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Vacation Rentals & Apartments in Collingwood

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55 apartments

Lodge Suite Blue Mountain quiet escape

Collingwood apartment

/ 1 bathroom / sleeps 2

Price per night from

$150

Collingwood Resort Sleeps 4-Elvis Presley Festival

Collingwood hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$173

Pet friendly ground level one-bedroom on pond and mountainside

Collingwood condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$200

Two-Bedroom Suite

Collingwood house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$178

Luxury at Blue Mountain Collingwood

Collingwood condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$195

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

Collingwood cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 51 minutes

Price per night from

$138

Spacious 1 Bedroom Condo that Sleeps 6

Collingwood apartment

1 bedroom / 2 bathrooms / sleeps 6

Price per night from

$45

Winter Rental Lighthouse Point, Collingwood, ON

Collingwood apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$133

A Thyme to Rest

Collingwood apartment

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 7 minutes

Price per night from

$222

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

$173

Blue Mountain Country Estate

Blue Mountains cottage

4 bedrooms / 5 bathrooms / sleeps 5

Price per night from

$197

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

$266

3 bdrm unit a stones through to the beaches

Tiny house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$173

Shale Beach House, Blue Mountain Collingwood Ont.

Blue Mountains house

5 bedrooms / 3 bathrooms / sleeps 8

“Great indoor and outdoor space” We were a group of 5 ladies. Lots to do in the area and also at the property. Would definitely go back.

Responds fast! avg. 1 hour 34 minutes

Price per night from

$399

Blue Mountain's MOST Luxurious

Blue Mountains house

5 bedrooms / 4 bathrooms / sleeps 14

“Family Time” Me and my family had a wonderful experience staying at this rental. It was comfortable, spacious and had everything at our fingertips.I would highly recommended this establishment to everyone.We will be staying again. thank you for a wonderful stay.

Price per night from

$296

Large Ski-Chalet

Craigleith chalet

8 bedrooms / 2 bathrooms / sleeps 20

Price per night from

$621

Fabulous 2 Bdrm, 2-Level Condo on Blue Mountain

Craigleith apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 12 minutes

Price per night from

$156

Family Cottage for rent in Tiny beaches year round

Tiny cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$178

Georgian Bay Getaway

Big Trout Lake cottage

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 6 minutes

Price per night from

$229

Waterfront cozy cottage on private trout lake

Singhampton cottage

3 bedrooms / 2 bathrooms / sleeps 15

Price per night from

$413

Northview Chalet

Blue Mountains chalet

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$621

Luxury Log cottage & sauna on private lake

Singhampton cottage

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$443

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

Blue Mountains townhouse

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 49 minutes

Price per night from

$435

SKE AT BLUE MOUNTAINE - STAY AT WASAGA BEACH

Wasaga Beach house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$148

Suites of Wasaga Beach One

Wasaga Beach cottage

4 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 2 hours 26 minutes

Price per night from

$51

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

Craigleith chalet

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$355

LARGE BLUE MOUNTAIN CHALET/COTTAGE

Blue Mountains house

7 bedrooms / 2 bathrooms / sleeps 18

Responds fast! avg. 1 hour 28 minutes

Price per night from

$887

Mountain House As Seen on HGTV : Income Property

Blue Mountains house

6 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$532

Cozy Luxurious Blue Moutain Retreat

Blue Mountains chalet

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$177

Rustic Log and Timber Frame Chalet Family Getaway

Blue Mountains chalet

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$422

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

Thornbury house

6 bedrooms / 4 bathrooms / sleeps 15

Responds fast! avg. 1 hour 14 minutes

Price per night from

$754

Cozy year-round Thornbury riverfront cottage- walk to everything

Thornbury house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 52 minutes

Price per night from

$187

" 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

$887

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

Flesherton barn

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$608

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

Flesherton villa

13 bedrooms / 11 bathrooms / sleeps 16

Price per night from

$3,503

Stylish 3 bedroom chalet with Mountain View

Craigleith chalet

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 45 minutes

Price per night from

$381

Suites of Wasaga Beach 2

Wasaga Beach house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 26 minutes

Price per night from

$51

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

$843

Viewing 38 of 55
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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