Holiday lettings in Windsor - Wimdu base64Hash Holiday lettings in Windsor - Wimdu

Holiday lettings in Windsor

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Choose from 1,501 holiday lettings and homes for your trip!

Best-rated holiday lettings in Windsor

Discover holiday rentals with top-notch guest ratings

House Windsor
from £100 per night
House ∙ 5 guests ∙ 3 bedrooms

Holiday home with garden | Nature view

4.7
Excellent(56 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £203 per night
House ∙ 7 guests ∙ 3 bedrooms

Holiday home with terrace, barbecue & garden | Suitable for remote work

5.0
Outstanding(40 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £286 per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly holiday home

5.0
Outstanding(33 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Pet-friendly rentals in Windsor

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

Cottage Windsor
from £68 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with garden

3.7
Good(3 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
Pet-friendly
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House Windsor
from £124 per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with garden | Good for workation | Pets allowed

Windsor, Windsor and Maidenhead, United Kingdom
Pet-friendly
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House Windsor
from £179 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with BBQ & garden

Windsor, Windsor and Maidenhead, United Kingdom
Pet-friendly
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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

House Windsor
from £912 per night
House ∙ 20 guests ∙ 8 bedrooms

Family-oriented spacious house with garden, sauna & private pool | Lake view

Windsor, Windsor and Maidenhead, United Kingdom
Pool
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Cottage Windsor
from £1,093 per night
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with terrace, garden & pool | Water view

Windsor, Windsor and Maidenhead, United Kingdom
Pool
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Cottage Windsor
from £764 per night
Cottage ∙ 12 guests ∙ 6 bedrooms

Children-friendly cottage with jacuzzi, pool & barbecue | Pet-friendly

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

Best holiday rental offers in Windsor

Cottage Windsor
from £52 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Fully equipped pleasant cottage

Windsor, Windsor and Maidenhead, United Kingdom
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Apartment Windsor
from £132 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Flat with 1 bedroom for 4 persons

Windsor, Windsor and Maidenhead, United Kingdom
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Apartment Windsor
from £291 per night
Apartment ∙ 8 guests ∙ 4 bedrooms

Children-friendly nice holiday apartment with garden

Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £128 per night
House ∙ 5 guests ∙ 3 bedrooms

Holiday home with garden | Suitable for remote work

4.7
Excellent(3 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £109 per night
House ∙ 2 guests ∙ 1 bedroom

Holiday home with terrace & garden

Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £169 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday home | Suitable for remote work

5.0
Outstanding(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £123 per night
House ∙ 4 guests ∙ 2 bedrooms

Holiday home with 2 bedrooms for 4 persons

5.0
Outstanding(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £205 per night
House ∙ 6 guests ∙ 4 bedrooms

Holiday home | Perfect for remote work

Windsor, Windsor and Maidenhead, United Kingdom
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Apartment Windsor
from £99 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Apartment with terrace

5.0
Outstanding(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £193 per night
House ∙ 9 guests ∙ 4 bedrooms

Fully equipped pleasant house with garden & barbeque

Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £314 per night
House ∙ 9 guests ∙ 4 bedrooms

Child-friendly nice house with garden | Perfect for remote work

Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £232 per night
House ∙ 4 guests ∙ 2 bedrooms

Family-friendly wonderful holiday home with hot tub, terrace & garden

5.0
Outstanding(2 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £401 per night
House ∙ 6 guests ∙ 2 bedrooms

Holiday home with garden, jacuzzi & terrace

Windsor, Windsor and Maidenhead, United Kingdom
View deal
Apartment Windsor
from £133 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Family-oriented holiday apartment with garden | Good for workation

Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £754 per night
House ∙ 15 guests ∙ 6 bedrooms

Holiday home with barbeque & garden

5.0
Outstanding(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £189 per night
House ∙ 9 guests ∙ 3 bedrooms

Holiday home with garden

Windsor, Windsor and Maidenhead, United Kingdom
View deal
Apartment Windsor
from £211 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Fully equipped lovely flat with barbeque

5.0
Outstanding(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £368 per night
House ∙ 8 guests ∙ 4 bedrooms

House with garden, BBQ & terrace | Perfect for remote work

4.7
Excellent(6 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £212 per night
House ∙ 4 guests ∙ 2 bedrooms

Beautiful holiday home with garden | Pets allowed

Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £235 per night
House ∙ 5 guests ∙ 3 bedrooms

Family-friendly house | Nature view

5.0
Outstanding(7 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
Apartment Windsor
from £100 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Holiday apartment with fast internet

Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £216 per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with garden & fast internet

4.8
Outstanding(53 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £610 per night
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with garden

4.8
Outstanding(7 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £463 per night
House ∙ 9 guests ∙ 5 bedrooms

Children-friendly holiday home with garden & BBQ | Perfect for remote work | Pet-friendly

4.7
Excellent(9 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £351 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with barbeque & garden | City view

4.0
Very good(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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Cabin Windsor
from £90 per night
Cabin ∙ 5 guests ∙ 2 bedrooms

Cabin with garden

4.9
Outstanding(13 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
Apartment Windsor
from £221 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Fully equipped spacious apartment with jacuzzi & barbeque

4.6
Excellent(17 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
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House Windsor
from £191 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with garden

5.0
Outstanding(1 rating)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £180 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with terrace

5.0
Outstanding(4 ratings)
Windsor, Windsor and Maidenhead, United Kingdom
View deal
House Windsor
from £333 per night
House ∙ 13 guests ∙ 5 bedrooms

Lovely house with 5 bedrooms for 13 persons

Windsor, Windsor and Maidenhead, United Kingdom
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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 June. In the period 05/06 – 12/06, you will need to pay £340 on average. However, prices of holiday houses and apartments are most competitive in November (14/11 – 21/11).

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 July. If you'd like to visit then, make sure to book early! You'll find the highest availability in August, with 66 of the holiday lettings in Windsor still available.

And we love our apartments

Fully equipped pleasant cottage
Flat with 1 bedroom for 4 persons
Children-friendly nice holiday apartment with garden
Holiday home with garden | Suitable for remote work
Holiday home with terrace & garden
Show more in Windsor

Features of Windsor holiday rentals

💳 Discounts up to 67%
⭐ Popular amenities Parking, Pets allowed and Internet
🏊  Holiday rentals with a pool 87 rentals
🌙 Minimum price starting at £53
🐾 Pet friendly holiday homes 274 rentals
🏡 Rentals available 1,501 rentals

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