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Vacation rentals in Windsor

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Travel insights for vacation rentals in Windsor

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Windsor.

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

The cheapest day to stay in Windsor is Sunday ($133). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $280.

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

Save money by booking a vacation rental at least 22 days before your trip to Windsor. The lowest price found when booking 22 days ahead was $136 per night.
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Other accommodations in Windsor

Find the perfect vacation rental for your stay in Windsor. There are 466 hotels in Windsor and price data was last updated on julio 29, 2025. The average price for a hotel in Windsor is .
The Windsor Trooper
The Windsor Trooper

The Windsor Trooper

97 St. Leonard's Road, Windsor, United Kingdom
0.3 mi from city centre
Free Wi-Fi
$81
Avg. per night
View Deal
The Union Inn
The Union Inn

The Union Inn

17 Crimp Hill Road, Windsor, United Kingdom
2.0 mi from city centre
Free Wi-Fi
Airport shuttle
$82
Avg. per night
View Deal
Innkeeper's Lodge Old Windsor
Innkeeper's Lodge Old Windsor

Innkeeper's Lodge Old Windsor

Straight Road, Windsor, United Kingdom
1.8 mi from city centre
Free Wi-Fi
$116
Avg. per night
View Deal
The Old Farmhouse
The Old Farmhouse

The Old Farmhouse

The Old Farmhouse Dedworth Road, Windsor, United Kingdom
2.0 mi from city centre
Free Wi-Fi
Parking
$201
Avg. per night
View Deal
Gilbey's Bar, Restaurant & Townhouse
Gilbey's Bar, Restaurant & Townhouse

Gilbey's Bar, Restaurant & Townhouse

82-83 High Street, Windsor, United Kingdom
0.4 mi from city centre
Free Wi-Fi
Air Conditioning
$275
Avg. per night
View Deal
Legoland Windsor Resort Hotel
Legoland Windsor Resort Hotel

Legoland Windsor Resort Hotel

Winkfield Road, Windsor, United Kingdom
1.9 mi from city centre
Pool
Free Wi-Fi
Parking
$199
Avg. per night
View Deal
Charles House
Charles House

Charles House

89 Arthur Road, Windsor, United Kingdom
0.1 mi from city centre
Free Wi-Fi
$110
Avg. per night
View Deal
Macdonald Windsor Hotel
Macdonald Windsor Hotel

Macdonald Windsor Hotel

23 High Street, Windsor, United Kingdom
0.3 mi from city centre
Free Wi-Fi
$212
Avg. per night
View Deal
Holiday Inn Express Windsor
Holiday Inn Express Windsor

Holiday Inn Express Windsor

71 Alma Road, Windsor, United Kingdom
0.3 mi from city centre
Free Wi-Fi
$167
Avg. per night
View Deal
Oakley Court
Oakley Court

Oakley Court

Windsor Road, Windsor, United Kingdom
2.6 mi from city centre
Pool
Free Wi-Fi
$393
Avg. per night
View Deal

Where to stay in Windsor

Explore different neighborhoods and areas within Windsor to find the perfect location for your stay. Map data was last updated on julio 29, 2025.
Scroll through the map to find vacation rentals close to the Windsor neighborhood(s) you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

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 julio 29, 2025.

  • How much does a vacation rental in Windsor cost?

    $206 per night is how much a vacation rental in Windsor costs, on average. $47 per night was the cheapest price recently found by our users, though anything for $192 per night or less is a good deal. Keep in mind that Windsor vacation rental prices fluctuate throughout the year: the most expensive month to book is June, and the cheapest time to book is March.

  • Are there any Inn vacation rentals in Windsor?

    At the moment, there are 5 properties listed as a Inn vacation rental in Windsor. A popular Inn in Windsor amongst our users is The Union Inn.

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