Windsor holiday rentals

We found 1,060 holiday rentals — enter your dates for availability
Discover a selection of 35 homes, 34 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.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Windsor

  • Historic Royal Heritage: Windsor Castle offers a regal glimpse into Britain’s storied past, embodying centuries of royal history.
  • Family Fun: Enjoy thrilling rides and attractions at Legoland Windsor, perfect for a day out with the family.
  • Scenic Outdoors: Wander through picturesque parks and the renowned Long Walk, ideal for leisurely strolls and picnics.
  • Cultural Charm: Immerse yourself in Windsor’s vibrant streets, bustling markets, and quintessential British atmosphere.
  • Welcoming Stays: Choose from cosy cottages, apartments, and private homes for a comfortable and authentic local experience.

Popular types of accommodation in Windsor

You’ve chosen Windsor for your next getaway, and now it’s time to find the perfect accommodation. This charming town offers a variety of options, including apartments, private holiday homes, and cosy cottages. With friendly hosts and a welcoming atmosphere, you’re sure to discover the best places to stay. Enjoy iconic attractions like Windsor Castle, stroll through the picturesque Long Walk, and immerse yourself in the local culture. The ideal base for your adventure awaits.

  • Apartments: These self-contained units are the top choice among travellers, offering convenience and flexibility for your stay in Windsor.
  • Private Holiday Homes: A popular option, these homes provide a homely atmosphere, perfect for families or groups seeking privacy.
  • Cottages: Charming and quaint, cottages offer a delightful retreat with a touch of character, ideal for a peaceful getaway.
  • Condos: These modern dwellings combine comfort and style, making them a great choice for a contemporary experience.
  • Guest Houses: Offering a warm and welcoming ambiance, guest houses provide a friendly atmosphere for a relaxed stay.**

Top attractions in Windsor

Windsor, England, offers a delightful mix of family-friendly attractions and cultural experiences. Visitors can explore the majestic Windsor Castle, a historic landmark steeped in royal heritage. For a fun-filled day, Legoland Windsor provides exciting rides and entertainment for all ages. With its beautiful parks and leisure centres, Windsor is perfect for outdoor activities, making it an ideal destination for families and culture enthusiasts alike.

  • Windsor Castle: Immerse yourself in historical grandeur with culture and romance, exploring royal state apartments and ancient architecture.
  • LEGOLAND® Windsor: Enjoy a playful atmosphere at this theme park, offering entertainment and family fun in a vibrant setting.
  • Windsor Great Park: Revel in expansive natural beauty, perfect for excursions with friendly locals and budget-friendly experiences.

Things to do recommended for couples

Windsor offers enchanting experiences for couples. Stroll hand-in-hand along the picturesque Long Walk, visit the stunning Windsor Castle, and enjoy a romantic boat trip on the River Thames. Don’t forget to dine in one of the charming riverside restaurants for an unforgettable evening.

Things to do recommended for families

Families visiting Windsor can explore the enchanting Windsor Castle, take a leisurely stroll through the beautiful Long Walk, and enjoy a fun-filled day at Legoland Windsor Resort, featuring thrilling rides and interactive attractions for children of all ages.

Things to do recommended for groups

Experience the thrill of motor racing at Mercedes-Benz World, just 18km from Windsor, or embark on an adventurous day at Go Ape in Bracknell, located 13km away, where you can tackle zip lines and treetop challenges in the great outdoors.

*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

Whether you're travelling with a group, as a family, with your pets, or seeking extended stays, ensure you choose the appropriate filters for your needs. Here are some Stayz booking tips for you.

  • Traveling to Windsor with a group: Consider how many bedrooms will be required, along with facilities such as a fully equipped kitchen or an outdoor area suitable for a group gathering. Fortunately, you can apply filters for all these features—and more—on Stayz.
  • Traveling to Windsor with young kids: Traveling with small children can be demanding. It is essential to prioritise their comfort and safety, along with providing age-suitable facilities, such as a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Windsor: For many, a family holiday isn’t complete without their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure every member of the family feels right 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 such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Windsor

Windsor offers a rich tapestry of historical charm and vibrant experiences. Wander the town’s storied streets, immerse yourself in the windsorian experience, and enjoy a romantic, family-friendly atmosphere. Explore cultural landmarks and relish the friendly, relaxing vibe, complete with vibrant shopping and scenic outdoor spaces, all set within this quintessential British city.

  • Hounslow: Hounslow is a vibrant city located 18km from Windsor, offering a rich blend of family-friendly activities and cultural experiences. With its bustling shopping areas and inviting outdoor spaces, visitors can enjoy a lively atmosphere perfect for exploration. Notable attractions include a prominent sports stadium and several urban parks, ideal for picnics and leisurely strolls. The local theatre scene adds a touch of cultural flair, making Hounslow a well-rounded destination for those seeking both entertainment and relaxation.
  • West Drayton: Situated 11km from Windsor, West Drayton is a charming city that caters well to families and culture enthusiasts alike. The area is known for its accessible shopping venues and theatres, as well as educational institutions that highlight its commitment to learning and community engagement. Visitors can admire local landmarks, including a notable sports facility and unique streets that contribute to the city's character. West Drayton's welcoming atmosphere makes it a delightful place to explore for a day trip.
  • Slough: Just 3km from Windsor, Slough is a lively city that offers an exciting mix of family-oriented fun and cultural entertainment. Its shopping areas are complemented by recreational options such as a golf course, appealing to both leisure seekers and avid golfers. Slough is also home to a famous theme park and a historic castle, providing unique experiences for visitors of all ages. With its dynamic blend of attractions, Slough is perfect for those wishing to immerse themselves in both leisure and local heritage.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Are you hoping to save on your next adventure? Consider being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s innovative Trip Board provides you with a dedicated space to craft new journeys, pick up where you last left off, or review and organise your plans. Properties that you have previously saved or booked are now accessible under Potential, Upcoming, or Current Trips. To access your Trip Boards, please visit: https://www.stayz.com.au/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)
  • Colne Valley Regional Park (8 mi / 12.8 km)
  • Osterley Park and House (11.3 mi / 18.2 km)
  • Eel Pie Island (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? Stayz 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 Stayz 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 Stayz 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 Stayz. 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 Stayz, 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 Stayz 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 Stayz.
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 Stayz. 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 Stayz, 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.