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Holiday Lettings
> Europe
> United Kingdom
> England
> Hampshire
> Self catering accommodation and cottages in Winchester

Self catering accommodation in Winchester and Cottages - Holiday Lettings - Holiday Rentals Winchester

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Great rentals within 20 miles that match your search

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Holiday cottage rental

Winchester cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Catered / B&B

43 reviews

from £166 / night

£1,088 - £1,569 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home rental

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

14 reviews

from £224 / night

£1,563 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday guest house in Winchester

Winchester guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

16 reviews

from £115 / night

£733 - £1,031 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

4 reviews

from £224 / night

£1,563 / week

1 / 21

Great rentals within 20 miles that match your search

Winchester holiday b&b rental

Winchester b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

13 reviews

from £109 / night

£762 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Winchester

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

10 reviews

from £201 / night

£1,317 - £1,718 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday lodge with golf nearby in Winchester

Winchester lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

5 reviews

from £141 / night

£842 - £2,434 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday log cabin rental

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

8 reviews

from £178 / night

£756 - £2,205 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday log cabin with golf nearby in Winchester

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

1 review

from £142 / night

£991 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday log cabin rental

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

11 reviews

from £141 / night

£842 - £2,434 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

21 reviews

from £121 / night

£682 - £842 / week

1 / 22

Great rentals within 20 miles that match your search

Studio rental in Winchester with golf nearby

Winchester studio

  • Studio
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

from £207 / night

£1,317 - £1,546 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday cottage rental

Pitt cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

24 reviews

from £149 / night

£859 - £1,585 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Catered / B&B

32 reviews

from £155 / night

£1,031 - £1,145 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday cottage in Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

12 reviews

from £172 / night

£1,025 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday lodge with golf nearby in Winchester

Winchester lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

7 reviews

from £164 / night

£979 - £2,737 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday log cabin with golf nearby in Winchester

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £129 / night

£899 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home rental

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

4 reviews

from £172 / night

£1,203 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Catered / B&B

from £172 / night

£1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Twyford

Twyford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £224 / night

£1,543 - £1,951 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Winchester

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £348 / night

£2,436 - £3,338 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage in Winchester

Winchester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

6 reviews

from £172 / night

£1,140 - £1,403 / week

1 / 34

Great rentals within 20 miles that match your search

Apartment rental in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £207 / night

£1,443 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Winchester

Winchester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Catered / B&B

from £187 / night

£724 - £1,905 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in Winchester

Winchester house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

from £322 / night

£1,759 - £2,882 / week

1 / 22

Great rentals within 20 miles that match your search

Twyford holiday home rental

Twyford house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

from £116 / night

£811 / week

1 / 12

Great rentals within 20 miles that match your search

Twyford holiday cottage rental

Twyford cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

from £83 / night

£582 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday cottage in Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £133 / night

£928 / week

1 / 21

Great rentals within 20 miles that match your search

Ski home to rent in Winchester

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £156 / night

£1,090 / week

1 / 21

Great rentals within 20 miles that match your search

Winchester holiday apartment rental

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £119 / night

£828 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Winchester

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £151 / night

£1,057 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £204 / night

£1,426 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £87 / night

£604 / week

1 / 24

Great rentals within 20 miles that match your search

Winchester ski cottage to rent.

Winchester cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Catered / B&B

from £151 / night

£1,051 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Winchester

Winchester apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

from £143 / night

£1,001 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Winchester

Winchester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £187 / night

£1,308 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £252 / night

£1,761 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

from £166 / night

£1,157 / week

1 / 19

Great rentals within 20 miles that match your search

Twyford holiday apartment rental

Twyford apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £148 / night

£1,034 / week

1 / 30

Great rentals within 20 miles that match your search

Winchester holiday home rental

Winchester house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

from £370 / night

£2,588 / week

1 / 28

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