Estates in Berkshire and cottages – Holiday Lettings - Holiday Rentals Berkshire

Close

View larger map

Also consider

Europe Holidays
424304 properties
United Kingdom Holidays
57722 properties
England Holidays
42200 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Houses Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Houses Dorset
819 properties
Houses Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Houses Somerset
610 properties
Houses Kent
557 properties
Houses Sussex
770 properties
Houses Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Houses Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Windsor and Maidenhead
61 properties
Flats Reading
29 properties
Estates Slough
14 properties
Houses Wokingham
9 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

150 Holiday homes

Travellers going to Berkshire are booking May dates now. Secure your holiday home today and have the perfect trip.

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

Book View

from £190 / 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

Book View

from £140 / 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

Book View

from £139 / night

(27) Excellent 

20

Holiday cottage in Waltham St Lawrence

Berkshire / Waltham St Lawrence

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
“Delightful accommodation with high specification features” A light airy barn conversion with high quality fittings and design features, this property is close to major towns such as Maidenhead and Reading but has a truly rural feel. Situated on a sec  …see more

from £160 / night

£950 / week

Enquire View

from £160 / night

(6) Excellent 

18

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
“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

from £150 / night

£1050 / week

Book View

from £150 / night

(33) 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
“Fantastic cottage” We had a lovely stay and would recommend to anyone. Peaceful surroundings with a nice garden . Very well appointed .  …see more

from £105 / night

£735 / week

Book View

from £105 / night

(14) Excellent 

40

Holiday home in Windsor

Windsor and Maidenhead / Windsor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“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 no  …see more

from £125 / night

£875 / week

Book View

from £125 / night

(2) Average 

11

Holiday home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly

from £95 / night

£645 - £798 / week

Book View

from £95 / night

(18) Excellent 

18

Holiday cottage rental

Newbury / Enborne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

from £65 / night

£440 / week

Book View

from £65 / night

(4) 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
“Plesant Stay” Lovely apartment to stay with family,rooms were clean and with good amenities.It has nice kids play area,spacious sitting area with good Wi-Fi connection.  …see more

from £115 / night

£675 / week

Book View

from £115 / 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

Book View

from £85 / 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 £100 / night

£650 - £1170 / week

Book View

from £100 / 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

Book View

from £115 / 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

Book View

from £500 / night

(5) 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

Book View

from £450 / night

(12) Excellent 

24

Holiday cottage in Windsor

Windsor and Maidenhead / Windsor

2 4 4 nights min

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

from £145 / night

£1120 - £1195 / week

Book View

from £145 / night

(8) 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
“Very comfortable home from home” Stayed here when we were walking the Thames Path from Reading to Maidenhead over 4 days. Very well equipped and a perfect place to return to in the evenings. Food at the local pub very good. Owner very helpful and welc  …see more

from £105 / night

£845 - £920 / week

Book View

from £105 / night

(1) 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

from £125 / night

(7) Excellent 

15

Apartment rental in Maidenhead Riverside with shared pool

Maidenhead / Maidenhead Riverside

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+

from £66 / night

£385 - £435 / week

Book View

from £66 / night

(4) Excellent 

16

Windsor holiday home rental

Windsor and Maidenhead / Windsor

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
“Quite simply a delight” Liam the gentleman who owns the cottage, could not have done anymore for us on arrival and the cottage is every bit as good as it looks - a lovely week - "Thank you" David & Yvonne  …see more

from £79 / night

£550 - £660 / week

Book View

from £79 / night

(1) Excellent 

14

Holiday home with tennis court in Newbury

Berkshire / Newbury

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly

from £800 / night

£4000 - £7760 / week

Book View

from £800 / night

5

Holiday chalet in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly

from £58 / night

£405 - £595 / week

Book View

from £58 / 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 £175 / night

£1195 - £1350 / week

Book View

from £175 / night

(37) Excellent 

23

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  …see more

from £120 / night

£740 / week

Book View

from £120 / night

30

Holiday home in Hurley

Maidenhead / Hurley

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly

from £1200 / night

£3400 - £6250 / week

Book View

from £1200 / night

9

Apartment rental in Windsor

Windsor and Maidenhead / Windsor

2 4 3 nights min

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

from £125 / night

£550 / week

Book View

from £125 / night

12

Slough holiday apartment accommodation

Berkshire / Slough

1 3 3 nights min

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

from £45 / night

£315 / week

Book View

from £45 / 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

£599 - £850 / week

Book View

from £125 / night

(1) Very Good 

6

Holiday apartment in Slough

Berkshire / Slough

2 4 4 nights min

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

from £130 / night

£840 / week

Book View

from £130 / night

(15) Very Good 

13

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

from £86 / night

£465 - £600 / week

Book View

from £86 / 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

Book View

from £500 / night

(12) 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
“Excellent” The house was pristine, breakfast was wonderful and the farm was beautiful. Only question we had was what type of bird that was in the shed with the calves?  …see more

from £900 / night

£6300 / week

Book View

from £900 / 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 £119 / night

£700 - £850 / week

Book View

from £119 / 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 - £1050 / week

Book View

from £75 / 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

Book View

from £162 / night

(3) Very Good 

18

Eton holiday home rental

Windsor / Eton

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
“Perfect place to stay.” Stayed 16-19th August 2016. From booking to until we had to return home Bridget could not do enough for us. 2 adults and 2 children (8&9years old), house is absolutely fabulous. So well finished and comfortable. Location is per  …see more

from £150 / night

£1050 / week

Book View

from £150 / 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

Book View

from £90 / night

(7) Excellent 

24

Holiday farmhouse in Padworth

Berkshire / Padworth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“A lovely house, with a great kitchen and gardens.” A warm welcome, great value and good facilities. All the mod cons you would expect from a hotel, but with all the added home comforts of a holiday home. We could only stay for one night but would ha  …see more

Pricing unknown

Enquire View

Pricing unknown

(2) Excellent 

15

Newbury holiday apartment rental

Berkshire / Newbury

2 4 1 night min

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

from £125 / night

£875 / week

Book View

from £125 / night

(2) Excellent 

10

Waltham St Lawrence holiday home rental

Berkshire / Waltham St Lawrence

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
  • Child friendly
  • Private garden

from £1100 / night

£4500 - £10600 / week

Book View

from £1100 / night

Top Destination reviews

The Old Wharf Cottage - Riverside Living with Private Pool
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 equipped. The sun room at the back overlo … see more
Beautiful detached family home 10 mins to Legoland
Excellent house absolutely ideal for a visit to Legoland.

The house was excellent... great facilities...comfortable.... well equipped ...ideal for us with our three small grandchildren. It actually exceeded our expectations and we would certainly recommend it to others. Justina was so helpful and we appreci … see more
Windsor Town Centre -Serviced Cottage
Quite simply a delight

Liam the gentleman who owns the cottage, could not have done anymore for us on arrival and the cottage is every bit as good as it looks - a lovely week - "Thank you" David & Yvonne … see more
Palm Tree Cottage apartment
Mr

Fantastic find for our trip to Legoland at Windsor. Great position near Sainsbury and only 15 mins from Legoland. Nice and clean , instructions for everything and very comfortable. The apartment has everything you would need and instructions from let … see more
Rivington Apartments
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 which was nic … see more
Windsor Garden Studio. Only 5 minutes from Legoland, Lapland UK & town centre.
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 have not thought of. Very … see more
1