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Vacation homes - vacation rentals

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Great rentals within 20 miles that match your search

Collingwood ski cottage to rent.

Collingwood cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $114 / night

$797 / week

1 / 22

Great rentals within 20 miles that match your search

Home rental in Thornbury

Thornbury house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $717 / night

$5,018 / week

1 / 81

Great rentals within 20 miles that match your search

Vacation home in Collingwood

Collingwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $127 / night

$886 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation chalet in Craigleith

Craigleith chalet

  • 8 bedrooms
  • 2 bathrooms
  • sleeps 20

from $591 / night

$2,109 - $3,289 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation log cabin in Mono Mills

Mono Mills log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $126 / night

$591 / week

1 / 15

Great rentals within 20 miles that match your search

Beeton Vacation home rental

Beeton house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from $843 / night

$4,639 / week

1 / 23

Great rentals within 20 miles that match your search

Cottage rental in Schomberg

Schomberg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $169 / night

$1,181 - $2,509 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation cottage with shared pool in Bobcaygeon

Bobcaygeon cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $296 / night

$2,067 - $2,303 / week

1 / 8

Great rentals within 20 miles that match your search

Cottage rental in Port Severn

Port Severn cottage

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from $759 / night

$4,639 / week

1 / 29

Great rentals within 20 miles that match your search

Conestogo Vacation b&b rental

Conestogo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $118 / night

$759 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation apartment rental

Collingwood apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $99 / night

$689 / week

1 / 47

Great rentals within 20 miles that match your search

Vacation cottage in Meaford

Meaford cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $168 / night

$1,476 - $1,771 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation b&b in Barrie

Barrie b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $253 / night

$1,771 / week

1 / 46

Great rentals within 20 miles that match your search

Cottage rental in Eugenia

Eugenia cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $253 / night

$1,577 - $3,349 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation condo in Toronto

Toronto condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $149 / night

$1,031 - $1,271 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation b&b accommodation

Conestogo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $127 / night

$844 - $1,080 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation cottage in Blue Mountains

Blue Mountains cottage

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 5

from $188 / night

$1,312 / week

1 / 10

Great rentals within 20 miles that match your search

Dunsford Vacation cottage rental

Dunsford cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $338 / night

$2,522 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation cottage in Coe Hill

Coe Hill cottage

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

from $658 / night

$4,375 - $6,730 / week

1 / 84

Great rentals within 20 miles that match your search

Ski home to rent in Blue Mountains

Blue Mountains house

  • 7 bedrooms
  • 2 bathrooms
  • sleeps 18

from $844 / night

$3,163 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation studio in Brighton

Brighton studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $253 / night

$1,349 - $1,556 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation cottage in Honey Harbour

Honey Harbour cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $549 / night

$3,838 / week

1 / 57

Great rentals within 20 miles that match your search

Vacation apartment in Craigleith

Craigleith apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $135 / night

$844 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation condo in Mississauga

Mississauga condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $152 / night

$1,012 - $1,603 / week

1 / 54

Great rentals within 20 miles that match your search

Ski home to rent in Craigleith

Craigleith house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 16

from $359 / night

$2,509 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in Pickering

Pickering house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $373 / night

$2,605 / week

1 / 28

Great rentals within 20 miles that match your search

Vacation cottage in Oro Station

Oro Station cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $193 / night

$1,350 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home in Horseshoe Valley

Horseshoe Valley house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $274 / night

$1,919 / week

1 / 12

Great rentals within 20 miles that match your search

Minden Vacation cottage rental

Minden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $190 / night

$1,329 / week

1 / 31

Great rentals within 20 miles that match your search

Gravenhurst Vacation cottage rental

Gravenhurst cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $309 / night

$2,159 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation villa with shared pool, golf nearby in Oro-Medonte

Oro-Medonte villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $155 / night

$1,080 / week

1 / 12

Great rentals within 20 miles that match your search

Ajax Vacation home rental

Ajax house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $211 / night

$1,476 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home in Wasaga Beach

Wasaga Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $141 / night

$984 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation studio rental

Hepworth studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $84 / night

$585 / week

1 / 12

Great rentals within 20 miles that match your search

Bobcaygeon Vacation cottage rental

Bobcaygeon cottage

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 20

from $920 / night

$6,482 - $15,337 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation cottage in Minden

Minden cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $674 / night

$4,217 / week

1 / 43

Great rentals within 20 miles that match your search

Craigleith ski chalet to rent.

Craigleith chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 14

from $802 / night

$4,177 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation home in Kimberley

Kimberley house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from $802 / night

$4,723 - $7,380 / week

1 / 28

Great rentals within 20 miles that match your search

Ski home to rent in Thornbury

Thornbury house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $178 / night

$1,240 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation guest house in Kendal

Kendal guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $118 / night

$629 - $1,219 / week

1 / 14