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Collingwood Vacation Rentals

Find 1,277 available home rentals from 11 partners
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Top 15 Recommended vacation rentals in Collingwood

Find your perfect vacation rental in Collingwood from just $77 per night!

House Collingwood
House ∙ 7 guests ∙ 3 bedrooms

House

Collingwood, Clearview, Canada
from $117
per night
from $117
per night
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Condo Collingwood
Condo ∙ 6 guests ∙ 2 bedrooms

112 m² Condo

Collingwood, Clearview, Canada
from $200
per night
Outstanding(12 ratings)
from $200
per night
View deal
Condo Collingwood
Condo ∙ 8 guests ∙ 3 bedrooms

156 m² Condo

Collingwood, Clearview, Canada
from $96
per night
Outstanding(25 ratings)
from $96
per night
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House Collingwood
House ∙ 14 guests ∙ 6 bedrooms

House

Collingwood, Clearview, Canada
from $527
per night
Outstanding(1 rating)
from $527
per night
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House Collingwood
House ∙ 7 guests ∙ 4 bedrooms

House

Collingwood, Clearview, Canada
from $157
per night
from $157
per night
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Villa Collingwood
Villa ∙ 7 guests ∙ 3 bedrooms

Villa

Collingwood, Clearview, Canada
from $248
per night
Excellent(44 ratings)
from $248
per night
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House Collingwood
House ∙ 8 guests ∙ 3 bedrooms

167 m² House

Collingwood, Clearview, Canada
from $211
per night
Outstanding(3 ratings)
from $211
per night
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House Collingwood
House ∙ 9 guests ∙ 3 bedrooms

House

Collingwood, Clearview, Canada
from $243
per night
Outstanding(10 ratings)
from $243
per night
View deal
Chalet Collingwood
Chalet ∙ 18 guests ∙ 7 bedrooms

251 m² Chalet

Collingwood, Clearview, Canada
from $693
per night
Excellent(201 ratings)
from $693
per night
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House Collingwood
House ∙ 12 guests ∙ 4 bedrooms

House

Collingwood, Clearview, Canada
from $834
per night
Outstanding(3 ratings)
from $834
per night
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House Collingwood
House ∙ 10 guests ∙ 4 bedrooms

161 m² House

Collingwood, Clearview, Canada
from $204
per night
Outstanding(15 ratings)
from $204
per night
View deal
House Collingwood
House ∙ 8 guests ∙ 3 bedrooms

186 m² House

Collingwood, Clearview, Canada
from $143
per night
Outstanding(20 ratings)
from $143
per night
View deal
Cabin Collingwood
Cabin ∙ 6 guests ∙ 2 bedrooms

65 m² Cabin

Collingwood, Clearview, Canada
from $115
per night
from $115
per night
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Chalet Collingwood
Chalet ∙ 8 guests ∙ 4 bedrooms

335 m² Chalet

Collingwood, Clearview, Canada
from $225
per night
Outstanding(25 ratings)
from $225
per night
View deal
Cabin Collingwood
Cabin ∙ 8 guests ∙ 4 bedrooms

139 m² Cabin

Collingwood, Clearview, Canada
from $99
per night
Outstanding(2 ratings)
from $99
per night
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Best vacation rentals with a balcony

Chalet  Collingwood
from $325 per night
Chalet ∙ 8 guests ∙ 3 bedrooms

158 m² Chalet

4.0
Very good(6 ratings)
Collingwood, Clearview, Canada
Balcony
View deal
House  Collingwood
from $270 per night
8 guests ∙ 3 bedrooms

House

5.0
Outstanding(50 ratings)
Collingwood, Clearview, Canada
Balcony
View deal
Farmhouse  Collingwood
from $195 per night
2 guests ∙ 1 bedroom

Farmhouse

5.0
Outstanding(88 ratings)
Collingwood, Clearview, Canada
Balcony
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Vacation rentals and apartments with air conditioning

Cabin  Collingwood
from $109 per night
8 guests ∙ 4 bedrooms

Cabin

Collingwood, Clearview, Canada
Air conditioning
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Condo  Collingwood
from $104 per night
6 guests ∙ 2 bedrooms

Condo

5.0
Outstanding(2 ratings)
Collingwood, Clearview, Canada
Air conditioning
View deal
Condo  Collingwood
from $121 per night
6 guests ∙ 2 bedrooms

Condo

5.0
Outstanding(2 ratings)
Collingwood, Clearview, Canada
Air conditioning
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Apartments with a balcony or patio

Chalet  Collingwood
from $574 per night
14 guests ∙ 6 bedrooms

Chalet

4.9
Outstanding(32 ratings)
Collingwood, Clearview, Canada
Balcony/Patio
View deal
Chalet  Collingwood
from $438 per night
Chalet ∙ 10 guests ∙ 5 bedrooms

279 m² Chalet

5.0
Outstanding(51 ratings)
Collingwood, Clearview, Canada
Balcony/Patio
View deal
House  Collingwood
from $314 per night
House ∙ 12 guests ∙ 4 bedrooms

204 m² House

4.8
Outstanding(102 ratings)
Collingwood, Clearview, Canada
Balcony/Patio
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Budget-friendly Rentals in Collingwood

Find Fantastic yet Inexpensive Rentals

Condo Collingwood
from $77 per night
Condo ∙ 4 guests ∙ 1 bedroom

70 m² Condo

4.8
Outstanding(53 ratings)
Collingwood, Clearview, Canada
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Condo Collingwood
from $186 per night
6 guests ∙ 2 bedrooms

Condo

4.8
Outstanding(31 ratings)
Collingwood, Clearview, Canada
View deal
Chalet Collingwood
from $625 per night
14 guests ∙ 7 bedrooms

Chalet

Collingwood, Clearview, Canada
View deal

Top-Rated Offers and Accommodations in Collingwood

Book Vacation Rentals with the Highest User Rating

House Collingwood
from $352 per night
10 guests ∙ 4 bedrooms

House

4.6
Excellent(53 ratings)
Collingwood, Clearview, Canada
View deal
Condo Collingwood
from $316 per night
Condo ∙ 6 guests ∙ 2 bedrooms

93 m² Condo

4.8
Outstanding(31 ratings)
Collingwood, Clearview, Canada
View deal
Condo Collingwood
from $204 per night
Condo ∙ 4 guests ∙ 2 bedrooms

150 m² Condo

4.7
Excellent(25 ratings)
Collingwood, Clearview, Canada
View deal

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Popular Rental Amenities in Collingwood

  • Pet-friendly (411)
  • Pool (468)
  • WiFi (1,130)
  • Kitchen (1,051)
  • Air conditioning (1,136)
  • TV (1,068)
  • Washing machine (690)
  • Parking (53)
  • Dishwasher (650)
  • Jacuzzi (404)
  • Balcony/patio (408)
  • Grill (591)

Finding a vacation home with a pool shouldn't be too difficult in Collingwood. One-third of the rentals have one. Interestingly, HomeToGo's data shows that more hotel room provide a pool than condo. Also, they can welcome 10 vacationers, on average, while condo with pools can welcome an average of 6 people. Among these vacation rentals, 45 of them are located within 2 kilometres of water.

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.

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.

Information about vacation rentals in Collingwood

🏡 Vacation rentals available 1,277 rentals
🌙 Nightly prices starting at $77
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 410 homes
🏊 Vacation rentals with pools 471 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Collingwood?

At the moment, there are 1,277 vacation homes from 11 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 32% 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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