  • WiFi (878)
  • Kitchen (751)
  • Air conditioning (829)
  • TV (812)
  • Washing machine (512)
  • Parking (31)
  • Dishwasher (554)
  • Jacuzzi (124)
  • Balcony/patio (324)
  • Grill (542)

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 condo provide a pool than hotel room. Also, they can welcome 6 vacationers, on average, while hotel room with pools can welcome an average of 10 people. Among these vacation rentals, 63 of them are located within 2 kilometres of water.

The Weather in Collingwood

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- Rainy days

7-Day Weather Forecast in Collingwood

Wed., 19 Jun.
33°
32°

0%

3 h

13 km/h

Thu., 20 Jun.
20°
19°

0%

2 h

15 km/h

Fri., 21 Jun.
24°
22°

10%

3 h

14 km/h

Sat., 22 Jun.
25°
21°

15%

0 h

19 km/h

Sun., 23 Jun.
19°
19°

15%

0 h

6 km/h

Mon., 24 Jun.
19°
18°

15%

0 h

9 km/h

Tue., 25 Jun.
25°
24°

0%

6 h

10 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 916 rentals
💳 Possible discounts up to 21%
🌙 Nightly prices starting at $114
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 259 homes
🏊 Vacation rentals with pools 369 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 916 vacation homes from 10 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 28% 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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