Vacation Rentals & Apartments in Collingwood

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60 apartments

Collingwood Resort Sleeps 4-Elvis Presley Festival

Collingwood hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$166

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

$170

Luxury at Blue Mountain Collingwood

Collingwood condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$187

Modern Condo*close to Lake Beach Trails Ski Hills Spa Blue Mountain Village

Collingwood cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 16 minutes

Price per night from

$106

Spacious 1 Bedroom Condo that Sleeps 6

Collingwood apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Price per night from

$43

A Thyme to Rest

Collingwood apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$213

Luxury Home in Collingwood near Blue Mountains!

Collingwood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$258

Private Collingwood Escape

Collingwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$128

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

Blue Mountain Country Estate

Blue Mountains cottage

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 5

Price per night from

$189

Ontario Georgian Bay Lakefront Cottage The Dacha

Penetanguishene cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect getaway!” The Dacha is the perfect spot to get away from the chaos of the city. Situated on a great beach and nestled into the trees, you can get lost in nature. Waking up to the waves on the bay, after a great night's sleep in luxurious beds, relaxing in the steam shower before making breakfast in the great kitchen is a great way to start the day. Any time of year is a great time to spend at the Dacha. Summers are spectacular. The bay is much more enjoyable to swim in, rather than a Muskoka lake.The winter vistas are spectacular, and the wood stove makes it a warm and inviting spot to relax. I can't wait to get back!

Price per night from

$213

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

$382

Large Ski-Chalet

Craigleith chalet

  • 8 bedrooms
  • 2 bathrooms
  • sleeps 20

Price per night from

$594

Fabulous 2 Bdrm, 2-Level Condo on Blue Mountain

Craigleith apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 26 minutes

Price per night from

$170

Waterfront cozy cottage on private trout lake

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 15

Price per night from

$395

Northview Chalet

Blue Mountains chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 36 minutes

Price per night from

$594

Luxury Log cottage & sauna on private lake

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$424

Waterfront cabin on private trout lake

Singhampton lodge

  • 1 bedroom
  • sleeps 4

Price per night from

$127

Picturesque School House Retreat

Meaford cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$169

4 Bedrooms + sofa bed, 3 bathroom - Cozy Spacious Chalet, Walk to Village

Blue Mountains townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$331

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. 2 hours 18 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

$340

LARGE BLUE MOUNTAIN CHALET/COTTAGE

Blue Mountains house

  • 7 bedrooms
  • 2 bathrooms
  • sleeps 18

Price per night from

$849

Mountain House As Seen on HGTV : Income Property

Blue Mountains house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Price per night from

$509

Cozy Luxurious Blue Moutain Retreat

Blue Mountains chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$169

Rustic Log and Timber Frame Chalet Family Getaway

Blue Mountains chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Price per night from

$403

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

Thornbury house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 8 minutes

Price per night from

$722

Waterfront cozy cabin on private trout lake

Singhampton lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$127

Cozy year-round Thornbury riverfront cottage- walk to everything

Thornbury house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$179

" Journey " 5 bedroom chalet at the top of Blue

Craigleith house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 8 minutes

Price per night from

$849

Stylish 3 bedroom Chalet with Mountain View

Craigleith chalet

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 5 minutes

Price per night from

$340

Suites of Wasaga Beach 2

Wasaga Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 18 minutes

Price per night from

$47

Price per night from

$806

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

Flesherton barn

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$1,181

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

Flesherton villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 16

Price per night from

$4,879

Clearview Manor! Wasaga Beach, Blue mountain

Stayner house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 35

Price per night from

$1,231

Viewing 38 of 60
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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