Vacation Rentals & Apartments in Collingwood

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61 apartments

Lodge Suite Blue Mountain quiet escape

Collingwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$125

Collingwood Resort Sleeps 4-Elvis Presley Festival

Collingwood hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$162

Pet friendly ground level one-bedroom on pond and mountainside

Collingwood condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$187

Two-Bedroom Suite

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$167

Luxury at Blue Mountain Collingwood

Collingwood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$183

Lovely Condo *Close to Lake Beach Trails Spa Blue Mountain Village Ski Hills

Collingwood cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 22 minutes

Price per night from

$115

Spacious 1 Bedroom Condo that Sleeps 6

Collingwood apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Price per night from

$42

Winter Rental Lighthouse Point, Collingwood, ON

Collingwood apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$98

A Thyme to Rest

Collingwood apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$208

Private Collingwood Escape

Collingwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$125

Luxury Home in Collingwood near Blue Mountains!

Collingwood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$258

Lighthouse Point 2 Bedroom Condo

Collingwood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$88

Great rentals within 20 miles that match your search

Waterfront cozy cabin on private trout lake

Singhampton lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$124

Luxury Log cottage & sauna on private lake

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$415

Waterfront cabin on private trout lake

Singhampton lodge

  • 1 bedroom
  • sleeps 4

Price per night from

$124

Wu Wu's Cabins, Air Conditioned, we have 8 X 2 bedroom Cabins, Wasaga Beach

Wasaga Beach log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$250

SKE AT BLUE MOUNTAINE - STAY AT WASAGA BEACH

Wasaga Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$139

Suites of Wasaga Beach Area 1

Wasaga Beach cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 2 hours 21 minutes

Price per night from

$54

Chalet Getaway 4 Seasonal Escape is your home away from home......

Craigleith chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$333

Rustic Log and Timber Frame Chalet Family Getaway

Blue Mountains chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$395

" Genesis " 6 bedroom chalet at the top of Blue Mountain

Thornbury house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

Price per night from

$707

Blue Mountain Country Estate

Blue Mountains cottage

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 5

Price per night from

$185

Large Ski-Chalet

Craigleith chalet

  • 8 bedrooms
  • 2 bathrooms
  • sleeps 20

Price per night from

$582

Waterfront cozy cottage on private trout lake

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 15

Price per night from

$387

Price per night from

$790

Spacious & Beautiful Country Retreat-2hrs from T.O

Flesherton barn

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$1,157

Stunning Silver Springs Retreat - 2hrs from T.O.

Flesherton villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 16

Price per night from

$4,778

Cozy year-round Thornbury riverfront cottage- walk to everything

Thornbury house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$175

" Journey " 5 bedroom chalet at the top of Blue

Craigleith house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$831

Stylish 3 bedroom Chalet with Mountain View

Craigleith chalet

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$305

Suites of Wasaga Beach Area 2 - 1 minute walk to beach

Wasaga Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 21 minutes

Price per night from

$50

Clearview Manor! Wasaga Beach, Blue mountain

Stayner house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 35

Price per night from

$1,205

A piece of Haven in Earth

Tiny villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 18

Price per night from

$1,662

Price per night from

$208

Serene country retreat - your home away from home!

Barrie house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$541

Whole Building Suites of Wasaga Beach Area 1

Wasaga Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 21 minutes

Price per night from

$117

Adrians Vacation Rentals

Wasaga Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$578

Adrians Wasaga Rentals

Wasaga Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$395

Viewing 38 of 61
rentals in Collingwood

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About Collingwood

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? FlipKey has a Collingwood property for your vacation 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 remnants 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 vacation 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 colorful 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 FlipKey has plenty of vacation 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 revitalized 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 FlipKey Collingwood vacation rental today and start your next adventure.

Top Destination reviews

Spacious 1 Bedroom Condo that Sleeps 6
Very good

Every things were as we planned. The condo was nice and clean ,furnished and very comfortable . Easy access to downtown and major Hwy … see more

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