Search 105,200+ Vacation Rentals

Pickering Apartments & Estates - 753 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

753 Vacation rentals

1 / 14

Pickering House

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

$122.00

Inquire

from $122.00 / night

(8)

1 / 12

Rosedale Abbey House

  • 4
  • 8
  • 3 nights min
  • Child friendly

$170.00

Very Good (8 reviews)

Inquire

from $170.00 / night

(11)

1 / 24

Rosedale Abbey House

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly

$277.00

Very Good (11 reviews)

Inquire

from $277.00 / night

(11)

1 / 10

Pickering House

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

$93.00

Very Good (11 reviews)

Inquire

from $93.00 / night

1 / 11

Pickering House

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

$107.00

Inquire

from $107.00 / night

1 / 10

Pickering House

  • 1
  • 2
  • 3 nights min
  • Child friendly

$90.00

Inquire

from $90.00 / night

1 / 17

Pickering House

  • 1
  • 2
  • 3 nights min
  • Child friendly

$158.00

Inquire

from $158.00 / night

(10)

1 / 8

Pickering House

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

$95.00

Very Good (10 reviews)

Inquire

from $95.00 / night

1 / 20

Pickering House

  • 3
  • 6
  • 3 nights min
  • Child friendly

$133.00

Inquire

from $133.00 / night

(7)

1 / 10

Pickering House

  • 3
  • 5
  • 3 nights min
  • Pet friendly

$137.00

Excellent (7 reviews)

Inquire

from $137.00 / night

(1)

1 / 11

Pickering House

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

$128.00

Excellent (1 reviews)

Inquire

from $128.00 / night

(2)

1 / 13

Pickering House

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

$114.00

Excellent (2 reviews)

Inquire

from $114.00 / night

(5)

1 / 18

Pickering House

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

$154.00

Very Good (5 reviews)

Inquire

from $154.00 / night

(3)

1 / 15

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$123.00

Excellent (3 reviews)

Inquire

from $123.00 / night

(18)

1 / 12

Pickering House

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

$102.00

Excellent (18 reviews)

Inquire

from $102.00 / night

1 / 9

Pickering Cottage

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

$135.00

Inquire

from $135.00 / night

(6)

1 / 21

Rosedale Abbey House

  • 5
  • 9
  • 3 nights min
  • Child friendly

$269.00

Excellent (6 reviews)

Inquire

from $269.00 / night

1 / 10

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$103.00

Inquire

from $103.00 / night

(13)

1 / 14

Pickering House

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

$98.00

Very Good (13 reviews)

Inquire

from $98.00 / night

(1)

1 / 8

Pickering House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$107.00

Excellent (1 reviews)

Inquire

from $107.00 / night

1 / 14

Rosedale Abbey Cottage

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

$139.00

Inquire

from $139.00 / night

(6)

1 / 19

Pickering House

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

$152.00

Excellent (6 reviews)

Inquire

from $152.00 / night

1 / 16

Rosedale Abbey Cottage

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

$132.00

Inquire

from $132.00 / night

(1)

1 / 11

Pickering House

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

$128.00

Very Good (1 reviews)

Inquire

from $128.00 / night

1 / 14

Pickering House

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

$139.00

Inquire

from $139.00 / night

(2)

1 / 16

Pickering Cottage

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

$120.00

Very Good (2 reviews)

Inquire

from $120.00 / night

1 / 18

Pickering House

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

$119.00

Inquire

from $119.00 / night

(4)

1 / 16

Rosedale Abbey Cottage

  • 3
  • 6
  • 3 nights min
  • Private garden

$165.00

Excellent (4 reviews)

Inquire

from $165.00 / night

(9)

1 / 13

Pickering House

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

$111.00

Very Good (9 reviews)

Inquire

from $111.00 / night

(14)

1 / 9

Pickering House

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

$89.00

Very Good (14 reviews)

Inquire

from $89.00 / night

1 / 19

Rosedale Abbey Cottage

  • 2
  • 5
  • 3 nights min
  • Child friendly
  • Private garden

$149.00

Inquire

from $149.00 / night

1 / 21

Pickering Cottage

  • 2
  • 4
  • 3 nights min
  • Pet friendly

$137.00

Inquire

from $137.00 / night

1 / 22

Pickering Cottage

  • 3
  • 5
  • 3 nights min
  • Private garden

$147.00

Inquire

from $147.00 / night

1 / 9

Pickering House

  • 1
  • 2
  • 3 nights min
  • Child friendly

$97.00

Inquire

from $97.00 / night

1 / 15

Pickering Cottage

  • 2
  • 3
  • 3 nights min
  • Private garden

$108.00

Inquire

from $108.00 / night

1 / 24

Pickering Cottage

  • 3
  • 6
  • 3 nights min
  • Pet friendly

$101.00

Inquire

from $101.00 / night

Your search has been expanded 17.9 miles to include more rentals

1 / 16

Ugthorpe Cottage - 17.2 miles away

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

$128.00

Inquire

from $128.00 / night

(13)

1 / 17

Robin Hoods Bay House - 16.5 miles away

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Private garden

$191.00

Excellent (13 reviews)

Inquire

from $191.00 / night

1 / 10

Whitby Cottage - 17.9 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly

$141.00

Inquire

from $141.00 / night

1 / 9

Whitby Cottage - 17.5 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly

$191.00

Inquire

from $191.00 / night