Windsor holiday homes

We found 1,063 holiday rentals — enter your dates for availability
Discover a selection of 37 homes, 35 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:30 Oct - 6 Nov

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Why visit Windsor

  • Historic Majesty: Windsor Castle and other historic landmarks offer a deep dive into England’s regal past.
  • Cultural Charm: Wander through enchanting Old Windsor and soak up the local ambience.
  • Riverside Allure: Enjoy picturesque views along Windsor Quay for a relaxing riverside experience.
  • Family-Friendly Vibes: The city provides a warm, welcoming atmosphere ideal for families and romantics.
  • Outdoor Adventures: Explore lush local parks and historic houses, perfect for leisurely day trips.

Top attractions in Windsor

Windsor, England, offers a delightful mix of family-friendly, cultural, and outdoor experiences. Explore historic landmarks, including the renowned Windsor Castle, and enjoy leisurely days at local theme parks and historic houses. The city's attractions provide a well-rounded experience for travellers seeking both cultural enrichment and outdoor adventures, making it a perfect destination for a memorable holiday.

  • Windsor Castle: Step into history at Windsor Castle, where centuries of culture and romance await amid majestic architecture and royal legacy.
  • LEGOLAND® Windsor: Enjoy a fun-filled day at LEGOLAND® Windsor, a theme park brimming with entertainment and family-friendly excitement.
  • Windsor Great Park: Explore Windsor Great Park, a reserve preserve offering friendly encounters, invigorating excursions, and budget-friendly adventures.

Things to do recommended for couples

Discover Windsor's enchanting allure with an intimate riverside stroll and a cosy visit to historic Windsor Castle. Experience the town's quaint charm, perfect for a memorable Kiwi couple's getaway.

Things to do recommended for families

Families visiting Windsor can enjoy a day at LEGOLAND Windsor Resort, where kids can explore exciting rides and attractions. Don't miss the stunning Windsor Castle, where you can learn about royal history and enjoy beautiful gardens perfect for a family picnic.

Things to do recommended for groups

Groups visiting Windsor can experience the thrill of motor racing at Mercedes-Benz World, located 18km away, and enjoy an adventurous day at the Go Ape zipline ropes course in Bracknell, just 13km away, perfect for outdoor fun and bonding.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When travelling with a group, family, pets, or planning an extended stay, it's important to filter your options according to your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Windsor with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Windsor with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with amenities suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Windsor: For many families, a trip isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Windsor: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Windsor

Discover Windsor, a charming city where history meets a warm, family-friendly atmosphere. Wander through the enchanting Old Windsor and experience the riverside allure of Windsor Quay. Enjoy a relaxing holiday stay that feels like home, whether you’re exploring the historic SL4 area or soaking up the local culture. Perfect for families and romantics alike, Windsor offers a delightful blend of historical charm and modern comfort.

  • Hounslow: Hounslow is a vibrant city located 18km from Windsor, offering a rich blend of family-friendly activities and cultural experiences. This bustling neighbourhood features a variety of shopping areas, outdoor spaces, and theatres that cater to all ages. Notable attractions include a local sports facility stadium, a symbolic landmark, and several urban parks where you can relax and enjoy the outdoors. Hounslow’s diverse atmosphere makes it an excellent stop for those looking to immerse themselves in city life while enjoying family-oriented fun.
  • West Drayton: Situated 11km from Windsor, West Drayton is a charming city that attracts families and culture enthusiasts alike. With its accessible shopping areas and theatres, visitors can indulge in a delightful mix of retail therapy and entertainment. The area is home to symbolic landmarks, a sports facility stadium, and pleasant streets ideal for leisurely strolls. West Drayton's convenient location and community spirit make it a lovely destination for those seeking a blend of urban life and local charm.
  • Slough: Just 3km from Windsor, Slough is a dynamic city known for its family-friendly atmosphere and cultural offerings. Here, you'll find a wide range of shopping options, as well as recreational activities like golf at local courses. Key attractions in Slough include a thrilling theme park, an iconic castle, and various symbolic landmarks that showcase the area’s history. Slough's vibrant entertainment scene and proximity to Windsor make it an ideal spot for a convenient and enjoyable day trip.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.9°F (4.4°C)Light RainMostly CloudyAverage
February41.0°F (5.0°C)No Rain (Dry)Mostly CloudyAverage
March44.2°F (6.8°C)No Rain (Dry)Mostly CloudyAverage
April48.6°F (9.2°C)No Rain (Dry)Mostly CloudySlightly High
May54.0°F (12.2°C)Light RainMostly CloudySlightly High
June60.1°F (15.6°C)Light RainMostly CloudyAverage
July63.9°F (17.7°C)Light RainMostly CloudySlightly High
August63.1°F (17.3°C)Light RainMostly SunnyAverage
September59.2°F (15.1°C)No Rain (Dry)Mostly SunnyAverage
October53.4°F (11.9°C)Light RainMostly CloudySlightly Low
November46.4°F (8.0°C)Light RainMostly CloudySlightly Low
December42.3°F (5.7°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can lead to better prices. Also, booking a longer stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are now neatly categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply head to: https://www.bookabach.co.nz/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 LEGOLAND® Windsor 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:

  • LEGOLAND® Windsor (2 mi / 3.3 km)
  • Warner Bros. Studio Tour London (16.6 mi / 26.7 km)
  • Coworth Park Polo Centre (5 mi / 8 km)
  • Royal Ascot Golf Club (5 mi / 8.1 km)
  • Wentworth Golf Club (5.8 mi / 9.3 km)
  • Lapland UK (6.5 mi / 10.5 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)
  • Osterley Park and House (11.3 mi / 18.2 km)
  • Dinton Pastures Country Park (11.8 mi / 19 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 home?
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 home accommodation in Windsor?
The most sought-after types of holiday homes in Windsor are apartments. Prefer something different? Bookabach 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 home 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 Bookabach holiday homes 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 Bookabach and the number of guests to view holiday home 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 homes 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 homes on Bookabach. 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 Bookabach, and then spend leisurely days splashing around in a swimming pool that's exclusively for you.
What are popular home amenities in Windsor?
When it comes to home amenities that people are looking for in Windsor, a garden, tennis and a sauna rank highest. With Bookabach 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 homes 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 homes 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 homes in Windsor?
Windsor has 15 one-bedroom homes 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 homes 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 homes with WiFi in Windsor?
Take your pick of 19 holiday homes 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 Bookabach.
How can I find holiday homes with air conditioning in Windsor?
Pick your travel dates and then use the filter tool to search for holiday homes with ac in Windsor on Bookabach. 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 home in Windsor?
The minimum age permitted can vary across properties on Bookabach, so look at the rules of the holiday home in Windsor you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Windsor for?
The amount of time you can book a Windsor holiday home 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.