Photo by Olivier Aurand
Holiday Rentals in Windsor and Maidenhead
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Our top choices for Windsor and Maidenhead holiday rentals
10.0 out of 10, Exceptional, (1 review)
"The copper castle was an amazing place to stay, clean, comfortable, staff were amazing, children loved the animals and collecting egg's from the chickens in the morning. Owner's were very helpful and accommodating, will definitely be coming back for another stay."
Susan
The price is €265
includes taxes & fees
19 Apr - 20 Apr
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, (5 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 €153
includes taxes & fees
7 Apr - 8 Apr
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
29 Mar - 30 Mar
Cosy Chalet Close to Heathrow Airport, Windsor Castle, Legoland, Thorpe Park
Cosy Chalet Close to Heathrow Airport, Windsor Castle, Legoland, Thorpe ParkHorton
The price is €200
includes taxes & fees
4 Apr - 5 Apr
The price is €200
includes taxes & fees
7 Apr - 8 Apr
10.0 out of 10, Exceptional, (203 reviews)
"Studio lovely ammenities very good.
"
Suzy
The price is €268
includes taxes & fees
12 Apr - 13 Apr
Stay In Style With Castle Views By Tempstay
Stay In Style With Castle Views By TempstayWindsor 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 €174
includes taxes & fees
29 Mar - 30 Mar
9.6 out of 10, Exceptional, (14 reviews)
"Always a lovely place to stay "
Tony
The price is €163
includes taxes & fees
6 Apr - 7 Apr
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Windsor and Maidenhead Hotel Reviews
Goswell House
10/10 Excellent
Find out more about Windsor and Maidenhead
Holiday Homes in Windsor and Maidenhead
Search for holiday homes in Windsor and Maidenhead on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Windsor and Maidenhead using one of the methods below:
- View our selection of featured holiday homes in Windsor and Maidenhead
- Use the map to find apartments and other holiday rentals in the Windsor and Maidenhead neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday homes in Windsor and Maidenhead while they last
Look no further and take a look at our great range of rental properties in Windsor and Maidenhead!