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Holiday Lettings
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> Estates and apartments in Collingwood

Estates in Collingwood and Apartments - Holiday Lettings - Holiday Rentals Collingwood

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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151 Holiday homes

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Ski home to rent in Collingwood

Collingwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £230 / night

£1,607 / week

1 / 23

Collingwood holiday home rental

Collingwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £124 / night

£863 / week

1 / 13

Home rental in Collingwood

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £167 / night

£1,165 / week

1 / 28

Holiday home in Collingwood

Collingwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £168 / night

£1,171 / week

1 / 30

Holiday villa in Collingwood

Collingwood villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £184 / night

£1,288 / week

1 / 21

Ski condo to rent in Collingwood

Collingwood condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £100 / night

£700 / week

1 / 30

Ski home to rent in Collingwood

Collingwood house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from £233 / night

£1,630 / week

1 / 30

Holiday apartment rental

Collingwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £127 / night

£885 / week

1 / 6

Collingwood holiday condo let

Collingwood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £88 / night

£611 / week

1 / 26

Collingwood ski apartment to rent.

Collingwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £120 / night

£835 / week

1 / 15

Ski condo to rent in Collingwood

Collingwood condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £368 / night

£2,576 / week

1 / 21

Ski condo to rent in Collingwood

Collingwood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £132 / night

£919 / week

1 / 11

Collingwood holiday condo rental

Collingwood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £116 / night

£812 / week

1 / 21

Collingwood holiday condo rental

Collingwood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £94 / night

£655 / week

1 / 25

Holiday chalet in Collingwood

Collingwood chalet

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from £594 / night

£4,155 / week

1 / 30

Collingwood ski condo to rent.

Collingwood condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £180 / night

£1,260 / week

1 / 17

Collingwood ski condo to rent.

Collingwood condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £40 / night

£275 / week

1 / 16

Collingwood ski home to rent.

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £194 / night

£1,355 / week

1 / 25

Ski chalet to rent in Collingwood

Collingwood chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £87 / night

£605 / week

1 / 25

Ski home to rent in Collingwood

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £206 / night

£1,439 / week

1 / 19

Collingwood ski home to rent.

Collingwood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £84 / night

£588 / week

1 / 30

Ski cottage to rent in Collingwood

Collingwood cottage

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from £435 / night

£3,041 / week

1 / 30

Ski home to rent in Collingwood

Collingwood house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £104 / night

£723 / week

1 / 28

Collingwood holiday home rental

Collingwood house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £166 / night

£1,159 / week

1 / 14

Ski condo to rent in Collingwood

Collingwood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £119 / night

£829 / week

1 / 25

Holiday condo in Collingwood

Collingwood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £100 / night

£695 / week

1 / 16

Collingwood ski home to rent.

Collingwood house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £196 / night

£1,372 / week

1 / 15

Ski chalet to rent in Collingwood

Collingwood chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £231 / night

£1,613 / week

1 / 29

Holiday home in Collingwood

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £168 / night

£1,176 / week

1 / 30

Collingwood holiday home rental

Collingwood house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £184 / night

£1,288 / week

1 / 27

Collingwood ski cottage to rent.

Collingwood cottage

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from £476 / night

£3,332 / week

1 / 21

Holiday condo in Collingwood

Collingwood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £180 / night

£1,255 / week

1 / 6

Collingwood ski home to rent.

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £84 / night

£583 / week

1 / 30

Ski home to rent in Collingwood

Collingwood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from £78 / night

£544 / week

1 / 25

Holiday home rental

Collingwood house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £227 / night

£1,585 / week

1 / 30

Holiday apartment in Collingwood

Collingwood apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £143 / night

£997 / week

1 / 20

Ski home to rent in Collingwood

Collingwood house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £276 / night

£1,932 / week

1 / 30

Holiday condo in Collingwood

Collingwood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £89 / night

£622 / week

1 / 30

Collingwood holiday condo rental

Collingwood condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £99 / night

£689 / week

1 / 23

Collingwood ski condo to rent.

Collingwood condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £81 / night

£566 / week

1 / 17

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Collingwood holidays

As the gateway to the Blue Mountain ski resort, Collingwood and its pretty lakeside location has become a mecca for Toronto city dwellers looking to get back to nature.

Once a proud shipbuilding town, Collingwood is the springboard for the Niagara Escarpment where you’ll find outdoor pursuits to keep you busy throughout the year. And the best part? Holiday Lettings has a Collingwood property for your holiday needs!

About Collingwood

Located at the southern end of Georgian Bay in Simcoe County, Ontario, Collingwood was declared a town in 1858 (nine years before it became part of the Dominion of Canada).

Named after Lord Nelson’s second in command during the Battle of Trafalgar, Admiral Lord Cuthbert Collingwood, the area was once home to the Iroquoian Petun nation who built settlements around the Niagara Escarpment.

The first steel-clad ship built in Canada, the Huronic, was launched from Collingwood in 1901 with the shipyards going on to produce ships for the Royal Canadian Navy while employing 10% of the town's population. You can still see remnaants of the ship-building days around the towns.

Today, tourism and recreation are seen as the way forward for Collingwood, with the Ontario Tourist Board going all out to promote the region as a holiday wonderland.

What to do

One of Eastern Canada’s premier all-season resorts, Blue Mountain, is right on your doorstep with its dozens of ski slopes built around a picturesque alpine ski through village. Ontario’s largest ski destination also comes alive in the summer, with a championship golf course, mountain biking, and its own private beach.

For fantastic views, take a walk up to Millennium Overlook Park where you can look down on Collingwood while watching colourful sailboats leaving the historic Harbor.

Visit the nearby Scenic Caves for a day of adventure exploring the ancient cracks and crevices.

Top Collingwood travel tips

If you’re looking to save some money while visiting the Blue Mountain Resort, consider staying in Collingwood where Holiday Lettings has plenty of holiday rentals to match any budget.

For the best beach, head east to the town of Wasaga where you’ll find the world’s longest freshwater beach. The gently sloping sandy beach is perfect for families with young children and an excellent location to go wind or kite surfing.

Collingwood may not be on the mountain or adjacent to the beach, but it does take the sting out of resort prices. With a revitalised historic downtown full of bars, eateries, and trendy shops, there’s always something to do when you’re not on the beach or flying down the slopes.

Pick your Holiday Lettings Collingwood holiday rental today and start your next adventure.

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