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Best Vacation Rentals in Chestermere - Holiday Lettings - Cabins

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21 Vacation rentals

Vacation cottage in Chestermere

Chestermere cottage

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $296 / night

$2,072 / week

1 / 30

Chestermere ski home to rent.

Chestermere house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $69 / night

$483 / week

1 / 26

Chestermere ski home to rent.

Chestermere house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from $205 / night

$1,435 / week

1 / 30

Vacation home in Chestermere

Chestermere house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from $330 / night

$2,310 / week

1 / 30

Vacation home in Chestermere

Chestermere house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $341 / night

$2,387 / week

1 / 30

Chestermere ski home to rent.

Chestermere house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $740 / night

$5,180 / week

1 / 30

Vacation home in Chestermere

Chestermere house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $160 / night

$1,120 / week

1 / 25

Vacation home in Chestermere

Chestermere house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from $529 / night

$3,703 / week

1 / 30

Vacation home in Chestermere

Chestermere house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $192 / night

$1,344 / week

1 / 28

Vacation home rental

Chestermere house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $230 / night

$1,610 / week

1 / 20

Chestermere ski home to rent.

Chestermere house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from $505 / night

$3,535 / week

1 / 30

Chestermere Vacation apartment rental

Chestermere apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $126 / night

$882 / week

1 / 15

Vacation home in Chestermere

Chestermere house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Pricing unknown

1 / 8

Ski home to rent in Chestermere

Chestermere house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $174 / night

$1,218 / week

1 / 8

Vacation home in Chestermere

Chestermere house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $195 / night

$1,365 / week

1 / 11

Vacation home in Chestermere

Chestermere house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $90 / night

$630 / week

1 / 6

Vacation home in Chestermere

Chestermere house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from $400 / night

$2,800 / week

1 / 30

Vacation apartment in Chestermere

Chestermere apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $98 / night

$686 / week

1 / 24

Vacation home in Chestermere

Chestermere house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $102 / night

$714 / week

1 / 30

Chestermere Vacation apartment rental

Chestermere apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $89 / night

$623 / week

1 / 14

Vacation home rental

Chestermere house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $298 / night

$2,086 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation condo in Calgary

Calgary condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $73 / night

$511 / week

1 / 12

Calgary ski home to rent.

Calgary house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $166 / night

$1,162 / week

1 / 18

Ski condo to rent in Calgary

Calgary condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $162 / night

$1,134 / week

1 / 26

Calgary Vacation home rental

Calgary house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $207 / night

$1,449 / week

1 / 21

Calgary Vacation apartment rental

Calgary apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $235 / night

$1,645 / week

1 / 17

Vacation home in Calgary

Calgary house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $156 / night

$1,092 / week

1 / 25

Condo accommodation in Calgary

Calgary condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $210 / night

$1,470 / week

1 / 30

Calgary Vacation condo rental

Calgary condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $154 / night

$1,078 / week

1 / 30

Vacation home rental

Calgary house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $55 / night

$385 / week

1 / 18

Condo rental in Calgary

Calgary condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $158 / night

$1,106 / week

1 / 30

Vacation condo in Calgary

Calgary condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $380 / night

$2,660 / week

1 / 22

Vacation home in Calgary

Calgary house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $218 / night

$1,526 / week

1 / 30

Home rental in Calgary

Calgary house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $77 / night

$539 / week

1 / 24

Calgary Vacation home rental

Calgary house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $299 / night

$2,093 / week

1 / 26

Calgary Vacation home accommodation

Calgary house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $68 / night

$476 / week

1 / 19

Calgary Vacation home rental

Calgary house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $218 / night

$1,526 / week

1 / 30

Calgary Vacation condo rental

Calgary condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $93 / night

$651 / week

1 / 19

Home rental in Calgary

Calgary house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $222 / night

$1,554 / week

1 / 24

Vacation condo in Calgary

Calgary condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $175 / night

$1,225 / week

1 / 30