Photo by Olivier Aurand

Windsor and Maidenhead holiday rentals

We found 2,038 holiday rentals — enter your dates for availability
Discover a selection of 44 homes, 44 apartments and other holiday rentals in Windsor and Maidenhead that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

Find the best place to stay - Windsor and Maidenhead

Image of Spacious & Modern 4 Bedroom House in Central Windsor

Spacious & Modern 4 Bedroom House in Central Windsor

Sleeps 7 · 4 bedrooms · 2+ bathrooms
9.0 out of 10
wonderful
(2 reviews)
More information about Spacious & Modern 4 Bedroom House in Central Windsor, opens in a new tab

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently Asked Questions

How much does it cost to rent a holiday home in Windsor and Maidenhead?

Different things influence how much you'll pay for a holiday home in Windsor and Maidenhead, including the length of stay, type of property and season. Still, all our holiday homes have one thing in common — unbeatable value. Just enter your travel dates to find your home away from home.

How much does it cost to rent a beach house in Windsor and Maidenhead?

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Click on your Windsor and Maidenhead travel dates to see all your options on Stayz. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want in your holiday home.

How old do you have to be to rent a holiday home in Windsor and Maidenhead?

The minimum age is generally 16, 18 or 21. It can vary across properties on Stayz, so check the rules of your preferred Windsor and Maidenhead stay before booking.

How long can I rent a holiday home in Windsor and Maidenhead for?

The amount of time you can book a Windsor and Maidenhead holiday home for depends on each property. Simply tap in your dates of travel to view options that offer extended stays. They have all you require to make your extended break more comfortable and enjoyable, such as laundries and air conditioning. Some properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.

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