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

Close

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

404 Holiday homes

(8) 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

from £300 / night

22

Eton holiday home rental

Windsor / Eton

2 4 2 nights min

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

from £149 / night

£1,043 / week

Book View

from £149 / 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 / week

Book View

from £500 / night

(30) 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

(27) Excellent 

20

Holiday cottage rental

Newbury / Enborne

2 4 2 nights min

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

from £70 / night

£440 / week

Book View

from £70 / night

18

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child friendly

from £95 / night

£650 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £95 / 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 / week

Book View

from £53 / night

(2) Very Good 

19

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary

from £131 / night

£915 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £131 / night

(6) Very Good 

29

Newbury holiday apartment rental

Berkshire / Newbury

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary

from £140 / night

£980 / week

Book View

Responds fast!
avg. 1 hour 57 minutes

from £140 / 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

Book View

Responds fast!
avg. 2 hours 41 minutes

from £125 / night

(2) Excellent 

10

Waltham St Lawrence holiday home rental

Berkshire / Waltham St Lawrence

7 18 min stay varies

  • 7 bedrooms
  • sleeps 18
  • min stay varies
  • Child friendly
  • Private garden

from £1,100 / night

£4,500 - £9,660 / week

Book View

from £1,100 / night

17

Holiday log cabin in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

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

from £115 / night

£595 - £795 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £115 / night

(12) 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 £150 / night

£1,050 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £150 / night

35

Holiday apartment in Reading

Berkshire / Reading

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Car not necessary

from £115 / night

£850 - £1,375 / week

Book View

from £115 / 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

(2) Excellent 

12

Holiday apartment rental

Windsor and Maidenhead / Windsor

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly

from £99 / night

£693 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from £99 / 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 £350 / night

£2,082 / week

Book View

Responds fast!
avg. 21 minutes

from £350 / 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 35 minutes

from £140 / night

5

Binfield holiday home rental

Berkshire / Binfield

3 7 4 nights min

  • 3 bedrooms
  • sleeps 7
  • 4 nights min
  • Child friendly

from £150 / night

£1,050 / week

Book View

from £150 / night

(1) Excellent 

19

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 6 2 nights min

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

from £210 / night

£1,470 / week

Book View

from £210 / night

(29) 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

Certificate of Excellence

from £105 / night

£480 - £630 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £105 / night

(1) Very Good 

16

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 £110 / night

£665 - £725 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £110 / night

7

Thatcham holiday b&b rental

Berkshire / Thatcham

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

from £99 / night

£693 / week

Book View

from £99 / 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 £325 / night

£2,275 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £325 / 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

15

Caversham holiday apartment rental

Reading / Caversham

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary

from £150 / night

£1,050 / week

Book View

from £150 / night

19

Binfield holiday apartment rental

Berkshire / Binfield

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Pet friendly
  • Private garden

from £125 / night

£850 / week

Book View

from £125 / 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 £115 / night

£595 - £795 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £115 / 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

5

Reading holiday apartment rental

Berkshire / Reading

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min

from £85 / night

£500 / week

Book View

Responds fast!
avg. 14 minutes

from £85 / night

(1) Excellent 

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

(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

(1) Excellent 

15

Holiday home in Shinfield

Reading / Shinfield

3 6 3 nights min

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

from £145 / night

£1,015 / week

Book View

Responds fast!
avg. 1 hour 57 minutes

from £145 / night

(19) Excellent 

23

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
“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 recommend

from £150 / night

£1,050 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

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 £100 / night

£700 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £100 / night

9

Apartment rental in Slough

Berkshire / Slough

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Car not necessary

from £82 / night

£635 / week

Book View

from £82 / 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 £125 / night

£675 - £795 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £125 / 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. 1 hour 57 minutes

from £140 / night

23

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary

from £89 / night

£595 - £1,050 / week

Book View

from £89 / night

24

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly

from £169 / night

£1,183 / week

Book View

from £169 / night

Top Destination reviews

A spaciously cosy quintessentially english cottage
Lovely little cottage perfectly located for legoland!

We stayed here for Friday and Saturday evening to go to legoland on the Saturday and had a lovely stay. The cottage is clean and tidy and it’s everything you need there for however long you plan to stay. There is also a lovely pub called the White Hart a minutes walk away which serves proper pub grub highly recommended and we will be back next year if we can find dates to work - thank you for a lovely stay!see more
Manor Cottage B&B
Affable Hosts and a comfortable accommodation.

We enjoyed our stay in Old Windsor largely because of the kindness of our hosts. Their home is beautiful and clean and they serve a wonderful breakfast. On-site parking was a plus. Close to restaurants and shops, Manor Cottage is well located. It is a short drive to the castle but a car is recommended,see more
The Wheelwrights
Visiting family

I was born in the area and it was a good base for visiting my family. The house was very presentable and suited our needs. Travelling to London and the surrounding area is no problem, in all a very good week. Thank you Sue & Steve we will be back. … see more
Little Chauntry - beautifully appointed 18th century cottage
Outstanding property in ideal location

The property is amazing. It's location is perfect and the amenities are outstanding. The information we received from the owners prior to our visit was great. Our stay was made especially memorable due to the owner's welcome pack especially the birthday bubbles. Would definitely stay at Little Chauntry again. Thank you Jill and Liz for an amazing stay.see more
Windsor Townhouse in Eton - "The Henley"
Excellent

Our weekend in Windsor was amazing it was celebrating my husbands 60th and sons 30th birthdays. The house surpassed our expectations, it is in an excellent location you can walk to everything. Robert the owner was very helpful throughout the booking process and was there to meet us on our arrival. We done the duck bus tour which was good value and enjoyed by all ages from a 7month baby, a 4 year old and 6 adults. We had Sunday lunch in Côte opposite which was also good. We all agreed it would be nice to visit Windsor again.see more
Central Windsor Apartment Facing The Castle
Birthday Weekend

Booked as a suprise for my daughters 18th Birthday for her and 5 friends.. they absolutely loved it.. fantastic location and views.. very clean and had lots little home comforts.. had a lot of people turn me away due to being a group of teenage girls and so glad they did.. couldn't of asked for a more perfect place and landlord very accommodating with early access to decorate.. easy to find and safe location.. great communication from start to finish.. Thank you see more

Also consider