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Apartments in Windsor and Maidenhead and Houses – Holiday Lettings - Holiday Rentals Windsor and Maidenhead

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82 Holiday homes

Apartment rental in Windsor

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,595 / week

1 / 18

Holiday home rental

Windsor house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £229 / night

£1,203 / week

1 / 14

Holiday home in Eton

Eton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £241 / night

£1,684 / week

1 / 4

Holiday home in Eton

Eton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £401 / night

£2,806 / week

1 / 7

Holiday home in Windsor

Windsor house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £327 / night

£2,279 / week

1 / 4

Holiday home rental

Eton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from £332 / night

£2,176 - £3,745 / week

1 / 29

Old Windsor holiday apartment rental

Old Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,595 / week

1 / 19

Apartment rental in Old Windsor

Old Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,595 / week

1 / 12

Holiday guest house in Windsor

Windsor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £109 / night

£762 / week

1 / 4

Holiday apartment in Eton

Eton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £287 / night

£2,004 / week

1 / 37

Apartment rental in Maidenhead

Maidenhead apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£1,283 / week

1 / 4

Maidenhead holiday apartment rental

Maidenhead apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £212 / night

£1,340 / week

1 / 23

Holiday home rental

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £344 / night

£2,405 / week

1 / 42

Holiday studio in Windsor

Windsor studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £103 / night

£722 / week

1 / 9

Holiday penthouse in Windsor

Windsor penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £172 / night

£1,203 / week

1 / 29

Holiday apartment rental

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,595 / week

1 / 13

Cottage rental in Maidenhead Riverside

Maidenhead Riverside cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£762 / week

1 / 7

Holiday home with golf nearby in Old Windsor

Old Windsor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £542 / night

£1,626 - £5,332 / week

1 / 32

Holiday apartment with golf nearby in Windsor

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £155 / night

£1,082 / week

1 / 22

Holiday apartment in Eton

Eton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £287 / night

£2,004 / week

1 / 32

Old Windsor holiday home let

Old Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £384 / night

£2,681 - £4,409 / week

1 / 60

Holiday apartment in Windsor

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £144 / night

£916 - £1,082 / week

1 / 25

Holiday home in Windsor

Windsor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £310 / night

£2,290 - £2,920 / week

1 / 30

Holiday apartment in Maidenhead

Maidenhead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £76 / night

£527 / week

1 / 13

Windsor holiday home rental

Windsor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £275 / night

£1,867 - £2,809 / week

1 / 46

Holiday apartment in Maidenhead

Maidenhead apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £211 / night

£1,475 - £2,230 / week

1 / 28

Holiday home with golf nearby in Sunningdale

Sunningdale house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from £2,475 / night

£7,560 - £22,181 / week

1 / 53

Holiday home in Windsor

Windsor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £144 / night

£1,002 / week

1 / 14

Maidenhead Riverside holiday cottage rental

Maidenhead Riverside cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£762 / week

1 / 8

Holiday apartment in Windsor

Windsor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £228 / night

£1,595 / week

1 / 17

Maidenhead holiday chalet rental

Maidenhead chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £86 / night

£602 / week

1 / 7

Maidenhead holiday home rental

Maidenhead house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £229 / night

£1,603 / week

1 / 41

Holiday cottage in Windsor

Windsor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £163 / night

£1,213 - £2,898 / week

1 / 28

Holiday cottage in Eton

Eton cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £229 / night

£2,004 - £2,645 / week

1 / 25

Holiday home with golf nearby in Old Windsor

Old Windsor house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £234 / night

£739 - £2,292 / week

1 / 40

Holiday apartment in Maidenhead

Maidenhead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £126 / night

£856 - £1,562 / week

1 / 28

Holiday home with golf nearby in Old Windsor

Old Windsor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £196 / night

£619 - £1,724 / week

1 / 35

Holiday private room in Windsor

Windsor private room

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £132 / night

£802 - £1,123 / week

1 / 7

Holiday apartment in Windsor

Windsor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £228 / night

£1,592 - £2,022 / week

1 / 31

Holiday apartment in Maidenhead

Maidenhead apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £126 / night

£856 - £1,562 / week

1 / 16

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Top Destination reviews

The Loft Windsor is the perfect choice for business and leisure stays
Excellent location

Beautiful flat, excellent location, plenty of cupboards in bedroom for cases etc. 10 minute walk from centre. Very helpful owner. flat very clean and comfortable. We wont look for anywhere else to stay if we visit Windsor again. … see more
Duke Street B&B
Outstanding

The Duke Street B&B really is a jewel in the Crown of the Royal Borough, a friendly welcome, excellent facilities, spotlessly clean and the best breakfast in Windsor, Julia certainly takes pride in what she does and made our stay in Windsor even more enjoyable, perfect location with a short walk into town by the river. I would highly reccomend Duke St B&B to anyone visiting Windsorsee more
Thieves Garden - Serviced, Self Catering Apartment
Great Location

We had a lovely stay for 2 weeks. It is near the shops and restaurants/pub and public transport. Thanks a mill Andrew and Anne. … see more
9 The Courtyard, Windsor
Easy going holidays

Excelent service and posission with private parking bay. Approachable owner. Very clean flat wiht many usefull futures. Recomented … see more
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle
Lovely Rural Cottage

The lovely Victorian lodge was beautifully appointed and immaculate and provided our family with a great week’s holiday base for enjoying the sights of Windsor. A short walk from Great Windsor Park where we spent time every day. Just as nice to stay at home and enjoy the rural views, garden and outdoor dining setting. Hamish was a great host and knowledgeable about the area.see more
A magical and romantic getaway near Windsor Castle and beside Windsor Great Park
Romantic comfort

The Hideaway is very romantic accommodation that has all the home comforts, plus a warm welcome from Hamish and Susie. It is tucked away in very pretty grounds. We especially enjoyed the walled garden. It was more than we were looking to pay initially, but we didn't regret stretching the budget and will definitely return.see more

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