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

$68

Collingwood Resort Sleeps 4-Elvis Presley Festival

Collingwood hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$165

Pet friendly ground level one-bedroom on pond and mountainside

Collingwood condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$191

Two-Bedroom Suite

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$169

Luxury at Blue Mountain Collingwood

Collingwood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$186

Responds fast! avg. 16 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

$43

Winter Rental Lighthouse Point, Collingwood, ON

Collingwood apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$99

A Thyme to Rest

Collingwood apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$212

Private Collingwood Escape

Collingwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$127

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

$89

Great rentals within 20 miles that match your search

Cozy year-round Thornbury riverfront cottage- walk to everything

Thornbury house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$178

Rustic Log and Timber Frame Chalet Family Getaway

Blue Mountains chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$402

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

Thornbury house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

Price per night from

$719

Waterfront cozy cabin on private trout lake

Singhampton lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$126

Blue Mountain Country Estate

Blue Mountains cottage

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 5

Price per night from

$188

Ontario Georgian Bay Lakefront Cottage The Dacha

Penetanguishene cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“We all love the place” This house is both casual and luxurious. The lakeside house has great beds, nice sheets, a well-equipped kitchen, an amazing open and scenic living room, a lovely garden surrounding the house and lots to do in the area. I've enjoyed walking on and exploring the area along the shore, wading out into the lake to swim, relaxing in the hammock, and cycling on the many country roads. I've stayed there several times, with and without my kids, and we all love the place.

Price per night from

$212

Shale Beach House, Blue Mountain Collingwood Ont.

Blue Mountains house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfect Cottage Set Up” The cottage is very well taken care of and the details in the place are wonderful! Was very impressed with the furnishings, supplies, layout & instructions - made use of the cottage very easy. Supplied everything you could possibly need.

Price per night from

$381

Large Ski-Chalet

Craigleith chalet

  • 8 bedrooms
  • 2 bathrooms
  • sleeps 20

Price per night from

$592

Waterfront cozy cottage on private trout lake

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 15

Price per night from

$394

Luxury Log cottage & sauna on private lake

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$422

Waterfront cabin on private trout lake

Singhampton lodge

  • 1 bedroom
  • sleeps 4

Price per night from

$126

SKE AT BLUE MOUNTAINE - STAY AT WASAGA BEACH

Wasaga Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$142

Suites of Wasaga Beach One

Wasaga Beach cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 1 hour 49 minutes

Price per night from

$49

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

Craigleith chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$339

" Journey " 5 bedroom chalet at the top of Blue

Craigleith house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$846

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

Flesherton barn

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$1,177

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

Flesherton villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 16

Price per night from

$4,861

Suites of Wasaga Beach 2

Wasaga Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 49 minutes

Price per night from

$49

Price per night from

$804

Clearview Manor! Wasaga Beach, Blue mountain

Stayner house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 35

Price per night from

$1,226

Serene country retreat - your home away from home!

Barrie house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$550

A piece of Haven in Earth

Tiny villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 18

Price per night from

$1,691

Price per night from

$212

Whole Building Suites of Wasaga Beach 2

Wasaga Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 49 minutes

Price per night from

$102

Whole Building Suites of Wasaga Beach Area 1

Wasaga Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 49 minutes

Price per night from

$102

Mountainside Studio Bliss: Just Renovated, Pool, Hot Tub, Tennis

Craigleith apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$136

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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