Vacation Rentals & Apartments in Collingwood

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58 apartments

Collingwood Resort Sleeps 4-Elvis Presley Festival

Collingwood hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$164

Pet friendly ground level one-bedroom on pond and mountainside

Collingwood condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$189

Two-Bedroom Suite

Collingwood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$168

Luxury at Blue Mountain Collingwood

Collingwood condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$185

FALL SPECIAL *Modern Condo*Mins from Lake, Beach, Trails, Spa, Blue M Village

Collingwood cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 16 minutes

Price per night from

$147

Spacious 1 Bedroom Condo that Sleeps 6

Collingwood apartment

1 bedroom / 2 bathrooms / sleeps 6

Price per night from

$42

A Thyme to Rest

Collingwood apartment

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$210

Lighthouse Point 2 Bedroom Condo

Collingwood condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$80

Great rentals within 20 miles that match your search

Wasaga Beach Zosia Chalet

Wasaga Beach chalet

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$164

Blue Mountain Country Estate

Blue Mountains cottage

4 bedrooms / 5 bathrooms / sleeps 5

Price per night from

$187

Ontario Georgian Bay Lakefront Cottage The Dacha

Penetanguishene cottage

4 bedrooms / 2 bathrooms / sleeps 8

“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

$252

Large Ski-Chalet

Craigleith chalet

8 bedrooms / 2 bathrooms / sleeps 20

Price per night from

$588

Waterfront cozy cottage on private trout lake

Singhampton cottage

3 bedrooms / 2 bathrooms / sleeps 15

Price per night from

$391

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

Craigleith chalet

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$336

Luxury Log cottage & sauna on private lake

Singhampton cottage

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$419

Waterfront cabin on private trout lake

Singhampton lodge

1 bedroom / / sleeps 4

Price per night from

$126

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

Blue Mountains townhouse

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 0 minutes

Price per night from

$412

SKE AT BLUE MOUNTAINE - STAY AT WASAGA BEACH

Wasaga Beach house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$141

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

$48

Waterfront cozy cabin on private trout lake

Singhampton lodge

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$142

Cozy year-round Thornbury riverfront cottage- walk to everything

Thornbury house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 48 minutes

Price per night from

$177

" Journey " 5 bedroom chalet at the top of Blue

Craigleith house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 14 minutes

Price per night from

$840

3 Bedrooms Georgian Bay Lakeside cottage - 90 mins north of Toronto

Balm Beach house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$231

Charming, elegant Jasper Stuart House in the heart of the Beaver Valley, Ontario

Kimberley house

8 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$798

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

Flesherton barn

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$576

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

Flesherton villa

13 bedrooms / 11 bathrooms / sleeps 16

Price per night from

$3,317

Clearview Manor! Wasaga Beach, Blue mountain

Stayner house

5 bedrooms / 3 bathrooms / sleeps 35

Responds fast! avg. 1 hour 11 minutes

Price per night from

$1,218

Serene country retreat - your home away from home!

Barrie house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$546

1870's stone schoolhouse steps from the Bruce Trail overlooking Beaver Valley

Meaford house

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$210

Adrians Vacation Rentals

Wasaga Beach condo

2 bedrooms / 1 bathroom / sleeps 8

Price per night from

$80

Adrians Wasaga Rentals

Wasaga Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$399

camp camp camp

Balm Beach tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$84

Whole Building Suites of Wasaga Beach 2

Wasaga Beach house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 18 minutes

Price per night from

$95

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

$48

Rustic Log and Timber Frame Chalet Family Getaway

Blue Mountains chalet

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$399

Whole Building Suites of Wasaga Beach Area 1

Wasaga Beach house

4 bedrooms / 2 bathrooms / sleeps 16

Responds fast! avg. 2 hours 18 minutes

Price per night from

$95

Trailer for rent

Stayner caravan/mobile home

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$126

Cabin in the woods

Stayner bungalow

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$252

Viewing 38 of 58
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
5 Bdrm Collingwood Ski Chalet Blue Mtn.5 Min. Walk
Bachelorette Weekend

I was referred to the Chalet by a friend who had already been up twice. Jim was very quick to answer and respond to my e-mails/questions leading up to our rental weekend. We had a group of 8 girls, everyone had a room to stay in and ample parking in the drive way. Due to the rainy weekend we had, we unfortunately did not get a chance to enjoy the fire pit, BBQ or hot tub but it all looked lovely. The Chalet was close to Blue Mountain, grocery stores and restaurants. The home certainly looked like it has had many years of visitors and memories but suited out group just fine. The one thing we all noticed was the windows were missing screens so we had to be careful with which ones we opened. We were pleasantly surprised to see the kitchen was fully stocked with anything you might need to cook up a meal. The Bride-to-be loved it!see more

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