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Apartments in Windsor and Maidenhead and Houses – Holiday Lettings - Holiday Rentals Windsor and Maidenhead

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1,102 Holiday homes

Holiday apartment in Windsor

Windsor apartment

3 bedrooms / 2 bathrooms / sleeps 6

2

Responds fast! avg. 3 hours 0 minutes

from £150 / night

£1,048 / week

Holiday home in Windsor

Windsor house

2 bedrooms / 1 bathroom / sleeps 4

1

Responds fast! avg. 3 hours 0 minutes

from £126 / night

£882 / week

Old Windsor holiday cottage rental

Old Windsor cottage

5 bedrooms / 4 bathrooms / sleeps 10

13

from £745 / night

£5,210 / week

Eton holiday home rental

Eton house

2 bedrooms / 1 bathroom / sleeps 4

3

Responds fast! avg. 3 hours 29 minutes

from £205 / night

£1,435 / week

Home rental in Sunningdale

Sunningdale house

5 bedrooms / 4 bathrooms / sleeps 12

3

Responds fast! avg. 18 minutes

from £401 / night

£2,384 / week

Home rental in Maidenhead

Maidenhead house

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 53 minutes

from £126 / night

£882 / week

Maidenhead Riverside holiday cottage rental

Maidenhead Riverside cottage

1 bedroom / 1 bathroom / sleeps 3

1

from £86 / night

£602 - £831 / week

Maidenhead holiday home rental

Maidenhead house

2 bedrooms / 1 bathroom / sleeps 4

1

Responds fast! avg. 58 minutes

from £121 / night

£842 / week

Holiday apartment rental

Windsor apartment

2 bedrooms / 3 bathrooms / sleeps 6

1

from £258 / night

£1,804 / week

Apartment rental in Windsor

Windsor apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 0 minutes

from £138 / night

£962 - £1,263 / week

Apartment rental in Windsor

Windsor apartment

2 bedrooms / 2 bathrooms / sleeps 6

2

from £241 / night

£1,684 / week

Holiday apartment in Windsor

Windsor apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £194 / night

£1,355 / week

Home rental in Windsor with golf nearby

Windsor house

4 bedrooms / 3 bathrooms / sleeps 7

5

Responds fast! avg. 39 minutes

from £163 / night

£1,134 - £1,701 / week

Holiday cottage rental

Old Windsor cottage

4 bedrooms / 3 bathrooms / sleeps 12

8

from £722 / night

£3,893 - £6,458 / week

Holiday apartment with golf nearby in Ascot

Ascot apartment

3 bedrooms / 2 bathrooms / sleeps 6

2

from £149 / night

£1,043 / week

Studio rental in Old Windsor

Old Windsor studio

Studio / 1 bathroom / sleeps 4

4

from £184 / night

£1,283 / week

Windsor holiday apartment rental

Windsor apartment

2 bedrooms / 3 bathrooms / sleeps 4

from £102 / night

£682 / week

Windsor holiday apartment rental

Windsor apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £224 / night

£1,563 / week

Holiday home with golf nearby in Wraysbury

Wraysbury house

4 bedrooms / 3 bathrooms / sleeps 10

4

Responds fast! avg. 1 hour 9 minutes

from £344 / night

£2,519 - £2,863 / week

Old Windsor holiday studio rental

Old Windsor studio

Studio / 1 bathroom / sleeps 3

3

from £126 / night

£882 / week

Holiday b&b rental

Windsor b&b

3 bedrooms / 3 bathrooms / sleeps 6

2

from £115 / night

£802 / week

Holiday apartment in Windsor

Windsor apartment

2 bedrooms / 1 bathroom / sleeps 4

8

Responds fast! avg. 38 minutes

from £109 / night

£745 - £974 / week

Studio rental in Windsor with golf nearby

Windsor studio

Studio / 1 bathroom / sleeps 2

6

Responds fast! avg. 38 minutes

from £86 / night

£573 - £602 / week

Holiday townhouse in Windsor

Windsor townhouse

1 bedroom / 1 bathroom / sleeps 4

from £172 / night

£1,203 / week

Eton holiday apartment rental

Eton apartment

2 bedrooms / 1 bathroom / sleeps 5

17

from £171 / night

£1,195 / week

Holiday apartment rental

Windsor apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 0 minutes

from £138 / night

£882 / week

Holiday studio in Windsor

Windsor studio

Studio / 1 bathroom / sleeps 4

“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 friendly and feels like you are at home. Brilliant location. We went to Legoland and its literally ten mins away. We got a taxi into Windsor to see the castle and was only eight pounds which is cheaper than parking. Had a lovely stay and will not hesitate to go back again.

41

Responds fast! avg. 1 hour 5 minutes

from £189 / night

£1,323 / week

Holiday apartment in Windsor

Windsor apartment

2 bedrooms / 3 bathrooms / sleeps 6

3

from £224 / night

£1,563 / week

Maidenhead holiday chalet rental

Maidenhead chalet

1 bedroom / 1 bathroom / sleeps 2

from £69 / night

£481 - £567 / week

Apartment rental in Maidenhead

Maidenhead apartment

1 bedroom / 1 bathroom / sleeps 3

1

Responds fast! avg. 2 hours 20 minutes

from £86 / night

£602 / week

Old Windsor holiday cottage rental

Old Windsor cottage

3 bedrooms / 2 bathrooms / sleeps 7

9

from £287 / night

£2,004 / week

Home rental in Windsor

Windsor house

5 bedrooms / 4 bathrooms / sleeps 8

5

Responds fast! avg. 13 minutes

from £189 / night

£1,145 / week

Windsor holiday lodge rental

Windsor lodge

2 bedrooms / 1 bathroom / sleeps 5

17

Responds fast! avg. 1 hour 5 minutes

from £228 / night

£1,595 / week

Windsor holiday apartment rental

Windsor apartment

1 bedroom / 1 bathroom / sleeps 3

2

from £77 / night

£521 - £642 / week

Maidenhead holiday apartment rental

Maidenhead apartment

3 bedrooms / 3 bathrooms / sleeps 6

from £161 / night

£1,123 - £1,317 / week

Holiday home with golf nearby in Ascot

Ascot house

5 bedrooms / 3 bathrooms / sleeps 8

4

from £269 / night

£1,880 / week

Holiday cottage in Holyport

Holyport cottage

2 bedrooms / 2 bathrooms / sleeps 4

21

from £121 / night

£842 / week

Holiday apartment in Windsor

Windsor apartment

2 bedrooms / 2 bathrooms / sleeps 6

2

from £224 / night

£1,563 / week

Datchet holiday apartment rental

Datchet apartment

3 bedrooms / 2 bathrooms / sleeps 6

from £458 / night

£2,405 / week

Ascot holiday apartment rental

Ascot apartment

2 bedrooms / 2 bathrooms / sleeps 4

40

from £128 / night

£890 / week

Viewing 40 of 1,102
rentals in Windsor and Maidenhead

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Top Destination reviews

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
9 The Courtyard, Windsor
Easy going holidays

Excelent service and posission with private parking bay. Approachable owner. Very clean flat wiht many usefull futures. Recomented … see more
Central Windsor Apartment Facing The Castle
Excellent apartment beware of the stairs

The apartment itself was very well appointed and very clesn. It's location was excellent. However, there was no mention of the many steps to get to it and when travelling with two eighty year olds, one with a pacemaker, this was a drawback. Also the stairs inside the apartment were very steep and narrow. This aside, Jeremy was extremely helpful, finding us an extra parking space nearby as we had two cars. Would use the apartment again but would warn anyone else of the stairs.see more
Hampden Apartments - The Victoria
Beautiful, clean, modern apartment close to the centre of town

Jeremy's apartment is a lovely place to stay for Windsor or Ascot. We had a wonderful stay. The apartment is clean, modern and has everything you need. Jeremy was really helpful before our stay in confirming the presence of a few items in the apartment which was great. There is parking (although spaces quite tight if you have a large car) which was a bonus. Would definitely stay again and highly recommend!see more
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle
Lovely Rural Cottage

The lovely Victorian lodge was beautifully appointed and immaculate and provided our family with a great week’s holiday base for enjoying the sights of Windsor. A short walk from Great Windsor Park where we spent time every day. Just as nice to stay at home and enjoy the rural views, garden and outdoor dining setting. Hamish was a great host and knowledgeable about the area.see more
Stunning 5 Bedroom, 3 Bathroom House Centre of Royal Windsor
Great stay

We stayed here as a group of girls for my 40th for 2 night's. The property was exactly as per the advert. Suited our needs perfectly!! Garden could do with a bit of a tidy and some more furniture. Some of the windows are broken too. But apart from that it was exactly as described. 15 mins walk into town. And a short cab ride to Windsor races where we were going. Great locationsee more

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