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

Close

View larger map

Also consider

Houses West Country
13,734 properties
Houses Northern England
7,868 properties
Cottages Cornwall
6,454 properties
Apartments London
5,981 properties
Houses South East England
5,064 properties
Cottages Devon
4,459 properties
Cottages Yorkshire
3,519 properties
Cottages East Anglia
2,658 properties
Cottages Cumbria
2,135 properties
Cottages Norfolk
1,932 properties
Houses Sussex
1,857 properties
Cottages Dorset
1,503 properties
Cottages Somerset
1,318 properties
Cottages East Sussex
1,236 properties
Cottages Cotswolds
1,163 properties
Greater London
1,064 properties
Cottages Isle of Wight
984 properties
Cottages Kent
954 properties

Berkshire

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

180 Holiday homes

(3) Excellent 

18

Holiday apartment in Maidenhead

Windsor and Maidenhead / Maidenhead

2 4 3 nights min

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

from £115 / night

£770 / week

Book View

from £115 / night

(28) 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
“Perfect” Absolutely stunning cottage. Everything you should need. Immensity comfortable beds, lovely furnishings and extremely attentive owners. Perfectly safe garden for children which is gated off from the road. Lovely external seating area and
…see more

from £135 / night

£945 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £135 / night

(25) Excellent 

Certificate of Excellence

18

Holiday cottage rental

Newbury / Enborne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £65 / night

£440 / week

Book View

from £65 / 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 £81 / night

£445 - £595 / week

Book View

Responds fast!
avg. 1 hour 34 minutes

from £81 / 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. 59 minutes

from £92 / night

(28) Excellent 

20

Holiday cottage in Waltham St Lawrence

Berkshire / Waltham St Lawrence

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 0 km
  • Child friendly

from £160 / night

£950 - £1,300 / week

Enquire View

from £160 / night

(10) 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
“Gorgeous house on the river” We had a fantastic stay in this lovely house; all the rooms are very large and comfortable, with some great views over the river.
…see more

from £500 / night

£2,800 - £3,500 / week

Book View

from £500 / night

14

Home rental in Finchampstead with shared pool

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £88 / night

£475 - £595 / week

Book View

Responds fast!
avg. 59 minutes

from £88 / night

(41) 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
“Little chauntry” The house is lovely, easily fitted in our family of five as doyble beds as 6 ft each House is very nicely decorated and jill was always prompt in replying to emails
…see more

from £115 / night

£805 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £115 / 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 33 minutes

from £105 / 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. 59 minutes

from £90 / night

(14) Excellent 

8

Lambourn holiday b&b rental

Berkshire / Lambourne

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

from £900 / night

£6,300 / week

Book View

from £900 / night

20

Holiday apartment in Reading

Berkshire / Reading

1 3 3 nights min

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

from £115 / night

£805 / week

Book View

from £115 / night

36

Studio rental in Old Windsor

Windsor / Old Windsor

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies

from £160 / night

£1,120 / week

Book View

from £160 / 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

(7) 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. 2 hours 52 minutes

from £125 / night

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 £85 / night

£555 / week

Book View

from £85 / 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 41 minutes

from £110 / night

(22) Very Good 

Certificate of Excellence

17

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“First class” Everything you could hope for, very glad I found it. The owner was most considerate and accommodating.
…see more

Certificate of Excellence

from £105 / night

£480 - £615 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £105 / night

13

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Private garden

from £122 / night

£850 / week

Book View

from £122 / night

(15) Excellent 

Certificate of Excellence

26

Windsor holiday lodge rental

Windsor and Maidenhead / Windsor

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden

Certificate of Excellence

from £230 / night

£1,610 / week

Book View

Responds fast!
avg. 1 hour 37 minutes

from £230 / night

(14) Very Good 

Certificate of Excellence

23

Eton holiday apartment rental

Windsor / Eton

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
“An exceptional property. Great location!!!” We had a lovely weeks stay in Eton. Close to Windsor, with a view of the castle. Lovely restaurants on the river, close to trains, shops & cafes. A lovely, romantic stay. A lovely, comfortable bed. Owner lov
…see more

Certificate of Excellence

from £149 / night

£1,043 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £149 / night

(3) Very Good 

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

from £85 / night

£445 - £595 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £85 / night

(8) Excellent 

Certificate of Excellence

26

Eton holiday home rental

Windsor / Eton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

Certificate of Excellence

from £175 / night

£1,225 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £175 / 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 - £1,250 / week

Book View

from £75 / night

12

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 7 nights min

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

from £110 / night

£700 - £1,100 / week

Book View

from £110 / 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 - £1,600 / week

Book View

from £120 / night

(14) Excellent 

Certificate of Excellence

21

Holiday home in Windsor

Windsor and Maidenhead / Windsor

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Welcoming Hosts” We had a fantastic time over the Christmas period in Windsor. Bridget and her husband were extremely welcoming and friendly. The house was furnished beautifully and cleaned to a very high standard. Thank you for the lovely food hamp
…see more

Certificate of Excellence

from £175 / night

£1,225 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £175 / night

12

Holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 7 nights min

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

from £125 / night

£770 - £1,200 / week

Book View

from £125 / night

(1) Excellent 

47

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 £250 / night

£1,750 / week

Book View

from £250 / night

(2) Excellent 

12

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
“Fantastic apartment. Highly recommend” Thanks to a flexible host, we arrived at the apartment a little earlier than planned. Great comms with host, never waiting very long for a reply to questions asked. Arrival instructions were perfect - no car p
…see more

from £88 / night

£616 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £88 / night

(9) Excellent 

24

Holiday farmhouse in Padworth

Berkshire / Padworth

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £140 / night

£910 / week

Book View

from £140 / night

(6) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £65 / night

£455 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from £65 / 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 - £1,200 / week

Book View

from £150 / 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 - £1,250 / week

Book View

from £75 / night

(3) 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

Book View

Responds fast!
avg. 2 hours 58 minutes

from £300 / night

(13) Excellent 

18

Holiday cottage in Holyport

Windsor and Maidenhead / Holyport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Fantastic stay” We had a fantastic stay for 2 nights in Elaine's cottage. It's exactly as described and we had no hesitation in recommending the cottage to anyone else considering to stay there. We really liked the location and the village which had
…see more

from £105 / night

£735 / week

Book View

from £105 / 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

Responds fast!
avg. 2 hours 58 minutes

from £250 / night

18

Holiday apartment in Maidenhead

Windsor and Maidenhead / Maidenhead

1 4 2 nights min

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

from £115 / night

£805 / week

Book View

from £115 / 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
“Homely Elegance” How lovely it was to arrive at such a charming and elegant cottage after a long flight. The owner gave us a warm welcome and nothing was too much trouble. The cottage is beautifully appointed and had everything we needed plus a few l
…see more

from £160 / night

£1,120 / week

Book View

from £160 / night

Top Destination reviews

Eton/Windsor
Lovely cottage, perfect location

We had a lovely 3 night stay in this delightful cottage. The cottage had everything we needed and the gorgeous welcome basket was much appreciated. It's ideally located for Windsor castle and restaurants and pubs. We did not use our car at all during the stay. We also had a day trip in to London just 45 mins on the train from Windsor station. We would highly recommendsee more
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle
Cottage in Windsor

We thoroughly enjoyed our stay. Our hosts were so welcoming and the cottage is very sweet. It’s position is perfect, so close to the Great Park, Windsor itself and yet tucked away in a beautiful corner. Would definitely stay again. … see more
Rose Cottage - Listed 16th Century Cottage
Wonderful cottage ideally located

We absolutely loved our stay in this beautiful cottage perfect for cosy nights in as a family with everything you need. The owner was very helpful and always on hand to help if needed would love to come and stay again. Windsor is a beautiful place to visit and you are ideally located for travel further afar we enjoyed a day in London and to Hampton court palace as well as exploring Windsor and eton. We highly recommend this cottage to anyonesee more
Beautiful two bedroom cabin located in woodland settings with large lake
Log cabin

Lovely place was working near by stayed here for a couple of weeks and my mate caught a big carp in the lake already recommended to another freind who I think has already booked he's fishing trip … see more
Pretty contemporary open plan cottage with open fire.
Very cosy and nice cottage

Very nice and cute house, beautiful from inside and outside. The front garden is worth making a picture. Inside the rooms are clean and beautiful with very comfortable beds and wonderfully soft and airy duvets. The cottage is located in a beautiful area with very English countryside at its best, church is next to, birds are chirping around and green farms along the way.see more
Beautiful spacious detached family home 10 mins to Legoland
Willow Court

Very clean and comfortable. Perfect accommodation for 4 adults and 3 children, plenty of space and the ensuite bedrooms was a bonus. It rained whilst we were there so couldn’t use the outside space, but this would add to a stay as there is plenty of outdoor room to relax and play safely. Would highly recommend this home for short or longer stays.see more