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Best Vacation Rentals in Winchester - Holiday Lettings - Cabins

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28 Vacation rentals

Vacation cottage rental

Pitt cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $189 / night

$1,086 - $2,003 / week

1 / 31

Vacation log cabin rental

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $178 / night

$1,064 - $3,076 / week

1 / 20

Vacation apartment in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $196 / night

$1,231 - $1,448 / week

1 / 8

Studio rental in Winchester with golf nearby

Winchester studio

  • Studio
  • 2 bathrooms
  • sleeps 7

from $261 / night

$1,665 - $1,954 / week

1 / 15

Vacation cottage in Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $217 / night

$1,296 / week

1 / 18

Vacation apartment rental

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $191 / night

$1,158 / week

1 / 20

Vacation home in Winchester

Winchester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $217 / night

$1,520 / week

1 / 19

Home rental in Winchester

Winchester house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $459 / night

$2,622 - $4,058 / week

1 / 22

Winchester Vacation apartment rental

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $252 / night

$1,775 / week

1 / 10

Vacation apartment in Winchester

Winchester apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $268 / night

$1,875 / week

1 / 12

Apartment rental in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $174 / night

$1,216 / week

1 / 12

Vacation home in Winchester

Winchester house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $388 / night

$2,715 / week

1 / 11

Vacation home in Winchester

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $440 / night

$3,075 - $4,214 / week

1 / 33

Winchester Vacation b&b rental

Winchester b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $138 / night

$962 / week

1 / 27

Vacation log cabin with golf nearby in Winchester

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $163 / night

$1,137 / week

1 / 14

Vacation apartment with golf nearby in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $152 / night

$862 - $1,064 / week

1 / 22

Vacation log cabin rental

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $225 / night

$956 - $2,786 / week

1 / 13

Vacation home in Winchester

Winchester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $572 / night

$2,798 / week

1 / 53

Vacation guest house in Winchester

Winchester guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $145 / night

$927 - $1,303 / week

1 / 22

Vacation home rental

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $217 / night

$1,520 / week

1 / 15

Vacation lodge with golf nearby in Winchester

Winchester lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $207 / night

$1,238 - $3,459 / week

1 / 20

Vacation log cabin with golf nearby in Winchester

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $179 / night

$1,252 / week

1 / 12

Home rental in Winchester

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $254 / night

$1,665 - $2,171 / week

1 / 17

Vacation home rental

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $283 / night

$1,976 / week

1 / 15

Vacation lodge with golf nearby in Winchester

Winchester lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $178 / night

$1,064 - $3,076 / week

1 / 21

Vacation cottage rental

Winchester cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $210 / night

$1,375 - $1,983 / week

1 / 19

Vacation home in Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $283 / night

$1,976 / week

1 / 21

Vacation cottage in Winchester

Winchester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $217 / night

$1,439 - $1,771 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation cottage in Worcester

Worcester cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from $113 / night

$788 / week

1 / 4

Vacation apartment in Southampton

Southampton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $187 / night

$1,006 - $1,513 / week

1 / 14

Longparish Vacation cottage rental

Longparish cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $223 / night

$1,561 / week

1 / 31

Vacation cottage in Lyndhurst

Lyndhurst cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $145 / night

$507 - $869 / week

1 / 4

Vacation apartment in Lee-on-the-Solent

Lee-on-the-Solent apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $181 / night

$869 / week

1 / 21

Vacation chalet in East Meon

East Meon chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $40 / night

$278 / week

1 / 32

Bungalow rental in Bursledon

Bursledon bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from $166 / night

$1,158 / week

1 / 32

Vacation cottage in Alresford

Alresford cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $254 / night

$1,520 / week

1 / 25

Vacation cottage in Brockenhurst

Brockenhurst cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $259 / night

$1,809 - $4,197 / week

1 / 20

Vacation home in Beaulieu

Beaulieu house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $941 / night

$6,585 / week

1 / 9

Vacation apartment in Southampton

Southampton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $131 / night

$912 / week

1 / 15

Hamble Vacation home rental

Hamble house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $128 / night

$892 / week

1 / 12