Windsor holiday lettings

We found 1,435 holiday rentals — enter your dates for availability

Discover a selection of 100 homes, 171 apartments and other holiday rentals in Windsor that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include parking and a fireplace. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Windsor

Showing deals for:14 Nov - 21 Nov
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Find out more about Windsor

Find out more about Windsor

Why visit Windsor

  • Windsor Castle: Visit the historic Windsor Castle, the oldest and largest inhabited castle in the world, rich in royal history.
  • Legoland Windsor: Enjoy a fun-filled day at Legoland, perfect for families with thrilling rides and attractions.
  • Cultural Experiences: Explore the vibrant atmosphere of Central Windsor, featuring charming shops, cafés, and beautiful churches.
  • Scenic Parks: Stroll through picturesque parks and gardens, ideal for leisurely walks and picnics.
  • Diverse Accommodation: Choose from a range of charming cottages, spacious homes, and modern apartments for a memorable stay.

Popular types of accommodation in Windsor

If you're contemplating a getaway to Windsor, you'll find a delightful array of accommodation options to suit your needs. Our most popular choices include charming cottages in Windsor, spacious houses, and modern apartments. Whether you're seeking a cosy cottage rental for a romantic escape or a family-friendly holiday rental, Windsor has the perfect spot for you. Explore our selection of Windsor holiday cottages and make your stay truly memorable.

  • Apartments: The top choice for visitors to Windsor, offering convenient and comfortable living spaces ideal for short or extended stays.
  • Houses: A popular option for families or groups, providing a home-like atmosphere with ample space and amenities.
  • Cottages: These quaint and charming retreats provide a picturesque and cosy experience, perfect for a tranquil getaway.
  • Condos: A fantastic choice for those seeking modern accommodation with a touch of luxury, often located in vibrant areas.
  • Guest Houses: Offering a warm, welcoming atmosphere, guest houses are ideal for a more personal touch to your stay.**

Top attractions in Windsor

Windsor offers a delightful mix of family-friendly and cultural experiences, making it an ideal vacation spot. Key attractions include the historic Windsor Castle, various theme parks, and beautiful churches, catering to those seeking outdoor adventures and cultural enrichment. Whether travelling with family or exploring solo, you'll find plenty of activities to enjoy in and around this charming town.

  • LEGOLAND® Windsor: A family-friendly theme park brimming with fun and creativity, LEGOLAND® Windsor features a variety of rides, attractions, and live shows that bring the magic of LEGO to life. Perfect for families, it offers an immersive experience filled with adventure and excitement for all ages.
  • Windsor Castle: As one of the oldest and largest inhabited castles in the world, Windsor Castle is steeped in history and royal heritage. Visitors can explore stunning State Apartments and St. George's Chapel, soaking in the romantic atmosphere and rich culture.
  • Windsor Great Park: A sprawling reserve offering beautiful landscapes, Windsor Great Park is ideal for leisurely strolls and picnics. With friendly locals and various excursions, it’s a budget-friendly way to enjoy nature and the stunning views of the castle.

Things to do recommended for couples

Windsor offers delightful experiences for couples. Enjoy thrilling water sports at Liquid Leisure, indulge in luxury at Coworth Park Polo Centre, or soak up the vibrant atmosphere at The Old Ticket Hall for a memorable music concert. Perfect for a romantic getaway!

Things to do recommended for families

Families visiting Windsor can unwind at Stockley Park for relaxation, enjoy thrilling adventures at The Race Hut arcade, or splash about at Coral Reef Bracknell's Water World, making it a perfect family-friendly getaway.

Things to do recommended for groups

Groups visiting Windsor can enjoy a captivating performance at the Theatre Royal, indulge in retail therapy along Eton High Street, and for the adventurous, experience the thrill of motor racing at Mercedes-Benz World, just 6.8km away.

What do I need to keep in mind when booking a vacation in 'Windsor

If you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritise your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Windsor with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can refine your search for all of these options, and plenty more, on Vrbo.
  • Traveling to Windsor with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, considering how close you are to family-friendly attractions is advisable.
  • Taking your pets with you to Windsor: For many, a family holiday isn't truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Windsor: If you’re in search of holiday rentals that offer savings for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Windsor

Windsor offers a delightful blend of historical charm and family-friendly fun, making it an ideal destination for your holiday. Explore the majestic Windsor Castle, immerse yourself in the vibrant atmosphere of Central Windsor, or take the kids to the thrilling Legoland Windsor. With its friendly locals and relaxing vibe, you'll find plenty of entertainment and cultural experiences to enjoy in this enchanting city and its surrounding areas.

  • Hounslow: Hounslow is a vibrant city situated 6.8km from Windsor, offering a rich tapestry of family-friendly activities and cultural experiences. Visitors can explore its bustling shopping areas and enjoy live performances at local theatres. Hounslow is also home to notable landmarks like the iconic stadium and various sports facilities, making it an ideal destination for sports enthusiasts. Outdoor spaces provide a perfect setting for relaxation or family outings, ensuring a well-rounded travel experience.
  • Slough: Located a mere 1.2km from Windsor, Slough is a city that seamlessly blends family fun, cultural attractions, and entertainment. The town boasts a lively shopping area and is renowned for its golf courses, appealing to both casual and avid golfers. Noteworthy attractions include a thrilling theme park, a prominent stadium, and the historic castle, all of which offer an array of activities to keep visitors engaged. Slough’s close proximity to Windsor makes it an easy and enjoyable addition to your itinerary.
  • West Drayton: West Drayton is a charming city located 4.3km from Windsor, perfect for families and culture enthusiasts. The city features a range of shopping options and a local theatre, providing entertainment for all ages. Visitors can explore various educational venues and nearby symbolic landmarks that reflect the area’s history. With excellent sports facilities and a stadium in close proximity, West Drayton promises a delightful mix of leisure and culture for a memorable visit.

Best time to go to Windsor

If you're planning a trip to Windsor, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April to May and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.9°F (4.4°C)Light RainMostly CloudyAverageSlightly Low
February41.0°F (5.0°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March44.2°F (6.8°C)No Rain (Dry)Mostly CloudyAverageAverage
April48.6°F (9.2°C)No Rain (Dry)Mostly CloudySlightly HighAverage
May54.0°F (12.2°C)Light RainMostly CloudySlightly HighAverage
June60.1°F (15.6°C)Light RainMostly CloudyAverageSlightly High
July63.9°F (17.7°C)Light RainMostly CloudySlightly HighSlightly High
August63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
September59.2°F (15.1°C)No Rain (Dry)Mostly SunnyAverageAverage
October53.4°F (11.9°C)Light RainMostly CloudySlightly LowAverage
November46.4°F (8.0°C)Light RainMostly CloudySlightly LowSlightly Low
December42.3°F (5.7°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay often results in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up where you left off, or manage your travel arrangements with ease. You can conveniently access properties you've previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The historical area of Windsor awaits your stay

The area's history and monuments are just some of the reasons to come on holiday to Windsor. Travellers especially like the riverfront, shopping and restaurants in this welcoming and romantic city. Wembley Stadium and Warner Bros. Studio Tour London are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Windsor

Are you hoping to discover attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Windsor a fun place to get away to. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Warner Bros. Studio Tour London (16.6 mi / 26.7 km)
  • LEGOLAND® Windsor (2 mi / 3.3 km)
  • Wentworth Golf Club (5.8 mi / 9.3 km)
  • Lapland UK (6.5 mi / 10.5 km)
  • Thorpe Park (6.9 mi / 11.1 km)
  • Sunningdale Golf Club (7 mi / 11.2 km)

Exploring the natural landscape of Windsor

Whether you're an active traveller or just want to take in the scenery, Windsor is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Dorney Lake (1.7 mi / 2.7 km)
  • Windsor Great Park (2.2 mi / 3.5 km)
  • Virginia Water (5 mi / 8.1 km)
  • Ruislip Lido Beach (10.8 mi / 17.4 km)
  • Osterley Park and House (11.3 mi / 18.2 km)
  • Boston Manor Park (12.7 mi / 20.4 km)

How to get to and around Windsor

The nearest airport is in Heathrow Airport (LHR), located 7.1 mi (11.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Farnborough (FAB), which is 15.8 mi (25.5 km) away.

If you're travelling by train, make your way to Windsor & Eton Central Station or Windsor & Eton Riverside Station and explore the city from there.

Frequently asked questions

What is the best area to stay in Windsor when booking a holiday rental?
Windsor City Centre is among the more popular neighbourhoods to find a holiday property in Windsor. While here, don't miss big-hitting attractions like Windsor Castle and St. Georges Chapel.
What is the most popular type of holiday rental accommodation in Windsor?
The most sought-after types of holiday rentals in Windsor are apartments. Prefer something different? Vrbo offers a variety of options to match our guests' unique needs, so you'll see holiday homes in all sizes, and for all budgets. The ideal fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday rental in Windsor?
Length of stay, property type and time of year are some of the things that can determine the price of a holiday home. Simply add your dates of travel to find your perfect fit. From homey country cottages to sprawling villas, all Vrbo holiday rentals offer unbeatable value.
How much does it cost to rent a beach house in Windsor?
Prices for beach houses in Windsor will vary depending on the size and style of the property and when you're travelling. All you have to do is enter your travel dates into Vrbo and the number of guests to view holiday rental options and prices. From there you can use our filter tool to refine your search results by ratings, nearby activities and more.
Are there pet-friendly holiday rentals in Windsor?
Pack a suitcase and a bone for your puppy dog because Windsor has 56 properties that throw out the welcome mat to doggie guests. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Windsor?
Add an extra layer of fun to your adventure by booking your family into one of the two houses with a private pool in Windsor. Use our search filter to find the kind of property you want on Vrbo, and then spend leisurely days splashing around in a swimming pool that's exclusively for you.
What are popular rental amenities in Windsor?
When it comes to rental amenities that people are looking for in Windsor, a garden, tennis and a sauna rank highest. With Vrbo holiday homes, there are choices to suit your style and taste, whether you're planning to get away with friends, family or even pets.
Are there large group holiday rentals in Windsor?
Yes, there are 25 properties in Windsor that can host a group of five or more people. From family get-togethers to events like a friend's birthday, these stays have enough room to spend time with your favourite people.
Are there holiday rentals in Windsor that welcome kids?
Windsor has 55 family-friendly holiday homes. And tracking down a stay that welcomes little ones is super easy with our "Properties good for families" filter. In addition to having the entire place to yourselves, you'll get access to perks and amenities like extra bedrooms, yards and private pools.
What are the top attractions for families in Windsor?
There are lots of cool things to see and do with the family in Windsor, such as:

  • Windsor Castle
  • LEGOLAND® Windsor
  • Coral Reef Bracknells Water World

Are there one-bedroom holiday rentals in Windsor?
Windsor has 15 one-bedroom rentals on offer. Often located in popular areas because of their compact size, a one-bedroom property is perfect if you're getting away with your partner or a pal. And with comforts like laundry facilities and more privacy than a standard hotel, you'll be able to chill out while sightseeing around this top destination.
Can I find two-bedroom holiday rentals in Windsor?
You can pick from 28 two-bedroom holiday homes in Windsor. Give the kids the second room or fill it with a couple of your nearest and dearest friends. There's plenty of space for whoever's lucky enough to come along for the ride.
Are there holiday rentals with WiFi in Windsor?
Take your pick of 19 holiday rentals with WiFi in Windsor. If you'd like to disconnect from daily life during your trip, but still want to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Windsor?
Pick your travel dates and then use the filter tool to search for holiday rentals with ac in Windsor on Vrbo. With two air-conditioned properties on offer here, you can look forward to a cool and comfortable break.
How old do you have to be to rent a holiday rental in Windsor?
The minimum age permitted can vary across properties on Vrbo, so look at the rules of the holiday rental in Windsor you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday rental in Windsor for?
The amount of time you can book a Windsor holiday rental for is up to the property. Simply tap in your dates of travel to find options offering longer term stays. They have all the things you need to make your extended holiday more comfortable and convenient, like kitchens and air conditioning. Some holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.