Apartments in Berkshire and houses – Holiday Lettings - Holiday Rentals Berkshire

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143 Holiday homes

(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

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from £150 / night

(32) 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

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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

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from £125 / night

(5) 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
“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

£3000 - £3200 / week

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from £450 / 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

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

(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

(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
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

£645 - £798 / week

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from £95 / 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

(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

(26) 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

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from £160 / 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

(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

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from £140 / night

(20) Excellent 

11

Apartment rental in Bracknell

Berkshire / Bracknell

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 112 km
  • Child friendly
“Small but perfectly formed!” We were attending a family wedding with 2 kids under 2, so this apartment was absolutely perfect for us. Great location, close to a good supermarket (and Starbucks!!) and in a quiet estate. The apartment itself was fully e  …see more

from £65 / night

£430 - £560 / week

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from £65 / 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

5

Holiday chalet in Finchampstead

Wokingham / Finchampstead

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
Situated in the lovely village of Finchampsted, Berkshire. This Luxury three-bedroom log cabin/chalet located in a beautiful woodland setting. This is an ideal location for visiting Berkshire and Hampshire. With easy access to London, Windsor etc. Close to both the M4 a  …see more

from £58 / night

£405 - £595 / week

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from £58 / 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 £79 / night

£550 - £660 / week

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from £79 / night

(17) Excellent 

18

Holiday cottage rental

Newbury / Enborne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

(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) Very Good 

24

Eton holiday apartment rental

Windsor / Eton

2 4 Min stay varies

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

from £160 / night

£1120 / week

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from £160 / 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

(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
Being once part of a 17th century farm the cottage has been recently refurbished but still retains its original character, the cottage has two bedrooms and a spacious open plan living area with a fully equipped Kitchen.  …see more

from £145 / night

£1120 - £1195 / week

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from £145 / 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

(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 £100 / night

£660 - £1275 / week

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from £100 / 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

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from £105 / night

10

Holiday apartment in Windsor

Windsor and Maidenhead / Windsor

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Car not necessary
New 1 bedroom apartment located in central Windsor. Only two minutes walk away from Windsor Castle, The Long Walk and also Windsor's restaurants and shops or just a 10-minute travel to LegoLand! The apartment is 35m2 and consists of one double bedroom, open pla  …see more

from £89 / night

£623 / week

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from £89 / night

(2) Excellent 

11

Holiday home with golf nearby in Ascot

Windsor and Maidenhead / Ascot

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
Secluded Luxury Property - set within idyllic golf course. Benefiting from use of the course and club house facilities, bar,sauna,restaurant and gym.5 bedrooms 2 ground floor bedrooms with en suites, 3 further bedrooms to first floor with a family bathroom.Entra  …see more

from £153 / night

£1071 - £1880 / week

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from £153 / 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

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from £120 / 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
Riverside,"Pixie Place", detached house, luxuriously furnished,, 4 bedrooms, it is located in Royal Borough of Windsor, West London, U.K. Royal Windsor is the first choice town for international tourists visiting the United Kingdom. We are pleased to offer fo  …see more

from £162 / night

£1133 - £2003 / week

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from £162 / 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

(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
Chateau Gato is a tranquil riverside haven nestled on a secluded leafy bend of the River Thames in Wraysbury. Minutes from the historic town of Windsor and the academic town of Eton. Chateau Gato provides the perfect retreat with a homely and charming atmosphere, a pea  …see more

from £500 / night

£2450 - £4130 / week

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from £500 / night

9

Holiday home in Maidenhead

Windsor and Maidenhead / Maidenhead

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
This welcoming family home is close to the town centre and Maidenhead train station (both 10 minute walk), cinema, restaurants, shops, the leisure centre and supermarkets. You’ll love it here because of the fantastic location, the beautiful garden (including a gre  …see more

from £85 / night

£495 - £775 / week

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from £85 / night

(6) Excellent 

13

Slough holiday apartment rental

Berkshire / Slough

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
“Excellent location for legoland and windsor” Superb accommodation for short stay particularly with the kids. Nicely kept clean and tidy. Best is the location everything on our list was only 15- 20 min away. Great host too. Everything is taken care  …see more

from £139 / night

£899 / week

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from £139 / 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

(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

6

Holiday home in Sunninghill

Ascot / Sunninghill

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
My new house has a purpose built SC wing for visiting family. It is situated in my lovely garden and close to supermarket 10 mins on foot, ditto mainline station, banks, restaurants etc. It had a mini kitchen, use of washing machine, sitting out or sitting in downs  …see more

from £180 / night

£720 / week

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from £180 / night

(9) 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
“Great Holiday” We found the house to be very clean, well furnished and very comfortable. The location is ideally placed to spend time visiting London. We found the area a clean, quiet residential area with easy access to the M4/M25. Julie was very  …see more

from £70 / night

£442 - £575 / week

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from £70 / 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

(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
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 £125 / night

£750 / week

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from £125 / night

(3) 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

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from £115 / night