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Holiday lettings in Windsor

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Choose from 1,965 holiday lettings and homes for your trip!

Best-rated holiday lettings in Windsor

Discover holiday rentals with top-notch guest ratings

Cottage Windsor
from £306 per night
6 guests ∙ 3 bedrooms

Cottage

5.0
Outstanding(115 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £210 per night
House ∙ 7 guests ∙ 3 bedrooms

177 m² House

4.9
Outstanding(26 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £160 per night
House ∙ 6 guests ∙ 3 bedrooms

812 m² House

4.5
Excellent(12 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Pet-friendly rentals in Windsor

Explore best dog-friendly accommodation offers and enjoy holidays with your pet

Apartment Windsor
from £84 per night
Apartment ∙ 2 guests ∙ 1 bedroom

50 m² Apartment

Windsor, Windsor and Maidenhead, United Kingdom
Pet-friendly
HomeToGo
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House Windsor
from £284 per night
8 guests ∙ 5 bedrooms

House

3.7
Good(3 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Pet-friendly
Vrbo
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House Windsor
from £132 per night
8 guests ∙ 3 bedrooms

House

Windsor, Windsor and Maidenhead, United Kingdom
Pet-friendly
Vrbo
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See all pet-friendly offers

Holiday cottages with pool in Windsor

Discover best holiday homes and cottages with pool in Windsor

Apartment Windsor
from £122 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

24 m² Apartment

4.8
Outstanding(26 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Pool
Vrbo
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House Windsor
from £827 per night
House ∙ 20 guests ∙ 9 bedrooms

230 m² House

Windsor, Windsor and Maidenhead, United Kingdom
Pool
Vrbo
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Apartment Windsor
from £164 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

40 m² Apartment

Windsor, Windsor and Maidenhead, United Kingdom
Pool
Vrbo
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See all offers with pool

Best holiday rental offers in Windsor

Apartment Windsor
from £84 per night
2 guests ∙ 1 bedroom

Apartment

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £172 per night
10 guests ∙ 6 bedrooms

House

3.1
(28 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £170 per night
5 guests ∙ 3 bedrooms

House

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Apartment Windsor
from £113 per night
4 guests ∙ 2 bedrooms

Apartment

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Apartment Windsor
from £152 per night
6 guests ∙ 3 bedrooms

Apartment

5.0
Outstanding(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Windsor
from £299 per night
9 guests ∙ 6 bedrooms

House

4.6
Excellent(19 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Apartment Windsor
from £162 per night
4 guests ∙ 2 bedrooms

Apartment

4.0
Very good(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £216 per night
9 guests ∙ 4 bedrooms

House

5.0
Outstanding(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Windsor
from £851 per night
12 guests ∙ 6 bedrooms

House

5.0
Outstanding(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £72 per night
2 guests ∙ 1 bedroom

House

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Houseboat Windsor
from £139 per night
Houseboat ∙ 6 guests ∙ 3 bedrooms

80 m² Houseboat

4.7
Excellent(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £140 per night
4 guests ∙ 3 bedrooms

House

4.0
Very good(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Windsor
from £377 per night
8 guests ∙ 4 bedrooms

House

4.5
Excellent(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Windsor
from £263 per night
House ∙ 10 guests ∙ 5 bedrooms

149 m² House

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Apartment Windsor
from £216 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

110 m² Apartment

5.0
Outstanding(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £268 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Apartment Windsor
from £120 per night
3 guests ∙ 2 bedrooms

Apartment

4.0
Very good(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Apartment Windsor
from £84 per night
Apartment ∙ 3 guests ∙ 1 bedroom

46 m² Apartment

4.9
Outstanding(12 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £196 per night
5 guests ∙ 4 bedrooms

House

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Cabin Windsor
from £112 per night
5 guests ∙ 2 bedrooms

Cabin

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Apartment Windsor
from £223 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

95 m² Apartment

5.0
Outstanding(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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Apartment Windsor
from £226 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

180 m² Apartment

5.0
Outstanding(10 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
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House Windsor
from £324 per night
8 guests ∙ 4 bedrooms

House

5.0
Outstanding(17 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Apartment Windsor
from £163 per night
6 guests ∙ 3 bedrooms

Apartment

5.0
Outstanding(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Cottage Windsor
from £252 per night
6 guests ∙ 3 bedrooms

Cottage

5.0
Outstanding(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Condo Windsor
from £159 per night
5 guests ∙ 3 bedrooms

Condo

3.4
(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Apartment Windsor
from £228 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

110 m² Apartment

4.2
Very good(17 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
House Windsor
from £169 per night
6 guests ∙ 3 bedrooms

House

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Apartment Windsor
from £190 per night
4 guests ∙ 3 bedrooms

Apartment

Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
Apartment Windsor
from £144 per night
2 guests ∙ 2 bedrooms

Apartment

5.0
Outstanding(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Vrbo
View deal
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Price and Availability Index for Windsor

Click on any bar to see price and availability information

Holiday Letting Price Information in Windsor

We analysed data from the last 12 months and built the graph above to show you accommodation prices in Windsor. Booking a holiday rental is most expensive in July. In the period 26/07 – 02/08, you will need to pay £278 on average. However, prices of holiday houses and apartments are most competitive in June (07/06 – 14/06).

Rental availability information in Windsor

This graph shows how many holiday lettings are available over the next 12 months. The most popular time of year to visit Windsor is April. If you'd like to visit then, make sure to book early! You'll find the highest availability in August, with 49 of the holiday lettings in Windsor still available.

136,033 reviews
Travellers who stayed in Windsor rated their holiday home 4.3/5 on average, based on 136,033 reviews.

And we love our apartments

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Features of Windsor holiday rentals

💳 Discounts up to 67%
⭐ Popular amenities Parking, Pets allowed and Internet
🏊  Holiday rentals with a pool 91 rentals
🌙 Minimum price starting at £68
🐾 Pet friendly holiday homes 237 rentals
🏡 Rentals available 1,965 rentals

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