Vacation Rentals & Apartments in Collingwood

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170 apartments

(7) Excellent 

    25

    Lodge Suite Blue Mountain quiet escape

    Ontario / Collingwood

    Collingwood apartment

    2 1 night min

    • sleeps 2
    • 1 night min
    • Child Friendly
    • Car not necessary

    Price per night from

    $165

    Price per night from

    $165

      19

      Charming 3 bdrm downtown Collingwood Home

      Ontario / Collingwood

      Collingwood house

      3 6 1 night min

      • 3 bedrooms
      • sleeps 6
      • 1 night min
      • Beach / lakeside relaxation
      • Child Friendly
      • Air conditioning

      Price per night from

      $129

      Price per night from

      $129

        8

        Collingwood Resort Sleeps 4-Elvis Presley Festival

        Ontario / Collingwood

        Collingwood hotel apartment

        1 4 7 nights min

        • 1 bedroom
        • sleeps 4
        • 7 nights min
        • Swimming pool
        • Child Friendly
        • Air conditioning

        Price per night from

        $168

        Price per night from

        $168

          23

          Just 12 Short Steps to Blue Mountain!

          Ontario / Collingwood

          Collingwood condo

          1 4 2 nights min

          • 1 bedroom
          • sleeps 4
          • 2 nights min
          • Beach / lakeside relaxation
          • Nearest beach 1 mi
          • Swimming pool

          Price per night from

          $172

          Price per night from

          $172

          (3) Excellent 

            22

            Modern & Unique Vacation Condo Collingwood min from Ski Hills & Blue Mountain

            Ontario / Collingwood

            Collingwood cottage

            1 4 2 nights min

            • 1 bedroom
            • sleeps 4
            • 2 nights min
            • Beach / lakeside relaxation
            • Nearest beach 5 mi
            • Swimming pool

            Price per night from

            $126

            Responds fast!
            avg. 1 hour 6 minutes

            Price per night from

            $126

              20

              Two-Bedroom Suite

              Ontario / Collingwood

              Collingwood house

              2 4 7 nights min

              • 2 bedrooms
              • sleeps 4
              • 7 nights min
              • Child Friendly

              Price per night from

              $172

              Price per night from

              $172

              (6) Excellent 

                22

                Gorgeous 2 Bdr Suite Min from Blue Mountain!!

                Ontario / Collingwood

                Collingwood apartment

                2 5 min stay varies

                • 2 bedrooms
                • sleeps 5
                • min stay varies
                • Child Friendly
                • Air conditioning
                • Pet Friendly

                Price per night from

                $151

                Responds fast!
                avg. 2 hours 4 minutes

                Price per night from

                $151

                  8

                  Luxury at Blue Mountain Collingwood

                  Ontario / Collingwood

                  Collingwood condo

                  2 6 7 nights min

                  • 2 bedrooms
                  • sleeps 6
                  • 7 nights min
                  • Swimming pool
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $189

                  Price per night from

                  $189

                  (2) Very Good 

                    7

                    Spacious 1 Bedroom Condo that Sleeps 6

                    Ontario / Collingwood

                    Collingwood apartment

                    1 6 30 nights min

                    • 1 bedroom
                    • sleeps 6
                    • 30 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $43

                    Responds fast!
                    avg. 3 hours 49 minutes

                    Price per night from

                    $43

                      34

                      Winter Rental Lighthouse Point, Collingwood, ON

                      Ontario / Collingwood

                      Collingwood apartment

                      3 8 90 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 90 nights min
                      • Nearest beach 0 mi
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $129

                      Responds fast!
                      avg. 2 hours 6 minutes

                      Price per night from

                      $129

                      (9) Very Good 

                        12

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

                        Ontario / Collingwood

                        Collingwood chalet

                        5 12 3 nights min

                        • 5 bedrooms
                        • sleeps 12
                        • 3 nights min
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $430

                        Price per night from

                        $430

                          9

                          Crnaberry Condo Collingwood

                          Ontario / Collingwood

                          Collingwood condo

                          2 6 2 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 2 nights min
                          • Swimming pool
                          • Ski
                          • Child Friendly

                          Price per night from

                          $224

                          Price per night from

                          $224

                          (8) Very Good 

                            22

                            Fabulous 2 Bdrm, 2-Level Condo on Blue Mountain

                            Ontario / Collingwood

                            Collingwood apartment

                            2 6 min stay varies

                            • 2 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Nearest beach 2 mi
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $86

                            Responds fast!
                            avg. 2 hours 49 minutes

                            Price per night from

                            $86

                            (7) Very Good 

                              14

                              Spacious Resort Studio in Collingwood

                              Ontario / Collingwood

                              Collingwood apartment

                              1 4 1 night min

                              • 1 bedroom
                              • sleeps 4
                              • 1 night min
                              • Beach / lakeside relaxation
                              • Ski
                              • Child Friendly

                              Price per night from

                              $79

                              Responds fast!
                              avg. 2 hours 1 minutes

                              Price per night from

                              $79

                                9

                                Brand New 2 Bedroom Condo in Collingwood

                                Ontario / Collingwood

                                Collingwood apartment

                                2 6 2 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Swimming pool
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $129

                                Price per night from

                                $129

                                  6

                                  SKI SEASON RENTAL Paradise Point Waterfront

                                  Ontario / Collingwood

                                  Collingwood house

                                  3 4 120 nights min

                                  • 3 bedrooms
                                  • sleeps 4
                                  • 120 nights min
                                  • Nearest beach 10 mi
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $58

                                  Price per night from

                                  $58

                                  (1) Excellent 

                                    17

                                    Lovely Vacation Condo, Collingwood minutes to Lake & Blue Mountains & Ski Hills

                                    Ontario / Collingwood

                                    Collingwood apartment

                                    1 4 2 nights min

                                    • 1 bedroom
                                    • sleeps 4
                                    • 2 nights min
                                    • Nearest beach 3 mi
                                    • Swimming pool
                                    • Ski

                                    Price per night from

                                    $134

                                    Responds fast!
                                    avg. 1 hour 6 minutes

                                    Price per night from

                                    $134

                                      10

                                      Cranberry Resort : 2 Bedroom Condo

                                      Ontario / Collingwood

                                      Collingwood condo

                                      2 6 7 nights min

                                      • 2 bedrooms
                                      • sleeps 6
                                      • 7 nights min
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $188

                                      Price per night from

                                      $188

                                        73

                                        16 person luxurious home- steps from the village of blue mountain

                                        Ontario / Collingwood

                                        Collingwood house

                                        6 16 2 nights min

                                        • 6 bedrooms
                                        • sleeps 16
                                        • 2 nights min
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $988

                                        Responds fast!
                                        avg. 3 hours 10 minutes

                                        Price per night from

                                        $988

                                          17

                                          Private Waterfront Access 4-Bedroom Cozy House, Blue Mountain & Collingwood

                                          Ontario / Collingwood

                                          Collingwood house

                                          4 6 2 nights min

                                          • 4 bedrooms
                                          • sleeps 6
                                          • 2 nights min
                                          • Child Friendly

                                          Price per night from

                                          $129

                                          Price per night from

                                          $129

                                          Great rentals within 20 miles that match your search

                                          Distance approx 4.52 km from Collingwood Show on Map

                                            11

                                            BLUE MOUNTAIN CHALET

                                            Grey County / Blue Mountains

                                            Blue Mountains chalet

                                            4 10 2 nights min

                                            • 4 bedrooms
                                            • sleeps 10
                                            • 2 nights min
                                            • Nearest beach 2 mi
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $559

                                            Price per night from

                                            $559

                                            Distance approx 8.63 km from Collingwood Show on Map

                                              23

                                              RIverside Cottage Suites (4 bdrm.)

                                              Ontario / Wasaga Beach

                                              Wasaga Beach cottage

                                              4 12 3 nights min

                                              • 4 bedrooms
                                              • sleeps 12
                                              • 3 nights min
                                              • Beach / lakeside relaxation
                                              • Suitable for children age 5+
                                              • Air conditioning

                                              Price per night from

                                              $387

                                              Price per night from

                                              $387

                                              Distance approx 8.57 km from Collingwood Show on Map

                                                10

                                                Bikers Beach Camp

                                                Ontario / Wasaga Beach

                                                Wasaga Beach tented camp

                                                24 48 1 night min

                                                • 24 bedrooms
                                                • sleeps 48
                                                • 1 night min
                                                • Child Friendly
                                                • Pet Friendly
                                                • Private garden

                                                Price per night from

                                                $43

                                                Responds fast!
                                                avg. 1 hour 6 minutes

                                                Price per night from

                                                $43

                                                Distance approx 11.09 km from Collingwood Show on Map

                                                (6) Very Good 

                                                  17

                                                  Family Memories Start Here!

                                                  Ontario / Wasaga Beach

                                                  Wasaga Beach cottage

                                                  3 7 2 nights min

                                                  • 3 bedrooms
                                                  • sleeps 7
                                                  • 2 nights min
                                                  • Beach / lakeside relaxation
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $283

                                                  Responds fast!
                                                  avg. 2 hours 32 minutes

                                                  Price per night from

                                                  $283

                                                  Distance approx 5.36 km from Collingwood Show on Map

                                                    33

                                                    Lofted Rustic Chalet at Blue Mountain

                                                    Blue Mountains / Craigleith

                                                    Craigleith apartment

                                                    2 6 1 night min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 1 night min
                                                    • Child Friendly

                                                    Price per night from

                                                    $172

                                                    Price per night from

                                                    $172

                                                    Distance approx 8.55 km from Collingwood Show on Map

                                                      15

                                                      Sunny Beaches Cottages - A Shore Thing

                                                      Ontario / Wasaga Beach

                                                      Wasaga Beach cottage

                                                      3 8 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Pet Friendly

                                                      Price per night from

                                                      $160

                                                      Price per night from

                                                      $160

                                                      Distance approx 11.06 km from Collingwood Show on Map

                                                      (4) Excellent 

                                                      Certificate of Excellence

                                                        8

                                                        Beach Getaway

                                                        Ontario / Wasaga Beach

                                                        Wasaga Beach cottage

                                                        2 5 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • 1 night min
                                                        • Beach / lakeside relaxation
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Certificate of Excellence

                                                        Price per night from

                                                        $240

                                                        Responds fast!
                                                        avg. 2 hours 32 minutes

                                                        Price per night from

                                                        $240

                                                        Distance approx 11.06 km from Collingwood Show on Map

                                                          13

                                                          Beach Villa - Private Hot Tub!

                                                          Ontario / Wasaga Beach

                                                          Wasaga Beach cottage

                                                          2 5 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • 2 nights min
                                                          • Nearest beach 0 mi
                                                          • Child Friendly
                                                          • Car not necessary

                                                          Price per night from

                                                          $257

                                                          Responds fast!
                                                          avg. 2 hours 32 minutes

                                                          Price per night from

                                                          $257

                                                          Distance approx 7.08 km from Collingwood Show on Map

                                                          (2) Average 

                                                            8

                                                            Wasaga Beach BnB- Fallsview room w/ensuite jacuzzi

                                                            Ontario / Wasaga Beach

                                                            Wasaga Beach b and b

                                                            1 2 2 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 2 nights min
                                                            • Air conditioning
                                                            • Private garden

                                                            Price per night from

                                                            $121

                                                            Responds fast!
                                                            avg. 2 hours 9 minutes

                                                            Price per night from

                                                            $121

                                                            Distance approx 4.67 km from Collingwood Show on Map

                                                              30

                                                              8 Bedroom Swiss Style Chalet with Hot Tub,Sauna

                                                              Blue Mountains / Thornbury

                                                              Thornbury house

                                                              1 20 2 nights min

                                                              • 1 bedroom
                                                              • sleeps 20
                                                              • 2 nights min
                                                              • Nearest beach 4 mi
                                                              • Child Friendly
                                                              • Pet Friendly

                                                              Price per night from

                                                              $676

                                                              Price per night from

                                                              $676

                                                              Distance approx 5.01 km from Collingwood Show on Map

                                                                18

                                                                8 Bed Blue Mountain Chalet with Sauna & Hot Tub

                                                                Grey County / Blue Mountains

                                                                Blue Mountains house

                                                                1 20 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 20
                                                                • 2 nights min
                                                                • Nearest beach 4 mi
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $676

                                                                Price per night from

                                                                $676

                                                                Distance approx 13.34 km from Collingwood Show on Map

                                                                  18

                                                                  Waterfront cozy cabin on private trout lake

                                                                  Ontario / Singhampton

                                                                  Singhampton lodge

                                                                  1 6 1 night min

                                                                  • 1 bedroom
                                                                  • sleeps 6
                                                                  • 1 night min
                                                                  • Beach / lakeside relaxation
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $128

                                                                  Responds fast!
                                                                  avg. 3 hours 29 minutes

                                                                  Price per night from

                                                                  $128

                                                                  Distance approx 9.62 km from Collingwood Show on Map

                                                                    50

                                                                    Terry's BnB-Bed and Breakfast in Wasaga Beach, Ontario

                                                                    Ontario / Wasaga Beach

                                                                    Wasaga Beach b and b

                                                                    1 2 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • min stay varies
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    Price per night from

                                                                    $65

                                                                    Responds fast!
                                                                    avg. 3 hours 29 minutes

                                                                    Price per night from

                                                                    $65

                                                                    Distance approx 4.84 km from Collingwood Show on Map

                                                                    (1)  

                                                                      36

                                                                      3 Bed With Hot Tub And Great Views Of The Mountain

                                                                      Grey County / Blue Mountains

                                                                      Blue Mountains house

                                                                      3 10 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 10
                                                                      • min stay varies
                                                                      • Nearest beach 4 mi
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $300

                                                                      Price per night from

                                                                      $300

                                                                      Distance approx 16.15 km from Collingwood Show on Map

                                                                      (1) Excellent 

                                                                        8

                                                                        Gorgeous Silver Springs Retreat Upper Coach House

                                                                        Grey County / Flesherton

                                                                        Flesherton barn

                                                                        3 7 2 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • 2 nights min
                                                                        • Nearest beach 0.05 mi
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $383

                                                                        Price per night from

                                                                        $383

                                                                        Distance approx 16.18 km from Collingwood Show on Map

                                                                          15

                                                                          Silver Springs Estate

                                                                          Grey County / Flesherton

                                                                          Flesherton chalet

                                                                          4 9 2 nights min

                                                                          • 4 bedrooms
                                                                          • sleeps 9
                                                                          • 2 nights min
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          Price per night from

                                                                          $726

                                                                          Price per night from

                                                                          $726

                                                                          Distance approx 4.83 km from Collingwood Show on Map

                                                                          (2) Very Good 

                                                                            12

                                                                            Blue Mountain 9 Bedrooms Sleep 22 People Cottage

                                                                            Grey County / Blue Mountains

                                                                            Blue Mountains house

                                                                            9 22 min stay varies

                                                                            • 9 bedrooms
                                                                            • sleeps 22
                                                                            • min stay varies
                                                                            • Nearest beach 3 mi
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $494

                                                                            Price per night from

                                                                            $494

                                                                            Distance approx 6.47 km from Collingwood Show on Map

                                                                              11

                                                                              Sandy Cottage

                                                                              Ontario / Wasaga Beach

                                                                              Wasaga Beach house

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Pet Friendly

                                                                              Price per night from

                                                                              $129

                                                                              Price per night from

                                                                              $129

                                                                              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.