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Best Vacation Rentals in Winchester - Holiday Lettings - Cabins

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55 Vacation rentals

Twyford Vacation cottage rental

Twyford cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $109 / night

$763 / week

1 / 30

Vacation cottage in Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $183 / night

$1,281 / week

1 / 21

Ski home to rent in Winchester

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $209 / night

$1,463 / week

1 / 21

Vacation home in Winchester

Winchester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $267 / night

$1,869 / week

1 / 16

Vacation apartment in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $122 / night

$854 / week

1 / 24

Vacation cottage rental

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $213 / night

$1,491 / week

1 / 16

Vacation apartment in Winchester

Winchester apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $194 / night

$1,358 / week

1 / 13

Apartment rental in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $267 / night

$1,869 / week

1 / 10

Winchester Vacation home rental

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $357 / night

$2,499 / week

1 / 28

Twyford Vacation apartment rental

Twyford apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $197 / night

$1,379 / week

1 / 30

Vacation home in Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $288 / night

$2,016 / week

1 / 20

Vacation cottage rental

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $310 / night

$2,170 / week

1 / 30

Home rental in Winchester

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $557 / night

$3,899 / week

1 / 26

Vacation apartment in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $230 / night

$1,610 / week

1 / 7

Winchester Vacation apartment accommodation

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $311 / night

$2,177 / week

1 / 30

Cottage rental in Winchester

Winchester cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from $217 / night

$1,519 / week

1 / 26

Vacation lodge in Winchester

Winchester lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $206 / night

$1,442 / week

1 / 6

Vacation apartment in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $101 / night

$707 / week

1 / 13

Winchester Vacation apartment rental

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $23 / night

$161 / week

1 / 0

Home rental in Twyford

Twyford house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $452 / night

$3,164 / week

1 / 30

Vacation cottage in Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $232 / night

$1,624 / week

1 / 18

Vacation apartment in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $136 / night

$952 / week

1 / 10

Winchester Vacation apartment rental

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $271 / night

$1,897 / week

1 / 9

Vacation apartment in Winchester

Winchester apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $302 / night

$2,114 / week

1 / 30

Vacation lodge in Winchester

Winchester lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $226 / night

$1,582 / week

1 / 12

Vacation home in Winchester

Winchester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $206 / night

$1,442 / week

1 / 19

Home rental in Winchester

Winchester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $529 / night

$3,703 / week

1 / 29

Winchester Vacation apartment rental

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $116 / night

$812 / week

1 / 15

Vacation cottage in Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $146 / night

$1,022 / week

1 / 30

Winchester Vacation apartment accommodation

Winchester apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $162 / night

$1,134 / week

1 / 30

Vacation apartment in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $153 / night

$1,071 / week

1 / 17

Twyford Vacation home rental

Twyford house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $220 / night

$1,540 / week

1 / 29

Vacation apartment in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $78 / night

$546 / week

1 / 15

Home rental in Twyford

Twyford house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

from $1,908 / night

$13,356 / week

1 / 30

Winchester Vacation apartment rental

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $209 / night

$1,463 / week

1 / 11

Apartment rental in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $239 / night

$1,673 / week

1 / 29

Vacation home in Winchester

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $246 / night

$1,722 / week

1 / 19

Vacation home in Winchester

Winchester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $347 / night

$2,429 / week

1 / 30

Lodge rental in Winchester

Winchester lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $245 / night

$1,715 / week

1 / 6

Winchester Vacation home rental

Winchester house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $289 / night

$2,023 / week

1 / 30

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