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

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Berkshire

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141 Holiday homes

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

(31) 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
“Quality accommodation with high specification fitments” Only a mile or so from Junction 7 of the M4, this cottage has a rural feel tucked away with a small number of other properties. The accommodation has been delightfully decorated throughout with  …see more

from £105 / night

£735 / week

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from £105 / 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
Outside is a lovely garden, with Lutyens benches, a BBQ, and a Pergola /patio area with seating for 8+,  …see more

from £190 / night

£1575 / week

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from £190 / 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

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from £125 / night

(1)  

10

Holiday home in Finchampstead

Wokingham / Finchampstead

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
We have luxury 3 bedroom chalets set in the beautiful village of Finchampstead. This woodland park is situated on the 100 acre estate of California Country Park. Within the estate you will find the magnificent Longmoor Lake which runs parallel to the park. Beautiful wal  …see more

from £95 / night

£665 - £798 / week

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from £95 / night

5

Binfield holiday home rental

Berkshire / Binfield

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
New decorated and furnished property. Property is clean and includes clean, fresh bedding and towels. Fully functional kitchen with tea, coffee. Wifi access and BT Vision with sports packages. Golf courses nearby: Blue Mountain Golf Centre, Downshire Golf Complex, T  …see more

from £150 / night

£1050 / week

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from £150 / 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
9 The Courtyard is just steps from Windsor Castle and all the amenities of the town - yet it is situated in a secluded courtyard setting behind the High Street. Sleeping four people in comfort with secure private parking - although a car is not necessary.  …see more

from £85 / night

£595 - £780 / week

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from £85 / night

(1) Excellent 

17

Eton holiday townhouse rental

Berkshire / Eton

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
Three/Four bedroom townhouse, Eton Location, All bills included, parking, Flatscreen TV, Wireless High Speed Internet Connection  …see more

from £175 / night

£1195 - £1350 / week

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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
Spacious apartment on the second floor of this executive apartment block. Electric gates to private parking area. Two bedrooms and two bathrooms.  …see more

from £125 / night

£599 - £850 / week

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from £125 / night

(8) Very Good 

24

Eton holiday apartment rental

Windsor / Eton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Great flat in great location” Wonderfully appointed and homely flat in a wonderfully central location. Great restaurants, pubs and shops right on the doorstep and only a stones throw from the river. Can't ask for much more than that !  …see more

from £160 / night

£1120 / week

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from £160 / 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
Ideal for short corporate lets, family holidays, visiting Windsor and surrounding area. Amazing riverside bars and restaurants.  …see more

from £125 / night

£799 - £1275 / week

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from £125 / night

(4) Very Good 

26

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 £450 / night

£3000 - £3200 / week

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from £450 / night

(1) Excellent 

9

Holiday apartment in Slough

Berkshire / Slough

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Modern, fully furnished and serviced apartment in central Slough, close to all transport links and the town centre.  …see more

from £115 / night

£770 / week

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from £115 / 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
The Clockhouse is full of charm and character. There is a large bedroom/living room which features a double bed and an extra bed can be arranged if required. The comfortable bedroom has ample wardrobe space. There is a shower room on the ground floor, featuring a shower  …see more

from £120 / night

£840 - £1050 / week

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from £120 / night

(2) Very Good 

9

Holiday home in Eton

Berkshire / Eton

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Two bedroom cottage with garden just off Eton High Street just a short walk to Windsor and Eton Bridge and nearby restaurants and shops plus the train station. One double and one twin bedroom, one bathroom and lovely open plan kitchen / dining room with separate galley  …see more

from £125 / night

£685 - £785 / week

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from £125 / night

8

Holiday home in Cookham Dean

Berkshire / Cookham Dean

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Our little chocolate box cottage is newly refurbished with an open plan living room and kitchen and an open fire. Cookham is a beautiful bustling typical English village with all the amenities and many lovely pubs and restaurants and easily accessible from London Paddin  …see more

from £110 / night

£700 - £750 / week

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from £110 / night

(16) Excellent 

18

Holiday cottage rental

Newbury / Enborne

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
Quiet cottage in Rural area with plenty of walks, good local pubs and restaurants. Mainline Rail 1 mile (Paddington 1 hour) Convenient to Oxford Southampton (30mins)London Bath (60mins). Newbury racecourse, Highclere castle, Stonehenge, Windsor castle all accessible.&l  …see more

from £65 / night

£440 / week

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from £65 / night

(7) Very Good 

13

Holiday apartment accommodation

Windsor and Maidenhead / Windsor

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
My lovely apartment is advertised for short term lettings (maximum one month stay) and features: - Car parking space - Sofa bed for an additional 2 adults - Sky TV & Wifi - Less than 1 minute walk to the town centre - 5 minutes drive to Legoland The apartment has  …see more

from £90 / night

£600 - £670 / week

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from £90 / 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
Charming two bedroom holiday cottage in Windsor. Double bedroom and second bed room with twin beds (pull out). Two sofas (one is a sofa bed) and dining table with four chairs. Walk to town in 3 minutes. Fully equipped kitchen. Small Patio area to rear.<br />Two be  …see more

from £119 / night

£700 - £850 / week

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from £119 / night

(4) 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
“Brilliant place to stay” We stayed in Windsor at Bridget and Tony's place. The home was beautiful, central to everything, the photos don't do it justice. we flew in from Australia that morning and came straight from Heathrow. It was an easy cab ride  …see more

from £150 / night

£1050 / week

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from £150 / night

(3) 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 £85 / night

£595 - £660 / week

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from £85 / 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
The Kennet Apartments are conveniently situated in Reading town centre. This secure residence offer's our visitors an exclusive and comfortable stay. Apartments are fully-furnished to a high standard with parking, HD TV and free Wi-Fi. The living areas are spacio  …see more

from £150 / night

£1050 / week

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from £150 / 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
Modern spacious 1 bedroom ground floor apartment, conveniently situated within 15/20mn walk to Windsor town centre. Close to Legoland, Windsor Racecourse and within 5mn walk to convenience store.  …see more

from £81 / night

£567 / week

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from £81 / night

(3) Excellent 

30

Holiday home with golf nearby in Cookham

Windsor and Maidenhead / Cookham

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Great place to stay. Wish we stayed longer.” First the owner is great. Could not do enough to make your stay as the best it could be. Cottage was ideal. Well equipped, clean and tidy. Plenty of places a small walk away to eat if you don't want to cook  …see more

from £100 / night

£700 / week

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from £100 / night

(26) Excellent 

20

Holiday cottage in Waltham St Lawrence

Berkshire / Waltham St Lawrence

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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

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from £160 / night

30

Holiday home in Hurley

Maidenhead / Hurley

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Enjoy a family gathering or friends reunion in this beautiful stylish home. Equipped with all you could need for a special occasion. Situated in a pretty 'no through access' village with a wonderfully active community. The property has stunning gardens inclu  …see more

from £1200 / night

£3400 - £6250 / week

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from £1200 / night

(3) Very Good 

12

Holiday bungalow in Datchet

Windsor and Maidenhead / Datchet

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Ask owner if suitable for children
  • Private garden
Very secure, modern with high speed WiFi. Large gardens and gated parking. Close to Heathrow, Windsor, LEGOLAND.  …see more

from £100 / night

£650 / week

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from £100 / 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
This is a stunning, designer house sleeping 13-15 guests which is available for holiday or short let rental in a wonderful setting in one of the most desirable areas of England within easy reach of London and the South West, and Cotswolds. It is perfect for any family w  …see more

from £800 / night

£4000 - £7760 / week

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from £800 / 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

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from £86 / 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
Modern, comfortable fully equipped one bedroom cottage. Suitable for short to medium term lets. Sleeps 2, (plus child on sofa bed). Tastefully converted stable, looking out onto fields and lakes. Off street parking, free wifi, laundry. Weekly service included in price.  …see more

from £75 / night

£525 - £1050 / week

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from £75 / 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
Lovely two bedroom cottage, central Windsor, off-road parking. Two bedrooms (one double one twin), new bathroom, combined living/dining room, Fat screen TV, SKY TV. Enclosed patio garden.<br />Two bedroom cottage, central Windsor, parking. Sky TV, broadband, Short  …see more

from £95 / night

£650 - £825 / week

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from £95 / night

(2) Average 

25

Home rental in Maidenhead

Windsor and Maidenhead / Maidenhead

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Maidenhead charming holiday rental house, traditional period English house, sleeps 6. Near Windsor, Eton, Henley, Marlow, Ascot, Legland, Thorpe ParkNear town center and train station.  …see more

from £100 / night

£700 / week

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from £100 / 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
Charming 2 bedroom cottage within grounds of Sheephouse Manor,16th century farmhouse. Sleeps up to 5, (3 adults and 2 children). Suitable for short to medium lets for professionals and families alike. Cosy and comfortable cottage for lets of 1 week or longer. Ideal loca  …see more

from £120 / night

£840 - £1400 / week

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from £120 / 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+
New, spacious, sunny apartment in the leafy Riverside area of Maidenhead. Located in a quiet cul-de-sac, on the first floor, with Private Entrance and Off-street Parking. Ideal for runners and walkers, with direct access to the beautiful Thames Path. Walking distance  …see more

from £66 / night

£385 - £435 / week

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from £66 / 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

15

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
A quirky two bedroom two bathroom apartment in a former convent about one mile from Windsor town centre. This apartment is set in lovely grounds and has plenty of parking.  …see more

from £120 / night

£675 - £925 / week

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from £120 / 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

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from £150 / night

11

Windsor holiday apartment rental

Windsor and Maidenhead / Windsor

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
This beautiful character Central Windsor apartment with high ceilings and wooden floors is in a great location close to everything! ...Windsor Castle, beautiful crisp river walks, Alexandra Gardens, Eton College, train stations, bus routes and tucked away just a few min  …see more

from £99 / night

£599 - £809 / week

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from £99 / 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

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Pricing unknown

(20) Excellent 

11

Apartment rental in Bracknell

Berkshire / Bracknell

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 112 km
  • Child friendly
“Nice location” Enjoyed our stay here, the cottage had everything we needed and it was very clean and comfortable. A very quiet location with a supermarket and coffee shop very close. We would stay here again.  …see more

from £65 / night

£430 / week

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from £65 / night

6

Maidenhead holiday chalet rental

Windsor and Maidenhead / Maidenhead

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
Our studio chalet, offers a modern comfortable base for professionals and couples. If you are looking for short to medium term accommodation we are happy to help. Whether in between houses, moving into the area on business or on vacation, Cottage 1 has the answer. Off s  …see more

from £60 / night

£420 - £665 / week

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from £60 / night

Top Destination reviews

Rose Cottage - Listed 16th Century Cottage
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 nooks and crannies and a lovely conservatory. Very … see more
The Wheelwrights
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 secure site (keypad gate to property), the gardens are well t … see more
Little Chauntry
Quality accommodation with high specification fitments

Only a mile or so from Junction 7 of the M4, this cottage has a rural feel tucked away with a small number of other properties. The accommodation has been delightfully decorated throughout with carefully placed design touches. The kitchen and loung … see more
WEST LONDON,ROYAL WINDSOR,RIVERSIDE,LEGOLAND,WiFi
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 and a safe garden in which they can play. There are three … see more
Kings House Wokingham
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 welcome and was most helpful. This … see more
The Old Wharf Cottage - Riverside Living
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