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Family Friendly Holidays in Winchester - Holiday Lettings

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197 family friendly properties

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Holiday cottage rental

Pitt cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £126 / night

£710 - £1,013 / week

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Winchester holiday apartment let

Winchester apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £178 / night

£1,123 / week

1 / 12

Holiday log cabin rental

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £141 / night

£842 - £2,376 / week

1 / 20

Winchester holiday b&b rental

Winchester b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £109 / night

£762 / week

1 / 27

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £172 / night

£1,145 / week

1 / 19

Holiday cottage in Winchester

Winchester cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £144 / night

£945 - £1,254 / week

1 / 33

Holiday cottage in Winchester

Winchester cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £172 / night

£1,025 / week

1 / 18

Holiday log cabin with golf nearby in Winchester

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £99 / night

£687 / week

1 / 14

Holiday home in Winchester

Winchester house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £213 / night

£1,488 - £1,656 / week

1 / 11

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £453 / night

£2,214 / week

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Holiday lodge with golf nearby in Winchester

Winchester lodge

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £164 / night

£979 - £2,605 / week

1 / 20

Holiday log cabin rental

Winchester log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £178 / night

£756 - £2,101 / week

1 / 13

Holiday home in Winchester

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £218 / night

£1,523 / week

1 / 21

Holiday home rental

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £149 / night

£938 / week

1 / 15

Home rental in Winchester

Winchester house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £201 / night

£1,317 - £1,718 / week

1 / 17

Holiday log cabin with golf nearby in Winchester

Winchester log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£768 / week

1 / 12

Holiday lodge with golf nearby in Winchester

Winchester lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £141 / night

£842 - £2,359 / week

1 / 21

Holiday apartment with golf nearby in Winchester

Winchester apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great place to stay in Wichester” The apartment was exactly as described and worked well for our party of 3 adults. Everything was in good order & the main bedroom very spacious with doors onto the small courtyard. An added bonus was the private parking which is very hard to find in this city! Location was fantastic - only a 5 minute walk to town center and even less to the park at bottom of road. Caroline was a perfect host and met us upon arrival and was always available to contact with any enquiries. All in all very enjoyable.

from £121 / night

£682 - £842 / week

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Holiday home rental

Winchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £218 / night

£1,523 / week

1 / 17

Great rentals within 20 miles that match your search

Hythe holiday apartment rental

Hythe apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £98 / night

£682 - £1,203 / week

1 / 19

Hamble holiday home rental

Hamble house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£642 / week

1 / 12

Hill Head holiday cottage rental

Hill Head cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £201 / night

£916 - £1,718 / week

1 / 33

Holiday apartment in Hill Head

Hill Head apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £229 / night

£1,145 / week

1 / 27

Holiday cottage in Lyndhurst

Lyndhurst cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £179 / night

£1,254 - £2,182 / week

1 / 23

Holiday cottage in Brockenhurst

Brockenhurst cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £137 / night

£951 - £2,268 / week

1 / 16

Holiday cottage in Lyndhurst

Lyndhurst cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £195 / night

£990 - £1,500 / week

1 / 14

Home rental in Hythe, New Forest

Hythe, New Forest house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from £177 / night

£1,237 - £2,462 / week

1 / 15

Holiday chalet in Hill Head

Hill Head chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £138 / night

£916 - £1,443 / week

1 / 24

Holiday apartment in Selborne

Selborne apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £189 / night

£1,317 - £1,374 / week

1 / 8

Apartment rental in Selborne

Selborne apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £151 / night

£1,054 - £1,603 / week

1 / 11

Selborne holiday apartment rental

Selborne apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £189 / night

£1,317 - £1,374 / week

1 / 10

Holiday apartment in Selborne

Selborne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £107 / night

£745 - £784 / week

1 / 10

Selborne holiday apartment accommodation

Selborne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £107 / night

£745 / week

1 / 10

Holiday cottage in Romsey

Romsey cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £172 / night

£916 - £1,718 / week

1 / 20

Romsey holiday cottage rental

Romsey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£573 - £1,374 / week

1 / 13

Apartment rental in Old Blendworth

Old Blendworth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

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Holiday lodge in Alresford

Alresford lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £195 / night

£859 / week

1 / 20

Holiday chalet in East Meon

East Meon chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £32 / night

£220 / week

1 / 32

Bungalow rental in Bursledon

Bursledon bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 / week

1 / 32

Holiday cottage in Alresford

Alresford cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £201 / night

£1,203 - £1,340 / week

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