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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 day to stay in a vacation rental in Windsor?

The cheapest day to stay in Windsor is Monday ($201). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $449.

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

Save money by booking a vacation rental at least 16 days before your trip to Windsor. The lowest price found when booking 16 days ahead was $189 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 24 October 2025. The average price for a hotel in Windsor is .
Stable House - Eton Windsor
Stable House - Eton Windsor

Stable House - Eton Windsor

Windsor, United Kingdom
0.8 km from city centre
$512
Avg. per night
View Deal
The Windsor Trooper Pub & Inn
The Windsor Trooper Pub & Inn

The Windsor Trooper Pub & Inn

97 St. Leonard's Road, Windsor, United Kingdom
0.5 km from city centre
Free Wi-Fi
$123
Avg. per night
View Deal
The Union Inn
The Union Inn

The Union Inn

17 Crimp Hill Road, Windsor, United Kingdom
3.2 km from city centre
Airport shuttle
$135
Avg. per night
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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
3.0 km from city centre
Free Wi-Fi
$120
Avg. per night
View Deal
The Rutlands B&B
The Rutlands B&B

The Rutlands B&B

102 St Leonards road, Windsor, United Kingdom
0.6 km from city centre
Free Wi-Fi
$289
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 24 October 2025.
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 24 October 2025.

  • How much does a holiday rental in Windsor cost?

    $281 per night is how much a holiday rental in Windsor costs, on average. $123 per night was the cheapest price recently found by our users, though anything for $262 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 August, and the cheapest time to book is October.

  • 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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