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Vacation Rentals & Apartments in Collingwood

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243 apartments

Lodge Suite Blue Mountain quiet escape

Collingwood apartment

/ 1 bathroom / sleeps 2

Price per night from

$107

Collingwood Resort Sleeps 4-Elvis Presley Festival

Collingwood hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$161

Just 12 Steps to Blue Mountain :)

Collingwood condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$166

Two-Bedroom Suite

Collingwood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$166

Luxury at Blue Mountain Collingwood

Collingwood condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$182

Modern & Unique Condo *COLLINGWOOD *Mins from Lake, Beach, Trails

Collingwood cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 51 minutes

Price per night from

$108

Spacious 1 Bedroom Condo that Sleeps 6

Collingwood apartment

1 bedroom / 2 bathrooms / sleeps 6

Price per night from

$42

Gorgeous 2 Bdr Suite Min from Blue Mountain!!

Collingwood apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 23 minutes

Price per night from

$153

Winter Rental Lighthouse Point, Collingwood, ON

Collingwood apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 15 minutes

Price per night from

$124

5 Bdrm Collingwood Ski Chalet Blue Mtn.5 Min. Walk

Collingwood chalet

5 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$413

A Thyme to Rest

Collingwood apartment

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$186

SKI SEASON RENTAL Paradise Point Waterfront

Collingwood house

3 bedrooms / 1 bathroom / sleeps 4

Price per night from

$56

Cranberry Resort : 2 Bedroom Condo

Collingwood condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$190

Lovely Condo COLLINGWOOD *Mins from Lake, Beach, Trails

Collingwood apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 51 minutes

Price per night from

$108

NEWLY RENOVATED - PRIVATE HOT TUB - MINS FROM VILLAGE

Collingwood house

6 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 36 minutes

Price per night from

$590

Great rentals within 20 miles that match your search

Slope-Side Blue Mountain View Chateau Ridge(61377)

Craigleith chalet

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$166

Cozy Luxurious Blue Moutain Retreat

Blue Mountains chalet

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$165

5 Bedroom Cottage

Tiny cottage

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$213

Cozy Chalet Superhost- Parkbridge Lakes of Wasaga

Wasaga Beach chalet

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$112

Summit Ridge 5 Chalet - 15 Minute Walk to Village

Craigleith chalet

8 bedrooms / 4 bathrooms / sleeps 20

Responds fast! avg. 1 hour 3 minutes

Price per night from

$433

Silver Springs Estate

Flesherton chalet

4 bedrooms / 4 bathrooms / sleeps 9

Price per night from

$697

The Sky House

Balm Beach log cabin

4 bedrooms / 1 bathroom / sleeps 8

Price per night from

$207

6 BEDROOM SWISS STYLE CHALET HOT TUB / SAUNA - BLUE MOUNTAIN

Craigleith chalet

6 bedrooms / 2 bathrooms / sleeps 16

Price per night from

$905

Blue Mountain Studio Loft - Blue Mountains

Blue Mountains studio

Studio / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

Price per night from

$165

Cedars of Lake Eugenia-Cottage 6- Green Cottage

Eugenia cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$157

106 BirchView Trail - 15 Minute Walk to Village

Craigleith chalet

6 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 1 hour 3 minutes

Price per night from

$372

Summit Ridge 2 Chalet - 15 Minute Walk to Village

Craigleith chalet

7 bedrooms / 4 bathrooms / sleeps 18

Responds fast! avg. 1 hour 3 minutes

Price per night from

$433

8 Bedroom Luxury Chalet / Hot tub, Access to private beach (4500 sq ft)

Craigleith chalet

8 bedrooms / 7 bathrooms / sleeps 16

Price per night from

$1,403

Balm Beach rental

Balm Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$103

Sunny Beaches Cottages - A Shore Thing

Wasaga Beach cottage

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$248

RV as is and on its current site in Wasaga Beach.

Elmvale caravan/mobile home

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$103

Ole Cozy

Balm Beach log cabin

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$104

Suites of Wasaga Beach One

Wasaga Beach cottage

4 bedrooms / 1 bathroom / sleeps 8

Price per night from

$124

Cozy, Luxurious Townhouse in Blue Mountains

Blue Mountains house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$83

Cedars of Lake Eugenia-Chalet C - Grey Chalet

Eugenia chalet

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$248

Unique Blue Mountain Getaway

Blue Mountains condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$157

The Doctors House

Balm Beach log cabin

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$124

Suites of Wasaga Beach 2

Wasaga Beach house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$108

Viewing 38 of 243
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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