The historic market town of Windsor offers a great range of accommodation from houses to apartments that are ideal whatever the purpose of your stay in this picturesque area of southern England.

Top 15 Recommended holiday lettings in Windsor
Find your perfect holiday home, apartment or cottage in Windsor from just £69 per night!
Holiday lettings and apartments with air conditioning
Holiday homes and cottages with a garden
Best holiday rentals with a balcony
Best holiday rental deals in Windsor
Save up to 47%
You can compare 1,985 amazing accommodation options from 11 providers in Windsor, with prices beginning at £69 per night. HomeToGo lets you instantly compare the offers for each property from different holiday letting websites to find the best price and save up to 44%.
Budget-friendly Holiday Homes in Windsor
Find Fantastic yet Cheap Lettings
Top-Rated Lettings and Properties in Windsor
Book Holiday Letting Offers with the Highest User Rating
Why choose HomeToGo?

Securely pay and stay your way
Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service
Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews
Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises
Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple
Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay
Explore 15 million+ rentals, the world’s biggest selection of holiday homes.
Popular holiday rental amenities in Windsor
Above, you can find the most frequently chosen filters for Windsor, as well as the number of holiday lettings which include the relevant amenity. It's easy to choose a rental meeting your expectations in Windsor if you're looking for a pet-friendly rental or you want to keep your car in a safe place, as a lot of the lettings provide Pets allowed or Parking. Begin your holiday planning in advance if you want to spend your holiday in privacy or you want to stay cool during the summer. There are only 40 listed lettings with Detached and 258 rentals including Air conditioning.
Waterside Holiday Rentals in Windsor

Price and Availability Index for Windsor
Holiday Letting Price Information in Windsor
The graph shows average prices of holiday lettings in Windsor for the next twelve months. The most expensive dates to travel to Windsor are in June (21/06 – 28/06). Prices drop in November to an average of £252 per night (08/11 – 15/11).
Rental availability information in Windsor
Check out the graph above to find out how many holiday rentals are available in Windsor (in %). In one week of March (28/03 – 04/04), 85% of the holiday homes are booked. Conversely, you will find the highest number of available rentals during one week in August (09/08 – 16/08).
Excursion destinations in the area
London is only an hour to the east of Windsor but if you are looking for somewhere a little bit quieter, then why not go to Runnymede which is just 3 miles to the south. This area of grassland is best known as the site on which King John sealed the Magna Carta in 1215, the document which still forms the foundation of many of the freedoms which we have today. With much of it run by the National Trust, today it is the site of a number of memorials, symbomising the imortance of this area and the document to which it is linked.
Places to visit in Windsor
Windsor Castle
The oldest and largest occupied castle in the world, Windsor Castle is the favoured weekend home of the Queen and has been popular with monarchs for nearly 1000 years. Though it is unlikely that you will run into the queen, tickets are available to visit this fascinating castle throughout the year.
Legoland Windsor
The most visited theme park in the United Kingdom, Legoland is a dream for anyone with children and has enough to keep adults entertained as well with rides, models and workshops spread across the park.
Eton College
Though it may be difficult to actually get inside and visit the school itself at the moment due to building work, from March 2017 tours will be offered of this iconic boarding school which has educated numerous British Prime Ministers and members of the Royal Family.
Slough Museum
10 minutes north of WIndsor is the town of Slough where you can visit this collection of thousands of objects and artefacts that chart the history of one of the largest towns in the county of Berkshire.
St.George's Chapel
Close to Windsor Castle is the site of many royal weddings and funerals over the centuries and one of the most historic religious sites in the country. Here you can visit the burial sites of countless British kings and queens in this magnificently maintained chapel that dates back to the 14th century.
Information about holiday rentals in Windsor
🏡 Holiday homes available | 1,985 rentals |
---|---|
💳 Discounts available | up to 44% |
🌙 Nightly prices from | £69 |
⭐ Popular amenities | Pets allowed, Parking and Internet |
🐾 Pet friendly rentals | 239 properties |
Frequently Asked Questions
What is the average price per night for a holiday rental in Windsor?
The nightly price in Windsor is £69 on average. The nightly rate for house rentals is £375 on average. Apartment rental will cost £232 per night on average.
How many holiday apartments are available to rent in Windsor?
There are 1,985 holiday rentals from 11 different providers on offer in Windsor.
What is the most popular holiday home amenity in Windsor?
When booking a holiday apartment in Windsor, consider looking for a place with Pets allowed, Parking, or Internet, which are the three most popular amenities for this destination.
Am I allowed to bring my pet while staying in a holiday home in Windsor?
There are 239 holiday rentals in Windsor that allow pets for £295 per night.
What's the perfect time to travel to Windsor?
July and August are the warmest months in Windsor, while May and February have the least rain.
Where can I see discounts on holiday rentals in Windsor?
You can get brilliant bargains on holiday lettings in Windsor with prices for accommodation starting at just £69 - and HomeToGo has introduced a range of filters that mean it's easy to see some outstanding deals. When thinking about the timing for your break, you can use HomeToGo's flexible dates technology to quickly locate low-price timings and get savings of as much as 44%. Additionally, HomeToGo's 'distance from' filter enables you to find top quality accommodation offers in lower-price, lesser-known spots which are still near to the area of your choice, whether that's a beach, lake, ski region or city centre. Start your search as soon as possible to get the best of a wide range of offers and low prices - and do so free from stress by utilising HomeToGo's 'free cancellation' filter when you search.
What are the benefits of choosing a holiday letting in Windsor with HomeToGo?
From serenity away from the crowds to plenty of room to enjoy with your loved ones, holiday lets in Windsor have many benefits. HomeToGo shows you real reviews written by previous guests, and searching is safe, simple, and hassle-free - so with 1,985 offers from 11 providers in the vicinity, you're bound to find the ideal type of accommodation with the amenities and features you need in Windsor.
Discover more holiday accommodations
Top Holiday Destinations
- Cornwall
- Norfolk
- Devon
- England
- North Wales
- Brighton
- Skye
- Belfast
- Loch Lomond
- Aviemore
- Northern Ireland
- Padstow
- Pitlochry
- Fort William
- Minehead
- Sheffield
- Filey
- Forest of Dean District
- Ambleside
- Aberdeen City
- Portrush
- Portballintrae
- Lincoln
- Plymouth
- Bakewell
- Weston-super-Mare
- Lincolnshire
- Bude
- Reading
- Bowness-on-Windermere
- Hampshire
- Sandbanks
- Perranporth
- South Wales
- Brixham
- Poole
- Polzeath
- Woodlands
- Bury St. Edmunds
- Sussex
- Holy Island
- Berwick-upon-Tweed
- Portstewart
- Wiltshire
- Portmeirion
- The Highlands
- Telford
- City of Wolverhampton District
- Preston