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Holiday Lettings
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> Houses and Condos in Oakville

Holiday Rentals in Oakville - Holiday Lettings - Villas

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£1 £750 -

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  • Apartment (3)
  • Cottage (3)
  • House (8)
  • Chalet (3)
  • Farmhouse (1)
  • Condo (4)

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22 Holiday homes

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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
6 reviews

from £93 / night

£649 / week

1 / 22

Great rentals within 20 miles that match your search

Ski home to rent in Erin

Erin house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £166 / night

£506 - £828 / week

1 / 50

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 £672 / night

£2,520 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Craigleith

Craigleith house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 16

from £287 / night

£2,008 / week

1 / 21

Great rentals within 20 miles that match your search

Craigleith ski chalet to rent.

Craigleith chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 14

from £639 / night

£3,328 / week

1 / 40

Great rentals within 20 miles that match your search

Ski home to rent in Thornbury

Thornbury house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £142 / night

£992 / week

1 / 31

Great rentals within 20 miles that match your search

Horseshoe Valley ski condo to rent.

Horseshoe Valley condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £185 / night

£1,293 / week

1 / 6

Great rentals within 20 miles that match your search

Ski condo to rent in Collingwood

Collingwood condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £152 / night

£807 / week

1 / 16

Great rentals within 20 miles that match your search

Ski home to rent in Dundalk

Dundalk house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £68 / night

£471 / week

1 / 5

Great rentals within 20 miles that match your search

Meaford ski home to rent.

Meaford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £135 / night

£861 - £955 / week

1 / 26

Great rentals within 20 miles that match your search

Ski home to rent in Warminster

Warminster house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £324 / night

£1,814 / week

1 / 28

Great rentals within 20 miles that match your search

Ski chalet to rent in Blue Mountains

Blue Mountains chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12
10 reviews

from £321 / night

£2,025 / week

1 / 24

Great rentals within 20 miles that match your search

Ski chalet to rent in Blue Mountains

Blue Mountains chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
14 reviews

from £471 / night

£1,680 / week

1 / 42

Great rentals within 20 miles that match your search

Ski condo to rent in Craigleith

Craigleith condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £121 / night

£847 / week

1 / 49

Great rentals within 20 miles that match your search

Ski apartment to rent in Collingwood

Collingwood apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £169 / night

£878 / week

1 / 11

Great rentals within 20 miles that match your search

Blue Mountains ski home to rent.

Blue Mountains house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16
2 reviews

from £404 / night

£2,352 / week

1 / 41

Great rentals within 20 miles that match your search

Singhampton ski cottage to rent.

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 15
1 review

from £314 / night

£2,194 - £3,351 / week

1 / 27

Great rentals within 20 miles that match your search

Ski farmhouse to rent in Horseshoe Valley

Horseshoe Valley farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
4 reviews

from £203 / night

£743 - £1,168 / week

1 / 36

Great rentals within 20 miles that match your search

Ski apartment to rent in Craigleith

Craigleith apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
8 reviews

from £168 / night

£1,176 / week

1 / 39

Great rentals within 20 miles that match your search

Victoria Harbour ski cottage to rent.

Victoria Harbour cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
9 reviews

from £321 / night

£1,924 / week

1 / 16

Great rentals within 20 miles that match your search

Ski apartment to rent in Whitby

Whitby apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £78 / night

£544 / week

1 / 87

Great rentals within 20 miles that match your search

Ski condo to rent in Horseshoe Valley

Horseshoe Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £336 / night

£2,352 / week

1 / 27

Great rentals within 20 miles that match your search

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Holiday home rental

Toronto house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from £102 / night

£709 / week

1 / 10

Great rentals within 20 miles that match your search

Caledon holiday b&b rental

Caledon b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

2 reviews

from £152 / night

£1,063 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Mississauga

Mississauga condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from £114 / night

£776 - £1,147 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Toronto

Toronto house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 filter does not match: Skiing – property near ski resort

from £15 / night

£100 / week

1 / 7

Great rentals within 20 miles that match your search

Toronto holiday apartment rental

Toronto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 1

1 filter does not match: Skiing – property near ski resort

from £19 / night

£132 / week

1 / 6

Great rentals within 20 miles that match your search

Home rental in Toronto

Toronto house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Skiing – property near ski resort

from £58 / night

£405 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday condo in Toronto

Toronto condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from £120 / night

£832 - £1,026 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment in Toronto

Toronto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Skiing – property near ski resort

from £56 / night

£277 - £439 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Mississauga

Mississauga condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from £105 / night

£709 - £945 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday lodge in Singhampton

Singhampton lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Skiing – property near ski resort

from £101 / night

£573 / week

1 / 18

Great rentals within 20 miles that match your search

Cottage rental in Singhampton

Singhampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Skiing – property near ski resort

3 reviews

from £337 / night

£1,794 - £1,912 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Port Hope

Port Hope house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 filter does not match: Skiing – property near ski resort

from £270 / night

£1,215 - £4,758 / week

1 / 8

Great rentals within 20 miles that match your search

Home rental in Barrie

Barrie house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

1 filter does not match: Skiing – property near ski resort

2 reviews

from £270 / night

£1,890 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday condo in Toronto

Toronto condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Skiing – property near ski resort

from £54 / night

£378 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday chateau in Oro Station

Oro Station chateau

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Skiing – property near ski resort

2 reviews

from £270 / night

£1,688 - £2,396 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home letting

Collingwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Skiing – property near ski resort

from £135 / night

£945 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Shanty Bay

Shanty Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

1 review

from £203 / night

£1,418 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Shanty Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Skiing – property near ski resort

from £203 / night

£1,418 / week

1 / 19

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