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Holiday hires in Windsor

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Travel insights for holiday rentals in Windsor

Use these up-to-date, data-driven insights about booking a holiday rental in Windsor including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Windsor?

The cheapest month to book a vacation rental in Windsor is February ($113). Conversely, the most expensive month to stay in Windsor is December ($379).

What is the cheapest day to stay in a vacation rental in Windsor?

The cheapest day to stay in Windsor is Wednesday ($143). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $402.

How far ahead should you book a vacation rental in Windsor?

Save money by booking a vacation rental at least 17 days before your trip to Windsor. The lowest price found when booking 17 days ahead was $93 per night.

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Other accommodations in Windsor

Find the perfect holiday rental for your stay in Windsor. There are 381 hotels in Windsor and price data was last updated on 11 March 2026. The average price for a hotel in Windsor is $230/night.
Legoland Windsor Resort
Legoland Windsor Resort

Legoland Windsor Resort

Winkfield Road, Windsor, United Kingdom
3.1 km from city centre
Pool
Free Wi-Fi
Parking
$120
Avg. per night
View Deal
The Windsor Trooper
The Windsor Trooper

The Windsor Trooper

97 St. Leonards Road, Windsor, United Kingdom
0.5 km from city centre
Free Wi-Fi
$118
Avg. per night
View Deal
Toby Carvery Old Windsor by Innkeeper's Collection
Toby Carvery Old Windsor by Innkeeper's Collection

Toby Carvery Old Windsor by Innkeeper's Collection

Straight Road, Windsor, United Kingdom
2.9 km from city centre
Free Wi-Fi
$118
Avg. per night
View Deal
The Winning Post
The Winning Post

The Winning Post

Winkfield Street, Windsor, United Kingdom
7.4 km from city centre
Free Wi-Fi
$145
Avg. per night
View Deal
The Christopher Hotel, Eton
The Christopher Hotel, Eton

The Christopher Hotel, Eton

110 High Street, Windsor, United Kingdom
0.9 km from city centre
Free Wi-Fi
$205
Avg. per night
View Deal
The Royal Adelaide Hotel
The Royal Adelaide Hotel

The Royal Adelaide Hotel

46 Kings Road, Windsor, United Kingdom
0.8 km from city centre
Free Wi-Fi
$172
Avg. per night
View Deal

Where to stay in Windsor

Explore different neighbourhoods and areas within Windsor to find the perfect location for your stay. Map data was last updated on 11 March 2026.
Navigate to the areas in Windsor you plan to visit to find holiday rentals that are close by. Users can click on a holiday rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Windsor

Find useful tips and insights about staying in Windsor to help you make the most of your experience. FAQs were last updated on 11 March 2026.

  • How much does a holiday rental in Windsor cost?

    $231 per night is how much a holiday rental in Windsor costs, on average. $92 per night was the cheapest price recently found by our users, though anything for $200 per night or less is a good deal. Keep in mind that Windsor holiday rental prices fluctuate throughout the year: the most expensive month to book is December, and the cheapest time to book is March.

  • Are there any Inn holiday rentals in Windsor?

    If you’re looking to book a Inn holiday rental in Windsor, then you have 5 to choose from. We recommend looking at Toby Carvery Old Windsor by Innkeeper's Collection as it’s currently the most popular Inn rental among our users.

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