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Holiday Rentals in Windsor and Maidenhead
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Our top choices for Windsor and Maidenhead holiday rentals
Spacious, light apartment sleeps up to four
Spacious, light apartment sleeps up to fourCookham
9.8 out of 10, Exceptional, (18 reviews)
"Beautifully refurbished property with very helpful hosts."
Alexandra C.
The price is €243
includes taxes & fees
11 Feb - 12 Feb
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.Old Windsor
9.6 out of 10, Exceptional, (4 reviews)
"Had a great stay prior to our flight home. They had everything we needed including things for the kids (1 and 3)."
Peyton T.
The price is €152
includes taxes & fees
12 Feb - 13 Feb
10.0 out of 10, Exceptional, (200 reviews)
"Wonderful place ideal for families "
Zoe
The price is €148
includes taxes & fees
11 Feb - 12 Feb
Stay In Style With Castle Views/Prime Spot Windsor
Stay In Style With Castle Views/Prime Spot WindsorWindsor City Centre
10.0 out of 10, Exceptional, (2 reviews)
"This place was perfect for us. It’s exactly as listed on the site, super cute and very comfortable plus there really is a view of the castle! We had a couple small things we needed help with and the host management company was very helpful and responsive. There’s a cut through to the long walk just up the street and you can be in the center of town in 10 min or less. Would stay again!"
Amy R.
The price is €175
includes taxes & fees
11 Feb - 12 Feb
Relaxing guest house with Jacuzzi & boat hire
Relaxing guest house with Jacuzzi & boat hireWraysbury
10.0 out of 10, Exceptional, (17 reviews)
"Cabin very clean and tidy lovely location very pleasant owner would definitely recommend to others and i would definitely stay again"
Wayne M.
The price is €291
includes taxes & fees
11 Feb - 12 Feb
9.0 out of 10, Wonderful, (34 reviews)
"Super convenient for visiting everything in Windsor. Plenty of food nearby, lots of options. The property itself was a little run down, half of the shades didn’t work, most of the freezer was unusable because of ice build up, the washing machine is a combo washer dryer, but it doesn’t dry your clothes at all, you have to hang them up."
Timothy
The price is €202
includes taxes & fees
12 Feb - 13 Feb
Doorstep Of Windsor Castle Chic: 1BR|Parking
Doorstep Of Windsor Castle Chic: 1BR|ParkingWindsor City Centre
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay for visiting the castle and surrounding areas with the bonus of a parking space.Place was very clean and warm with plenty of bars and restaurants minutes away. Would definitely go back."
Richard J.
The price is €188
includes taxes & fees
11 Feb - 12 Feb
2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤
2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤Windsor City Centre
10.0 out of 10, Exceptional, (6 reviews)
"Great little apartment walkable to everything in Windsor - great space!"
Leslie C.
The price is €280
includes taxes & fees
17 Feb - 18 Feb
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor and Maidenhead Hotel Reviews
Sir Christopher Wren Hotel
10/10 Excellent
Find out more about Windsor and Maidenhead
Holiday Homes in Windsor and Maidenhead
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