Windsor and Maidenhead Holiday Rentals
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Top Holiday Rentals Destinations in Windsor and Maidenhead

Willow Court Farm
Willow Court Farm

SnoozeDen Westmead – Windsor Castle & Legoland
SnoozeDen Westmead – Windsor Castle & Legoland

King Edward Apartments
King Edward Apartments

Hampden Apartments - The Anne
Hampden Apartments - The Anne

Central Apartment Facing Windsor Castle
Central Apartment Facing Windsor Castle

Stunning 1-bed Studio in Windsor
Stunning 1-bed Studio in Windsor

Hampden Apartments - the Diana
Hampden Apartments - the Diana

Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!
Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!
Top Windsor and Maidenhead Hotel Reviews

Castle Hotel Windsor
Find out more about Windsor and Maidenhead
Find out more about Windsor and Maidenhead
Everything you need to know about Windsor and Maidenhead holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor and Maidenhead holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor and Maidenhead holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.
Windsor and Maidenhead holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Windsor and Maidenhead. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor and Maidenhead holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windsor and Maidenhead holiday rentals we have chosen for you start as low as AU$133 per night. Entering your travel dates in the search wizard you might find even better deals.
How to find incredible deals on Windsor and Maidenhead rentals
At Expedia, we put the best Windsor and Maidenhead holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Windsor and Maidenhead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor and Maidenhead holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor and Maidenhead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.