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Search 105,200+ Vacation Rentals

Pickering Apartments & Estates - 845 Rentals Available

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845 Vacation rentals

(8)

1 / 12

Rosedale Abbey House

  • 4
  • 8
  • 3 nights min
  • Child friendly

$174.00

Very Good (8 reviews)

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from $174.00 / night

1 / 11

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$110.00

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from $110.00 / night

(1)

1 / 12

Pickering House

  • 1
  • 2
  • 3 nights min

$92.00

Excellent (1 reviews)

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from $92.00 / night

1 / 17

Rosedale Abbey House

  • 1
  • 2
  • 3 nights min
  • Private garden

$162.00

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from $162.00 / night

(8)

1 / 10

Pickering House

  • 3
  • 5
  • 3 nights min
  • Pet friendly

$141.00

Excellent (8 reviews)

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from $141.00 / night

(2)

1 / 15

Pickering House

  • 1
  • 2
  • 3 nights min
  • Pet friendly
  • Private garden

$115.00

Excellent (2 reviews)

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from $115.00 / night

(18)

1 / 12

Pickering House

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$128.00

Excellent (18 reviews)

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from $128.00 / night

1 / 20

Pickering House

  • 3
  • 6
  • 3 nights min
  • Child friendly

$160.00

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from $160.00 / night

(12)

1 / 27

Allerston House

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Pet friendly

$170.00

Very Good (12 reviews)

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from $170.00 / night

1 / 9

Pickering Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$148.00

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from $148.00 / night

(13)

1 / 14

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$109.00

Very Good (13 reviews)

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from $109.00 / night

(1)

1 / 18

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$110.00

Excellent (1 reviews)

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from $110.00 / night

1 / 21

Pickering House

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$141.00

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from $141.00 / night

(1)

1 / 19

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$134.00

Very Good (1 reviews)

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from $134.00 / night

(7)

1 / 19

Pickering House

  • 4
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$157.00

Excellent (7 reviews)

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from $157.00 / night

1 / 18

Pickering House

  • 2
  • 3
  • 3 nights min
  • Child friendly
  • Private garden

$123.00

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from $123.00 / night

(17)

1 / 14

Pickering House

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$109.00

Very Good (17 reviews)

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from $109.00 / night

(10)

1 / 15

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$113.00

Very Good (10 reviews)

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from $113.00 / night

(1)

1 / 20

Pickering Cottage

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Private garden

$274.00

Excellent (1 reviews)

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from $274.00 / night

1 / 16

Pickering Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$164.00

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from $164.00 / night

1 / 22

Pickering Cottage

  • 3
  • 5
  • 3 nights min
  • Private garden

$160.00

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from $160.00 / night

1 / 18

Pickering Cottage

  • 2
  • 3
  • 3 nights min
  • Private garden

$148.00

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from $148.00 / night

1 / 21

Pickering Cottage

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$138.00

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from $138.00 / night

(1)

1 / 18

Rosedale Abbey Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$144.00

Very Good (1 reviews)

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from $144.00 / night

1 / 9

Pickering House

  • 1
  • 2
  • 3 nights min

$99.00

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from $99.00 / night

(2)

1 / 24

Pickering Cottage

  • 3
  • 6
  • 3 nights min
  • Pet friendly

$124.00

Very Good (2 reviews)

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from $124.00 / night

1 / 26

Allerston Log cabin

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$286.00

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from $286.00 / night

1 / 26

Allerston Log cabin

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$286.00

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from $286.00 / night

1 / 50

Allerston Cottage

  • 2
  • 4
  • 3 nights min
  • Private garden

$340.00

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from $340.00 / night

1 / 34

Pickering Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$129.00

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from $129.00 / night

1 / 16

Pickering Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$180.00

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from $180.00 / night

(4)

1 / 19

Pickering Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$116.00

Excellent (4 reviews)

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from $116.00 / night

(3)

1 / 25

Pickering Cottage

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$124.00

Excellent (3 reviews)

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from $124.00 / night

1 / 14

Allerston Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$123.00

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from $123.00 / night

1 / 18

Pickering Cottage

  • 2
  • 4
  • 3 nights min

$175.00

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from $175.00 / night

1 / 57

Pickering Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly

$274.00

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from $274.00 / night

(2)

1 / 16

Allerston Cottage

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$133.00

Excellent (2 reviews)

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from $133.00 / night

Your search has been expanded 17 miles to include more rentals

(12)

1 / 12

Fylingthorpe House - 16 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Pet friendly

$95.00

Very Good (12 reviews)

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from $95.00 / night

(10)

1 / 15

Briggswath House - 17 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$134.00

Excellent (10 reviews)

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from $134.00 / night

(12)

1 / 10

Sinnington House - 2.2 miles away

  • 1
  • 2
  • 3 nights min
  • Private garden

$95.00

Very Good (12 reviews)

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from $95.00 / night