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Holiday Lettings
> Europe
> United Kingdom
> England
> Berkshire
> Windsor and Maidenhead
> Sunningdale
> City Breaks & Holidays

Sunningdale Holidays & City Breaks - Holiday Lettings

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£1 £750 -

Bedrooms

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  • Apartment (27)
  • Cottage (4)
  • House (8)
  • Lodge (1)
  • Studio (1)

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41 properties suitable for city breaks and holidays

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City breaks

Great rentals within 20 miles that match your search

Holiday lodge with golf nearby in Virginia Water

Virginia Water lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £62 / night

£433 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Windsor

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
2 reviews

from £155 / night

£1,082 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Windsor

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
8 reviews

from £144 / night

£916 - £1,082 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Farnborough

Farnborough house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
2 reviews

from £156 / night

£1,090 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Maidenhead

Maidenhead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
2 reviews

from £76 / night

£527 / week

1 / 13

Great rentals within 20 miles that match your search

Slough holiday apartment rental

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £121 / night

£842 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Slough

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 17

Great rentals within 20 miles that match your search

Slough holiday apartment rental

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment rental

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Old Windsor

Old Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £196 / night

£682 - £1,724 / week

1 / 35

Great rentals within 20 miles that match your search

West Byfleet holiday home rental

West Byfleet house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £144 / night

£859 - £1,340 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Slough

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 13

Great rentals within 20 miles that match your search

Slough holiday home rental

Slough house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Slough

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment in Slough

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Slough

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Slough

Slough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Windsor

Windsor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £126 / night

£882 / week

1 / 19

Great rentals within 20 miles that match your search

Windsor holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

from £138 / night

£1,042 / week

1 / 17

Great rentals within 20 miles that match your search

Windsor holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £144 / night

£1,002 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Windsor

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £195 / night

£1,042 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £161 / night

£1,123 / week

1 / 14

Great rentals within 20 miles that match your search

Apartment rental in Windsor

Windsor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £121 / night

£842 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Windsor

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £178 / night

£1,203 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Windsor

Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £155 / night

£1,082 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Windsor

Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £155 / night

£1,082 / week

1 / 21

Great rentals within 20 miles that match your search

Windsor holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £102 / night

£682 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Windsor

Windsor apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £182 / night

£1,724 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £161 / night

£1,082 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £149 / night

£1,042 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home rental

Windsor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9
13 reviews

from £401 / night

£2,806 / week

1 / 43

Great rentals within 20 miles that match your search

Eton holiday apartment rental

Eton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £165 / night

£1,155 / week

1 / 15

Great rentals within 20 miles that match your search

Old Windsor holiday cottage rental

Old Windsor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
13 reviews

from £424 / night

£2,966 / week

1 / 33

Great rentals within 20 miles that match your search

Studio rental in Old Windsor

Old Windsor studio

  • Studio
  • 1 bathroom
  • sleeps 4
7 reviews

from £264 / night

£1,844 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Windsor

Windsor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
14 reviews

from £149 / night

£1,042 / week

1 / 51

Great rentals within 20 miles that match your search

Old Windsor holiday cottage rental

Old Windsor cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
15 reviews

from £1,145 / night

£6,870 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday cottage in Old Windsor

Old Windsor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £127 / night

£495 - £1,251 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Bracknell

Bracknell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £172 / night

£1,082 - £1,155 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday cottage rental

Old Windsor cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £802 / night

£4,008 - £6,573 / week

1 / 37

Great rentals within 20 miles that match your search

Apartment rental in Datchet

Datchet apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £184 / night

£1,283 / week

1 / 15

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