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40 Holiday homes

Filters applied: City breaks

(6) Very Good 

25

Old Windsor holiday cottage rental

Windsor / Old Windsor

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great house for friends/family gatherings” Lovely spacious house, in a quiet road overlooking the river. Short walk to Wraysbury (pretty village) and Windsor a short drive away. The house was quirky and full of charm, as well as clean, modern and well
…see more

from £450 / night

£2800 - £3000 / week

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from £450 / night

(2) Excellent 

4

Home rental in Eton

Windsor / Eton

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £500 / night

£3500 / week

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from £500 / night

(12) Excellent 

16

Slough holiday apartment rental

Berkshire / Slough

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
“Perfect Stay” Loved our 3 night stay appartment exact same as in photos,felt safe in the secure block, owner met us on arrival and also text us to see what time we would be leaving on the day of departure, she did not rush us on the departure morning
…see more

from £139 / night

£899 - £969 / week

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from £139 / night

20

Old Windsor holiday cottage rental

Windsor / Old Windsor

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £190 / night

£1575 / week

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from £190 / night

23

Maidenhead holiday home rental

Windsor and Maidenhead / Maidenhead

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £125 / night

£875 / week

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from £125 / night

(5) Very Good 

12

Studio rental in Windsor with golf nearby

Windsor and Maidenhead / Windsor

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £65 / night

£455 / week

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from £65 / night

(5) Excellent 

40

Holiday cottage rental

Windsor / Old Windsor

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £500 / night

£2450 - £4130 / week

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from £500 / night

(7) Excellent 

16

Windsor holiday apartment let

Windsor and Maidenhead / Windsor

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £125 / night

£799 - £1150 / week

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from £125 / night

51

Home rental in Windsor

Windsor and Maidenhead / Windsor

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £162 / night

£1133 - £2003 / week

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from £162 / night

18

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary

from £94 / night

£645 - £925 / week

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from £94 / night

16

Holiday home rental

Berkshire / Reading

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden

from £95 / night

£665 / week

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from £95 / night

(12) Very Good 

45

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets

from £120 / night

£840 - £1050 / week

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from £120 / night

(4) Very Good 

22

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary

from £85 / night

£595 - £780 / week

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from £85 / night

(38) Excellent 

22

Holiday studio in Windsor

Windsor and Maidenhead / Windsor

Studio 4 2 nights min

  • Studio
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
“Wonderful place to stay” Have just stayed here for three nights and would recommend to anybody. It's lovely and has everything you need and a welcome basket is left for you with milk in fridge also. An excellent idea and there is nothing the owners ha
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from £120 / night

£740 / week

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from £120 / night

(5) Very Good 

10

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Ask about pets

from £91 / night

£637 / week

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from £91 / night

6

Maidenhead holiday chalet rental

Windsor and Maidenhead / Maidenhead

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly

from £60 / night

£420 - £665 / week

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from £60 / night

15

Maidenhead holiday apartment rental

Windsor and Maidenhead / Maidenhead

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly

from £140 / night

£980 - £2100 / week

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from £140 / night

(6) Excellent 

13

Slough holiday apartment rental

Berkshire / Slough

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
“Excellent location for legoland and windsor” Superb accommodation for short stay particularly with the kids. Nicely kept clean and tidy. Best is the location everything on our list was only 15- 20 min away. Great host too. Everything is taken care
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from £139 / night

£899 / week

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from £139 / night

(1) Excellent 

9

Holiday apartment in Slough

Berkshire / Slough

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £115 / night

£770 / week

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from £115 / night

(1) Excellent 

17

Eton holiday townhouse rental

Berkshire / Eton

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly

from £195 / night

£1350 / week

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from £195 / night

(37) Excellent 

24

Ascot holiday apartment rental

Windsor and Maidenhead / Ascot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 110 km
  • Child friendly
  • Car not necessary
“A good nights sleep” Was fortunate enough to have to stay over a month so it began to feel like home. The appartment was comfortable, warm and very quiet so you could get a good nights sleep. Even though the second bedroom was a single we still manage
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from £149 / night

£890 - £1800 / week

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from £149 / night

(1) Very Good 

13

Holiday home in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £123 / night

£700 - £750 / week

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from £123 / night

(35) Excellent 

52

Holiday home rental

Windsor and Maidenhead / Windsor

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
“Spacious, comfortable with every amenity and good location.” Immaculate home, with every extra. Owners were very helpful with directions and keys and suggestions of things to do. Pixie is a great house with plenty room to separate squabbling children
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from £162 / night

£1133 - £2003 / week

Enquire View

from £162 / night

15

Holiday home in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £95 / night

£650 - £825 / week

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from £95 / night

(12) Excellent 

25

Wokingham holiday home rental

Berkshire / Wokingham

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 120 km
  • Car not necessary
“Best place we have stayed in years” This beautifully renovated Georgian apartment was in an excellent location. Every room was fitted out to a very high specification. The overall tone was luxurious and relaxing. The owner gave us a very warm we
…see more

from £140 / night

£800 - £1080 / week

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from £140 / night

129

Holiday apartment in Reading

Berkshire / Reading

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary

from £105 / night

£660 - £998 / week

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from £105 / night

38

Home rental in Maidenhead

Windsor and Maidenhead / Maidenhead

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £125 / night

£875 / week

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from £125 / night

(13) Excellent 

24

Holiday townhouse in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
“Fantastic house, awesome location” A wonderful stay in a wonderful house, in a fantastic location, hidden away in the heart of Windsor & Eton. Beautifully appointed yet very useable, we stayed with extended family, used each and every floor but never
…see more

from £250 / night

£1500 / week

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from £250 / night

4

Reading holiday apartment rental

Berkshire / Reading

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £112 / night

£784 / week

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from £112 / night

(6) Excellent 

61

Holiday apartment in Reading

Berkshire / Reading

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary

from £180 / night

£1190 - £1715 / week

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from £180 / night

(1) Excellent 

163

Holiday apartment in Reading

Berkshire / Reading

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £95 / night

£600 - £910 / week

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from £95 / night

(1)  

11

Holiday apartment in Reading

Berkshire / Reading

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £90 / night

£630 / week

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from £90 / night

178

Reading holiday apartment rental

Berkshire / Reading

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 22 km
  • Child friendly
  • Car not necessary

from £89 / night

£560 - £756 / week

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from £89 / night

8

Holiday apartment in Maidenhead

Windsor and Maidenhead / Maidenhead

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly

from £75 / night

£525 - £1050 / week

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from £75 / night

11

Holiday apartment in Reading

Berkshire / Reading

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly

from £110 / night

£770 / week

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from £110 / night

10

Reading holiday apartment rental

Berkshire / Reading

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly

from £110 / night

£770 / week

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from £110 / night

(2)  

24

Windsor and Maidenhead / Maidenhead

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £100 / night

£700 / week

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from £100 / night

(1) Very Good 

13

Windsor and Maidenhead / Maidenhead

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary

from £66 / night

£460 / week

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from £66 / night

14

Windsor / Old Windsor

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly

from £120 / night

£840 / week

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from £120 / night

(1) Excellent 

5

Windsor and Maidenhead / Windsor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £129 / night

£900 / week

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from £129 / night

1