Updating

Holiday houses for rent in Windsor and Maidenhead

All filters

Filters (1)

Clear filters

216 houses

Holiday home in Windsor

Windsor house

2 bedrooms • 1 bathroom • sleeps 4

1 review

from £126 / night

£882 / week

1 / 21

Eton holiday home rental

Eton house

2 bedrooms • 1 bathroom • sleeps 4

4 reviews

from £205 / night

£1,435 / week

1 / 13

Home rental in Sunningdale

Sunningdale house

5 bedrooms • 4 bathrooms • sleeps 12

3 reviews

from £458 / night

£3,206 / week

1 / 16

Maidenhead holiday home rental

Maidenhead house

2 bedrooms • 1 bathroom • sleeps 4

1 review

from £172 / night

£1,203 / week

1 / 23

Home rental in Windsor with golf nearby

Windsor house

4 bedrooms • 3 bathrooms • sleeps 7

5 reviews

from £492 / night

£3,440 / week

1 / 54

Holiday home with golf nearby in Wraysbury

Wraysbury house

4 bedrooms • 3 bathrooms • sleeps 10

6 reviews

from £401 / night

£2,519 / week

1 / 33

Holiday home with golf nearby in Ascot

Ascot house

5 bedrooms • 3 bathrooms • sleeps 8

4 reviews

from £269 / night

£1,880 / week

1 / 13

Holiday home rental

Windsor house

4 bedrooms • 3 bathrooms • sleeps 7

1 review

from £294 / night

£2,052 / week

1 / 55

Holiday home in Old Windsor

Old Windsor house

4 bedrooms • 3 bathrooms • sleeps 7

3 reviews

from £573 / night

£4,008 / week

1 / 51

Holiday home in Knowl Hill

Knowl Hill house

3 bedrooms • 2 bathrooms • sleeps 6

from £287 / night

£2,004 / week

1 / 7

Holiday home in Windsor

Windsor house

3 bedrooms • 2 bathrooms • sleeps 6

“Absolutely wonderful - full of charm and character” A really lovely cottage - bursting with 16th Century character and charm. Tastefully modernised and beautifully decorated - clearly by someone who knows what they are doing! Lots of interesting nooks and crannies and a lovely conservatory. Very helpful owner and, as and added bonus, there is a very quiet and cosy pub across the road. Will definitely come back.

35 reviews

from £229 / night

£1,603 / week

1 / 23

Windsor holiday home rental

Windsor house

4 bedrooms • 3 bathrooms • sleeps 7

“Haven by the water” I stayed at Pixie Place for a week with friends last month and had a relaxing, peaceful week. We found booking the accommodation straightforward and the communication from the owners was excellent, they replied to our queries very promptly. Booking was easy and payment by PayPal was a safe and convenient method. The house is located by the river with beautiful views from the sitting room and a deck that was perfect for enjoying a drink on in the evenings. Whilst there we visited Windsor castle and watched the changing of the guard, the house was located perfectly so as to be near enough many attractions but still remote enough to enjoy a restful break. The furnishings in the property were plush and comfortable and all the included extras such as wifi and sky movies were a nice touch. Though we didn't make use of it this time, in future we thought it would be a good location to stay before a flight from Heathrow, as it is only a short drive away. Overall I would recommend a stay at this property to anyone looking for picturesque views and a country feel yet so convenient to get to the buzz of central London.

37 reviews

from £573 / night

£2,268 - £2,404 / week

1 / 44

Holiday home in Windsor

Windsor house

2 bedrooms • 1 bathroom • sleeps 4

1 review

from £119 / night

£831 / week

1 / 13

Holiday home in Windsor

Windsor house

1 bedroom • 1 bathroom • sleeps 2

1 review

from £114 / night

£794 / week

1 / 14

Ascot holiday home rental

Ascot house

4 bedrooms • 3 bathrooms • sleeps 8

from £343 / night

£2,397 / week

1 / 28

Ascot holiday home rental

Ascot house

10 bedrooms • 8 bathrooms • sleeps 31

from £3,287 / night

£20,570 - £22,857 / week

1 / 100

Holiday home in Woodside

Woodside house

4 bedrooms • 2 bathrooms • sleeps 8

from £654 / night

£3,727 - £4,122 / week

1 / 49

Holiday home rental

Windsor house

5 bedrooms • 2 bathrooms • sleeps 9

13 reviews

from £401 / night

£2,806 / week

1 / 43

Holiday home with shared pool in Sunningdale

Sunningdale house

9 bedrooms • 10 bathrooms • sleeps 16

from £3,017 / night

£19,225 - £23,358 / week

1 / 100

Holiday home with indoor pool in Sunningdale

Sunningdale house

10 bedrooms • 7 bathrooms • sleeps 24

from £3,292 / night

£20,610 - £21,136 / week

1 / 91

Holiday home in Old Windsor

Old Windsor house

3 bedrooms • 3 bathrooms • sleeps 7

from £186 / night

£1,300 / week

1 / 53

Holiday home rental

Windsor house

3 bedrooms • 2 bathrooms • sleeps 8

from £315 / night

£2,205 / week

1 / 42

Home rental in Maidenhead

Maidenhead house

3 bedrooms • 3 bathrooms • sleeps 6

from £118 / night

£825 / week

1 / 13

Holiday home with golf nearby in Sunningdale

Sunningdale house

6 bedrooms • 3 bathrooms • sleeps 14

1 review

from £1,024 / night

£3,070 - £16,559 / week

1 / 52

Home rental in Maidenhead

Maidenhead house

3 bedrooms • 2 bathrooms • sleeps 4

from £138 / night

£962 / week

1 / 27

Maidenhead holiday home rental

Maidenhead house

3 bedrooms • 2 bathrooms • sleeps 4

from £138 / night

£962 / week

1 / 26

Windsor holiday home rental

Windsor house

2 bedrooms • 1 bathroom • sleeps 6

from £118 / night

£819 - £1,103 / week

1 / 29

Holiday home rental

Eton house

3 bedrooms • 1 bathroom • sleeps 5

from £144 / night

£916 / week

1 / 16

Holiday home in Windsor

Windsor house

5 bedrooms • 2 bathrooms • sleeps 10

from £401 / night

£2,863 - £3,630 / week

1 / 30

Holiday home rental

Eton house

5 bedrooms • 4 bathrooms • sleeps 11

from £401 / night

£3,149 - £3,750 / week

1 / 29

Home rental in Windsor

Windsor house

2 bedrooms • 1 bathroom • sleeps 6

from £93 / night

£645 - £1,226 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in London

London house

3 bedrooms • 2 bathrooms • sleeps 7

from £217 / night

£1,519 - £1,903 / week

1 / 15

Weybridge holiday home rental

Weybridge house

4 bedrooms • 3 bathrooms • sleeps 8

from £401 / night

£2,806 / week

1 / 27

Holiday home in Walton-On-Thames

Walton-On-Thames house

1 bedroom • 2 bathrooms • sleeps 4

from £81 / night

£561 / week

1 / 7

Home rental in Twickenham

Twickenham house

2 bedrooms • 1 bathroom • sleeps 4

from £115 / night

£802 / week

1 / 7

Isleworth holiday home rental

Isleworth house

1 bedroom • 1 bathroom • sleeps 2

from £81 / night

£561 / week

1 / 7

Holiday home in Flackwell Heath

Flackwell Heath house

2 bedrooms • 1 bathroom • sleeps 2

from £115 / night

£802 - £4,809 / week

1 / 5

Holiday home in Isleworth

Isleworth house

5 bedrooms • 6 bathrooms • sleeps 11

from £630 / night

£3,893 - £7,901 / week

1 / 40

Home rental in Acton

Acton house

3 bedrooms • 1 bathroom • sleeps 8

from £207 / night

£1,260 / week

1 / 13

Holiday home in Watford

Watford house

3 bedrooms • 1 bathroom • sleeps 1

from £103 / night

£722 / week

1 / 3

×

Also consider