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Viewing 40 of 55 rentals in Windsor and Maidenhead

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Holiday Lettings
> Europe
> United Kingdom
> England
> Berkshire
> Apartments and Cottages in Windsor and Maidenhead

Holiday Rentals in Windsor and Maidenhead - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
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.
Property type
  • House (1)
  • Apartment (9)
  • Cottage (3)
  • Chalet (1)

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1 Holiday homes

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Holiday home in Windsor

Windsor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £144 / night

£1,002 / week

1 / 14

These homes match some but not all of your filters.

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Maidenhead holiday chalet rental

Maidenhead chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £86 / night

£602 / week

1 / 7

Maidenhead holiday apartment rental

Maidenhead apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £149 / night

£1,042 / week

1 / 15

Holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £149 / night

£1,042 / week

1 / 27

Holiday apartment in Maidenhead

Maidenhead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £76 / night

£527 / week

1 / 13

Holiday home in Windsor

Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

1 review

from £155 / night

£1,082 / week

1 / 13

Holiday cottage in Maidenhead Riverside

Maidenhead Riverside cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

3 reviews

from £138 / night

£962 / week

1 / 17

Holiday home rental

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from £344 / night

£2,405 / week

1 / 42

Holiday home rental

Windsor house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Housekeeping Included

from £229 / night

£1,203 / week

1 / 14

Holiday apartment in Windsor

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £228 / night

£1,595 / week

1 / 17

Holiday home rental

Windsor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Housekeeping Included

13 reviews

from £401 / night

£2,806 / week

1 / 43

Holiday home rental

Eton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

1 filter does not match: Housekeeping Included

from £332 / night

£2,176 - £3,745 / week

1 / 29

Holiday home in Windsor

Windsor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Housekeeping Included

1 review

from £321 / night

£2,863 - £2,920 / week

1 / 30

Holiday home with golf nearby in Sunningdale

Sunningdale house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Housekeeping Included

1 review

from £2,475 / night

£7,861 - £22,181 / week

1 / 53

Eton holiday apartment rental

Eton apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £165 / night

£1,155 / week

1 / 15

Holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £228 / night

£1,595 / week

1 / 13

Eton holiday home rental

Eton house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

4 reviews

from £274 / night

£1,916 / week

1 / 13

Maidenhead holiday apartment rental

Maidenhead apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £201 / night

£1,317 / week

1 / 21

Holiday home in Windsor

Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

1 review

from £155 / night

£1,082 / week

1 / 21

Maidenhead Riverside holiday cottage rental

Maidenhead Riverside cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

1 review

from £109 / night

£762 / week

1 / 8

Holiday home in Eton

Eton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from £401 / night

£2,806 / week

1 / 7

Holiday home in Windsor

Windsor house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Housekeeping Included

from £327 / night

£2,279 / week

1 / 4

Holiday home in Maidenhead

Maidenhead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from £252 / night

£1,711 - £2,857 / week

1 / 51

Holiday home in Eton

Eton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from £241 / night

£1,684 / week

1 / 4

Windsor holiday home rental

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Housekeeping Included

from £275 / night

£1,867 - £2,809 / week

1 / 46

Holiday home in Maidenhead

Maidenhead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from £235 / night

£1,595 / week

1 / 30

Old Windsor holiday home rental

Old Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Housekeeping Included

from £241 / night

£1,684 / week

1 / 15

Holiday home rental

Old Windsor house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Housekeeping Included

from £1,374 / night

£9,618 / week

1 / 57

Holiday home in Old Windsor

Old Windsor house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Housekeeping Included

from £312 / night

£2,175 / week

1 / 14

Holiday home with golf nearby in Old Windsor

Old Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

from £196 / night

£682 - £1,724 / week

1 / 35

Cottage rental in Maidenhead Riverside

Maidenhead Riverside cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

2 reviews

from £109 / night

£762 / week

1 / 7

Holiday apartment in Maidenhead

Maidenhead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £109 / night

£762 / week

1 / 9

Old Windsor holiday home let

Old Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Housekeeping Included

from £367 / night

£2,565 - £3,937 / week

1 / 60

Apartment rental in Windsor

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £228 / night

£1,595 / week

1 / 18

Old Windsor holiday home rental

Old Windsor house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 13

1 filter does not match: Housekeeping Included

from £700 / night

£2,334 - £8,271 / week

1 / 59

Wraysbury ski home to rent.

Wraysbury house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Housekeeping Included

from £182 / night

£1,275 / week

1 / 27

Holiday home in Eton

Eton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Housekeeping Included

from £158 / night

£1,107 / week

1 / 16

Holiday home in Windsor

Windsor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from £296 / night

£2,068 / week

1 / 29

Holiday home in Eton

Eton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from £638 / night

£4,460 / week

1 / 26

Holiday home in Eton

Eton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Housekeeping Included

from £445 / night

£3,113 / week

1 / 24

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