35 Best Collingwood Apartments and Estates – Holiday Lettings - Holiday Rentals Collingwood

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36 Holiday homes

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(5) Very Good 

1 / 22

Apartment rental in Collingwood

Ontario / Collingwood

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $120 / night

$654 - $1230 / week

Book Book View

from $120 / night

(2) Excellent 

1 / 24

Chalet rental in Collingwood

Ontario / Collingwood

6 bedroomsSleeps 122 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min stay

from $231 / night

$769 - $923 / week

Book Book View

from $231 / night

(1) Terrible 

1 / 21

Holiday cottage rental

Ontario / Collingwood

5 bedroomsSleeps 122 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min stay

from $193 / night

$1230 / week

Book Book View

from $193 / night

(1) Excellent 

1 / 22

Collingwood holiday apartment let

Ontario / Collingwood

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $135 / night

$780 / week

Book Book View

from $135 / night

1 / 11

Collingwood ski home to rent.

Ontario / Collingwood

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $308 / night

$1537 / week

Book Book View

from $308 / night

(1) Excellent 

1 / 16

Holiday home in Collingwood

Ontario / Collingwood

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $385 / night

$1384 - $1922 / week

Book Book View

from $385 / night

(4) Excellent 

1 / 8

Holiday apartment in Collingwood

Ontario / Collingwood

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from $85 / night

$538 / week

Book Book View

from $85 / night

1 / 14

Holiday chalet in Collingwood

Ontario / Collingwood

3 bedroomsSleeps 1030 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 30 nights min stay

from $104 / night

$769 / week

Book Book View

from $104 / night

(6) Excellent 

1 / 25

Holiday apartment in Collingwood

Ontario / Collingwood

Sleeps 21 night min stay

  • Sleeps 2
  • 1 night min stay

from $100 / night

$0 / week

Book Book View

from $100 / night

1 / 13

Holiday home in Collingwood

Ontario / Collingwood

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $108 / night

$577 - $1076 / week

Book Book View

from $108 / night

1 / 7

Holiday apartment in Collingwood

Ontario / Collingwood

1 bedroomSleeps 61 night min stay

  • 1 bedroom
  • Sleeps 6
  • 1 night min stay

from $116 / night

$807 / week

Book Book View

from $116 / night

(6) Very Good 

1 / 27

Holiday studio in Collingwood

Ontario / Collingwood

StudioSleeps 26 nights min stay

  • Studio
  • Sleeps 2
  • 6 nights min stay

from $58 / night

$404 / week

Book Book View

from $58 / night

1 / 7

Ski condo to rent in Collingwood

Ontario / Collingwood

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $173 / night

$1038 / week

Book Book View

from $173 / night

1 / 34

Holiday apartment rental

Ontario / Collingwood

3 bedroomsSleeps 890 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 90 nights min stay

from $116 / night

$807 / week

Book Book View

from $116 / night

1 / 17

Collingwood holiday home rental

Ontario / Collingwood

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $146 / night

$954 - $1223 / week

Book Book View

from $146 / night

1 / 8

Collingwood holiday hotel apartment rental

Ontario / Collingwood

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay

from $150 / night

$1052 / week

Book Book View

from $150 / night

1 / 42

Holiday cottage in Collingwood

Ontario / Collingwood

6 bedroomsSleeps 10Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies

from $615 / night

$1921 - $2151 / week

Book Book View

from $615 / night

1 / 10

Holiday chalet in Collingwood

Ontario / Collingwood

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $146 / night

$738 - $999 / week

Book Book View

from $146 / night

1 / 5

Holiday log cabin in Collingwood

Ontario / Collingwood

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay

from $116 / night

$577 / week

Book Book View

from $116 / night

1 / 10

Collingwood holiday condo rental

Ontario / Collingwood

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $165 / night

$1150 / week

Book Book View

from $165 / night

1 / 8

Chalet accommodation in Collingwood

Ontario / Collingwood

4 bedroomsSleeps 830 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min stay

from $220 / night

$1537 / week

Book Book View

from $220 / night

1 / 10

Holiday condo rental

Ontario / Collingwood

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $132 / night

$923 / week

Book Book View

from $132 / night

1 / 12

Ski farmhouse to rent in Collingwood

Ontario / Collingwood

5 bedroomsSleeps 1030 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 30 nights min stay

from $8 / night

$4227 / week

Book Book View

from $8 / night

1 / 20

Holiday condo in Collingwood

Ontario / Collingwood

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $126 / night

$796 - $987 / week

Book Book View

from $126 / night

1 / 8

Studio rental in Collingwood

Ontario / Collingwood

StudioSleeps 26 nights min stay

  • Studio
  • Sleeps 2
  • 6 nights min stay

from $143 / night

$996 / week

Book Book View

from $143 / night

1 / 23

Condo rental in Collingwood

Ontario / Collingwood

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from $116 / night

$692 - $846 / week

Book Book View

from $116 / night

1 / 21

Holiday condo in Collingwood

Ontario / Collingwood

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $165 / night

$1153 / week

Book Book View

from $165 / night

1 / 9

Collingwood holiday cottage rental

Ontario / Collingwood

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $215 / night

$1499 / week

Book Book View

from $215 / night

1 / 23

Holiday cottage with shared pool, golf nearby in Collingwood

Ontario / Collingwood

1 bedroomSleeps 6Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies

from $123 / night

$730 - $892 / week

Book Book View

from $123 / night

1 / 11

Collingwood holiday condo rental

Ontario / Collingwood

2 bedroomsSleeps 690 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 90 nights min stay

from $116 / night

$462 - $1537 / week

Book Book View

from $116 / night

(4) Very Good 

1 / 21

Collingwood holiday studio rental

Ontario / Collingwood

StudioSleeps 42 nights min stay

  • Studio
  • Sleeps 4
  • 2 nights min stay

from $107 / night

$458 / week

Book Book View

from $107 / night

1 / 20

Holiday home letting

Ontario / Collingwood

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $154 / night

$1076 / week

Book Book View

from $154 / night

1 / 8

Holiday condo in Collingwood

Ontario / Collingwood

2 bedroomsSleeps 77 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min stay

from $116 / night

$807 / week

Book Book View

from $116 / night

1 / 15

Collingwood holiday home rental

Ontario / Collingwood

4 bedroomsSleeps 860 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 60 nights min stay

from $77 / night

$0 / week

Book Book View

from $77 / night

1 / 19

Holiday apartment in Collingwood

Ontario / Collingwood

3 bedroomsSleeps 630 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min stay

from $77 / night

$538 / week

Book Book View

from $77 / night

1 / 10

Holiday home in Collingwood

Ontario / Collingwood

1 bedroomSleeps 130 nights min stay

  • 1 bedroom
  • Sleeps 1
  • 30 nights min stay

from $16 / night

$0 / week

Book Book View

from $16 / night

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