Old Windsor holiday lettings

We found 35 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Old Windsor that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Why visit Old Windsor

  • Historic Windsor Castle: Explore the grandeur of Windsor Castle, one of the UK's most iconic royal residences.
  • Scenic Old Windsor Lock: Enjoy picturesque walks along the Thames at the charming Old Windsor Lock.
  • Charming Village Centre: Discover local shops and cafes in the quaint village centre of Old Windsor.
  • Outdoor Parks and Attractions: Relax in urban parks or have fun at nearby theme parks, suitable for all ages.
  • Varied Accommodation Options: Choose from a range of delightful cottages, private homes, and modern apartments for your stay.

Popular types of accommodation around Old Windsor

If you're pondering the ideal accommodation for your stay in Old Windsor, look no further! The most popular choices include charming cottages, spacious houses, and modern apartments. Whether you prefer a detached house for a bit more privacy, a stylish town house, or a cosy bedroom house, you'll find a variety of options to suit your needs. Enjoy your stay with the reassurance that the perfect rental awaits you!

  • Apartments: The most sought-after accommodation in Old Windsor, offering a range of amenities for a comfortable stay.
  • Houses: Ideal for families or groups, these homes provide a homely atmosphere with ample space.
  • Cottages: Charming and quaint, these properties offer a unique countryside experience.
  • Condos: Modern living spaces that combine convenience with style, perfect for short or extended stays.
  • Guest Houses: A welcoming choice, these establishments provide personalised service and a friendly atmosphere.**

Top attractions near Old Windsor

Old Windsor offers a delightful blend of family-friendly activities and cultural experiences, making it ideal for outdoor enthusiasts and culture seekers alike. Key attractions include the historic Windsor Castle, the scenic Old Windsor Lock, and the charming Windsor Gate. Additionally, urban parks and theme parks in the area provide ample opportunities for relaxation and fun, ensuring a memorable visit for travellers of all ages.

  • Windsor Castle: A majestic fortress steeped in history, Windsor Castle offers stunning architecture, beautiful gardens, and a glimpse into royal life. With its romantic atmosphere, it's a perfect spot for sightseeing and photography.
  • LEGOLAND® Windsor: Ideal for families, this vibrant theme park features thrilling rides, interactive attractions, and LEGO-themed adventures. It promises a fun-filled day for visitors of all ages, bursting with entertainment and creativity.
  • Royal Holloway, University of London: Known for its striking architecture, this historic university is surrounded by picturesque grounds. The cultural vibe and academic heritage make it a delightful place to explore and appreciate.

Things to do recommended for couples

For a romantic getaway in Old Windsor, consider thrilling water sports at Liquid Leisure, indulge in luxury at Coworth Park Polo Centre, or enjoy a delightful evening at The Old Ticket Hall for live music. Each experience promises to create lasting memories together.

Things to do recommended for families

Families will love exploring Stockley Park for a relaxing day out, enjoying the excitement at Airport Bowl with its fun arcade games, and splashing around at Coral Reef Bracknell's Water World for an unforgettable aquatic adventure, all within a short distance from Old Windsor.

Things to do recommended for groups

Experience the thrill of motor racing at Mercedes-Benz World, only 5.6km from Old Windsor. Enjoy a cultural evening at the Theatre Royal, just 1.2km away, or indulge in shopping and entertainment at Eton High Street Shopping Centre, also 1.2km from your base.

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

When you're planning a trip with friends, family, pets, or if you're considering an extended stay, it's important to use the right filters to reflect your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Old Windsor with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Old Windsor with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it would be wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Old Windsor: For many families, a holiday wouldn't be the same without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Old Windsor: If you’re in search of holiday rentals with discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Old Windsor

Old Windsor offers a delightful blend of family-friendly attractions and serene outdoor spaces. Explore the charming village centre, enjoy the picturesque Redwoods of Old Windsor, and venture into nearby Central Windsor for a taste of local culture. With its friendly atmosphere and relaxed vibe, this area is perfect for those seeking a romantic getaway or a budget-friendly family holiday. Don't miss the chance to discover the hidden gems of West Windsor during your visit!

  • Windsor: Located a mere 1.2km from Old Windsor, Windsor is a city steeped in history and charm. It is home to the iconic Windsor Castle, the oldest and largest inhabited castle in the world, offering stunning architecture and fascinating tours. Families will enjoy the nearby Legoland Windsor Resort, a fantastic amusement park featuring rides and attractions suitable for all ages. The city also boasts picturesque parks and the scenic River Thames, perfect for leisurely walks and picnics. Golf enthusiasts can access several local golf courses, ensuring a well-rounded visit filled with culture and entertainment.
  • Hounslow: Situated 5.6km from Old Windsor, Hounslow is a vibrant city known for its diverse culture and family-friendly atmosphere. It offers a variety of outdoor activities, including parks and green spaces, ideal for a relaxing day out. The bustling shopping areas provide ample opportunities for retail therapy, while the local theatre scene presents exciting performances and events. Notable landmarks include the impressive Twickenham Stadium, a symbol of British sports culture, which attracts rugby fans from all over the country.
  • Slough: Just 1.9km from Old Windsor, Slough offers a blend of modern conveniences and historical attractions. Families can enjoy shopping at the bustling town centre or visiting the nearby theme parks for thrilling rides and entertainment. The local golf courses cater to enthusiasts looking to tee off in a scenic setting. Slough is also home to the impressive Slough Stadium, hosting various sporting events and activities. With its close proximity to Windsor, it makes for a perfect addition to your itinerary.

Best time to go to Old Windsor

If you're planning a trip to Old Windsor, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to 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 CloudyAverageAverage
May54.0°F (12.2°C)Light RainMostly CloudySlightly HighAverage
June60.1°F (15.6°C)Light RainMostly CloudySlightly HighSlightly 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

Are you hoping to save money on your next holiday? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, opting for a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, feel free to utilise our filters to sort by price, location, and type of holiday accommodation.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a valuable platform for planning your journeys, allowing you to start new trips, continue with your existing plans, or manage and organise your bookings. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Old Windsor?
In Old Windsor, holiday houses and cottages are the most popular types of rentals, with several options available throughout the area. These properties often feature charming interiors and amenities such as fully equipped kitchens, cosy living areas, and outdoor spaces like gardens or patios, superb for enjoying the peaceful surroundings. Many of these rentals are conveniently located near attractions such as Windsor Great Park and the River Thames, allowing guests to explore the scenic beauty of the region easily. Additionally, there are also a few cabins available, offering a unique, rustic experience for those looking to immerse themselves in nature.
How much does it cost to rent a holiday home in Old Windsor?
Prices for holiday rentals in Old Windsor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old Windsor to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old Windsor holiday house rentals?
You can find great discounts on house rentals in Old Windsor on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Old Windsor holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Old Windsor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Old Windsor?
A long-stay holiday rental in Old Windsor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Old Windsor for a holiday rental?
The best time to visit Old Windsor for a holiday rental is during the bustling peak season from May to July, with June being particularly popular. This vibrant period attracts travellers seeking to immerse themselves in the charm of the English countryside while enjoying the delightful weather and various local events.

During these months, you can expect pleasantly warm temperatures, averaging around 20 degrees Celsius, which makes it ideal for outdoor activities. Stroll through the picturesque streets, explore the nearby Windsor Great Park, or take a leisurely boat ride on the River Thames, all while soaking in the stunning scenery.

If you're looking for a more budget-friendly option, consider visiting in December. While this marks the low season, it offers a unique charm with festive decorations and the opportunity to experience the local Christmas markets. The atmosphere is magical, and you can enjoy the tranquillity of the season without the crowds.
Are there any remote work holiday rentals in Old Windsor?
In Old Windsor, there are several remote work-friendly holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks and chairs, ensuring a productive environment. Travellers can expect to find properties featuring additional comforts like spacious living areas, well-equipped kitchens for self-catering, and outdoor spaces for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Windsor holiday rental?
Book your Old Windsor holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old Windsor?
Old Windsor offers a charming mix of attractions and points of interest. The historic Windsor Castle, just a short distance away, is a must-visit, featuring stunning architecture and beautiful grounds. The nearby River Thames provides scenic walks and opportunities for boating, great for those looking to enjoy the natural beauty of the area.
Can I change or cancel my Old Windsor home rental booking on Vrbo?
To find Old Windsor holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Old Windsor holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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