Construction crews
Construction crews are among our biggest groups of guests in Windsor. Teams on jobs such as The Granges at Sawyers Close book a whole home with parking for the length of a job.
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Windsor Castle and the Great Park draw visitors all year, LEGOLAND opens from March to early November and at Christmas, and trains from Paddington take from about 22 minutes.
Five quick questions. First, what type of property is it?
Nice. Bedrooms are the biggest driver of nightly rate.
Last question. So we can see exactly which home it is and compare it with similar ones nearby.
Nice, that's the basics done. Now a bit about how it's used.
This shapes the strategy we recommend.
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All figures come from our own booking records, across every home we manage. We're happy to show you the data on your call.
Windsor fills in two ways. During the week it is construction crews, families on insurance stays, hospital staff and people working around Heathrow. At weekends and in the school holidays it is the Castle, LEGOLAND and the Great Park. The Royal Windsor Horse Show in May and Monday Night Racing in the summer add peaks.
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Construction crews are among our biggest groups of guests in Windsor. Teams on jobs such as The Granges at Sawyers Close book a whole home with parking for the length of a job.
When a family home in Windsor or Eton is damaged by a leak, fire or flood, the insurer pays for a nearby home during repairs, often for weeks or months. These stays peak in winter, when heating goes on and pipes burst.
The oldest and largest occupied castle in the world is open to visitors all year. Changing the Guard takes place from 11am on Tuesdays, Thursdays and Saturdays.
It has more than 55 rides and attractions. The main season runs from March to early November, then LEGOLAND at Christmas opens on selected dates until 2 January 2027.
Heathrow is close by, which brings business guests and people working at the airport. Its public consultation on a third runway runs from 27 October to 22 December 2026, ahead of a planning application.
The Royal Windsor Horse Show runs from Thursday 13 to Sunday 16 May 2027 in the private grounds of Windsor Castle. Royal Windsor Racecourse’s 2027 calendar has Monday Night Racing from May to September.
Real homes we manage in Windsor today. Staying here? Every one can be booked direct with us, with no booking-site fee.
Luxury holiday let and short-let management for high-end homes of every kind in Windsor, from period and country houses to modern family homes and apartments.
What does well depends on the street. Here is who tends to stay where.
Not on the list? We take on homes across Windsor. The free assessment tells you straight away. Larger or high-spec home? See our luxury home management.
Leisure peaks, and the work stays that fill the weeks in between.
All yearConstruction, insurance and hospital stays keep the weekdays steady, all year
More income and less hassle, without having to choose.
The only option that earns more and asks nothing of you.
See what my home could earnYes Partly No
A long let pays one rent. A short let is booked by the night or the week, so it can take a work stay in the week and a leisure stay at the weekend, and price each night for the demand.
If your home would earn more as a long let, we will tell you.
What applies to a home in Windsor, and what we do about each one. Last checked October 2026.
The Royal Borough of Windsor and Maidenhead has charged a 100% premium on furnished homes that are nobody’s main residence since 1 April 2025, so the bill is doubled. There are exceptions, such as homes being actively marketed for sale or let, for up to 12 months. A home that qualifies for business rates pays those instead.
We found no Windsor and Maidenhead planning policy or Article 4 direction aimed at short lets. The borough’s Article 4 directions cover named areas and sites. In Windsor town centre, one means painting the outside of a building needs permission. Outside London, England has no general planning test for short lets yet.
England's short-let register is due by March 2027, a home let for at least 70 nights a year (and available for 140) pays business rates instead of council tax, and the furnished holiday lettings tax regime ended in April 2025. Read our guide to the rules
We run homes in nine areas across England and Wales. Pick one for its homes, local guides and rules.
Local guides near Windsor: Sunningdale, Southampton. All areas and guides
Looking for somewhere to stay? Book a stay with us. Working in Windsor? Contractor and insurance stays in Windsor.
Request your free estimate in about 30 seconds. Free, no obligation, and you keep the written assessment whatever you decide.
Five quick questions. First, what type of property is it?
Nice. Bedrooms are the biggest driver of nightly rate.
Last question. So we can see exactly which home it is and compare it with similar ones nearby.
Nice, that's the basics done. Now a bit about how it's used.
This shapes the strategy we recommend.
Thanks . We're checking your home against similar properties nearby. Your full estimate will be in your inbox within 24 hours.
About this guide. Researched and written by the Perfect Booking team from the official sources above, and checked in October 2026. It is general information, not tax, legal or planning advice: check your own circumstances with your council or an adviser.