Cottages in Berkshire and Self catering accommodation - Holiday Rentals Berkshire - Holiday Lettings

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184 Holiday homes

(43) Excellent 

28

Holiday cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Private garden

from £115 / night

£805 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £115 / night

(30) Excellent 

22

Holiday home in Windsor

Windsor and Maidenhead / Windsor

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Private garden

from £135 / night

£945 / week

Book View

Responds fast!
avg. 1 hour 12 minutes

from £135 / night

(26) Excellent 

18

Holiday cottage rental

Newbury / Enborne

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly

from £65 / night

£440 / week

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from £65 / night

(4) Excellent 

5

Holiday home in Eton

Windsor / Eton

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly

from £300 / night

£2,000 / week

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from £300 / night

17

Holiday log cabin in Finchampstead

Wokingham / Finchampstead

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £105 / night

£545 - £725 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £105 / night

14

Home rental in Finchampstead with shared pool

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £85 / night

£445 - £595 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £85 / night

(10) Excellent 

15

Apartment rental in Maidenhead Riverside with shared pool

Maidenhead / Maidenhead Riverside

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool

from £53 / night

£365 - £400 / week

Book View

from £53 / night

5

Holiday home in Eton

Windsor / Eton

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £250 / night

£1,500 / week

Book View

from £250 / night

(28) Excellent 

20

Holiday cottage in Waltham St Lawrence

Berkshire / Waltham St Lawrence

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0 km
  • Child friendly

from £160 / night

£950 - £1,300 / week

Enquire View

from £160 / night

(3) Very Good 

Certificate of Excellence

14

Holiday chalet with shared pool in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £85 / night

£445 - £595 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £85 / night

(18) Excellent 

21

Holiday home in Windsor

Windsor and Maidenhead / Windsor

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £175 / night

£1,225 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £175 / night

(8) Excellent 

8

Holiday home in Cookham

Windsor and Maidenhead / Cookham

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

from £125 / night

£750 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from £125 / night

13

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

from £180 / night

£1,260 / week

Book View

from £180 / night

(3) Very Good 

14

Old Windsor holiday studio rental

Windsor / Old Windsor

Studio 3 1 night min

  • Studio
  • sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary

from £110 / night

£770 / week

Book View

Responds fast!
avg. 1 hour 5 minutes

from £110 / night

25

Studio rental in Old Windsor

Windsor / Old Windsor

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Private garden

from £150 / night

£1,050 / week

Book View

from £150 / night

(7) Excellent 

16

Windsor holiday apartment let

Windsor and Maidenhead / Windsor

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £150 / night

£799 - £999 / week

Book View

from £150 / night

(1) Excellent 

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 £110 / night

£770 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £110 / night

15

Holiday home in Shinfield

Reading / Shinfield

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly

from £150 / night

£825 - £1,245 / week

Book View

Responds fast!
avg. 1 hour 20 minutes

from £150 / night

14

Finchampstead holiday log cabin rental

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly

from £92 / night

£645 - £795 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £92 / night

16

Holiday home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £90 / night

£545 - £725 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £90 / night

(1) Excellent 

4

Holiday apartment rental

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £195 / night

£1,365 / week

Book View

from £195 / night

(3) Very Good 

17

Holiday home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly

from £88 / night

£575 - £795 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £88 / night

(1) Excellent 

22

Holiday guest house with golf nearby in Cookham Dean

Berkshire / Cookham Dean

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £110 / night

£700 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £110 / night

9

Home rental in Windsor

Windsor and Maidenhead / Windsor

5 8 2 nights min

  • 5 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £295 / night

£2,065 / week

Book View

Responds fast!
avg. 2 hours 6 minutes

from £295 / night

(12) 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

from £500 / night

£2,800 - £3,500 / week

Book View

from £500 / night

16

Home rental in Sunningdale

Windsor and Maidenhead / Sunningdale

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 110 km
  • Child friendly
  • Pet friendly

from £375 / night

£2,082 / week

Book View

from £375 / night

(14) 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

from £140 / night

£800 - £1,080 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £140 / night

16

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £195 / night

£1,365 / week

Book View

from £195 / night

(9) Excellent 

26

Eton holiday home rental

Windsor / Eton

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £175 / night

£1,225 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £175 / night

8

Newbury holiday apartment rental

Berkshire / Newbury

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly

from £140 / night

£980 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £140 / night

(5) Excellent 

33

Old Windsor holiday cottage rental

Windsor / Old Windsor

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £190 / night

£1,330 / week

Book View

from £190 / night

(2) Excellent 

15

Newbury holiday apartment rental

Berkshire / Newbury

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly

from £130 / night

£910 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £130 / night

(2) Excellent 

49

Holiday home rental

Berkshire / Cookham Dean

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £295 / night

£2,200 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £295 / night

(10) Very Good 

11

Holiday home in Cippenham

Slough / Cippenham

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Suitable for children age 5+
  • Private garden

from £72 / night

£500 / week

Enquire View

from £72 / night

(1) Excellent 

16

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly

from £195 / night

£1,365 / week

Book View

from £195 / night

39

Maidenhead holiday apartment rental

Windsor and Maidenhead / Maidenhead

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly

from £140 / night

£980 / week

Book View

from £140 / night

(1) Very Good 

16

Holiday cottage in Maidenhead Riverside

Maidenhead / Maidenhead Riverside

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly

from £120 / night

£840 - £950 / week

Book View

from £120 / night

12

Reading holiday apartment rental

Berkshire / Reading

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly

from £140 / night

£980 / week

Book View

from £140 / night

(1) Excellent 

8

Maidenhead Riverside holiday cottage rental

Maidenhead / Maidenhead Riverside

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Child friendly
  • Pet friendly

from £75 / night

£525 - £650 / week

Book View

from £75 / night

(1) Excellent 

12

Holiday b&b rental

Windsor and Maidenhead / Windsor

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min

from £100 / night

£700 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £100 / night

Top Destination reviews

Eton/Windsor
Immaculate cottage in a perfect location

The cottage was immaculately clean and beautifully presented. Excellent attention to detail, with a lovely welcome hamper and more than enough towels. The location is just perfect. In a secluded pretty lane just of Eton high street which is lovely and quiet. Yet less than 5 minutes walk from Windsor, the castle, the river, and all the bars, cafes and restaurants you could want. I would definitely return and recommend it as a place for everyone who wants a central location but not noisy! Thank you for a wonderful stay.see more
Self contained 1 bedroomed unit
Lovely

Had a lovely stay here, was nice and tidy, quite spacious and pretty newly furnished. Lesley was very welcoming and gave us all the information we needed about the place and about Windsor. … 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
Windsor/Eton 2 Bedroom apartment Central location
Windsor/Eton 2 Bedroom Apartment.

A fantastic apartment in a fabulous location. We were met by the owner who was very helpful and welcoming. The apartment is surrounded by nice restaurants and child friendly Pubs. … see more
2 bedroom Apartment
A very enjoyable stay

The apartment was as described and in very good order with everything we needed for our four day stay. We were visiting the area for Royal Ascot and we could not have been better placed. The apartment is brilliantly located for the racecourse. Approximately a 5 minute drive. Also the Lexion centre in Bracknell with it's excellent selection of shops, supermarket and restaurants was only a short drive away. Rashmi the owner could not have been more helpful. Thank you Rashmi, we really enjoyed our stay.see more
Pretty contemporary open plan cottage with open fire.
Beautiful cottage

We are just home from a fantastic break at this cottage for 4 nights. The location was perfect, cottage was stunning and ideal for our family of 4. The owner Helen was extremely helpful with any queries we had and the cottage was well equipped for all our needs. We loved that there was a pub next door with a great playpark, our 2 girls loved it. We visited Legoland twice 10 mins in car, close to Windsor and Marlow was stunning. We took the train into London approx an hour. We will definitely be backsee more