Photo by Tristan Young

Old Windsor holiday lettings

We found 36 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other 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 landmarks: Explore the charming St. John the Baptist Church and picturesque streets lined with traditional cottages.
  • Natural beauty: Enjoy the serene riverside along the Thames and the tranquil surroundings of Home Park.
  • Family-friendly attractions: Experience fun at local parks and nearby Legoland Windsor for an exciting day out.
  • Welcoming atmosphere: Revel in the friendly community vibe, perfect for a relaxing getaway.
  • Diverse accommodation: Choose from inviting cottages to modern apartments for a comfortable stay.

Popular types of accommodation around Old Windsor

Welcome to Old Windsor, a charming neighbourhood nestled within Windsor, England. Known for its picturesque landscapes and rich history, Old Windsor offers a delightful escape with a variety of attractions, including the serene Thames riverside and the historic St. John the Baptist Church. Enjoy a range of accommodation options, from inviting cottages to modern apartments, ensuring a comfortable stay as you explore the local area. Discover the warmth of Old Windsor and create lasting memories on your holiday.

  • Self-Catering Apartments: The most sought-after option in Old Windsor, offering a blend of comfort and independence.
  • Private Holiday Homes: Ideal for families or groups seeking a homely atmosphere with added space and amenities.
  • Quaint Cottages: Charming retreats that provide a rustic experience, perfect for a relaxing getaway.
  • Contemporary Condos: Modern living spaces that combine convenience with style in a central location.
  • Welcoming Guest Houses: A friendly option with personalised service, perfect for a cosy stay.**

Top attractions in and around Old Windsor

Old Windsor, nestled in Windsor, England, offers a delightful blend of outdoor and family-friendly attractions. Visitors can explore historic landmarks, including the majestic Windsor Castle and the charming Windsor Guildhall. For family fun, Legoland Windsor provides an exciting theme park experience. Additionally, the local parks invite eco-friendly adventures and leisurely strolls, making Old Windsor a perfect getaway for those seeking culture and nature in a picturesque setting.

  • Windsor Great Park: A stunning natural reserve in Old Windsor, this park offers beautiful landscapes, friendly locals, and budget-friendly excursions. You can enjoy peaceful walks, picnics, and wildlife spotting in a serene environment.
  • Windsor Castle: Located a short distance away, this iconic castle is steeped in history and offers a romantic atmosphere. Explore its grand architecture and rich culture, making it a must-visit for history enthusiasts.
  • LEGOLAND® Windsor: Just a few miles from Old Windsor, this family-friendly theme park promises endless entertainment with its thrilling rides and LEGO-themed attractions, perfect for visitors of all ages.

Things to do recommended for couples

For a romantic getaway in Old Windsor, indulge in a serene stroll along the picturesque banks of the River Thames, or explore the charming village with its quaint shops. Don't miss a visit to Windsor Castle, where you can immerse yourselves in history while enjoying stunning views together.

Things to do recommended for families

Families will delight in exploring the enchanting Windsor Great Park, perfect for picnics and walks. The nearby Legoland Windsor offers thrilling rides and attractions, while the historical charm of Windsor Castle provides a captivating glimpse into royal history, making it an unforgettable experience for all ages.

Things to do recommended for groups

Experience the thrill of motor racing at Mercedes-Benz World, just 14km from Old Windsor, or unleash your adventurous spirit at Go Ape in Bracknell, also 14km away, where you can tackle a zipline ropes course surrounded by nature.

*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 around Old Windsor

If you're travelling with a group, family, or pets, or if you're seeking extended stays, it's important to filter your options based on your specific priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Old Windsor with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options, and much more, on Vrbo.
  • Traveling to Old Windsor with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Old Windsor: For many, a family holiday wouldn't feel complete without their four-legged companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Old Windsor: If you're in search of holiday rentals offering discounts 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 preferences 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, nestled near the picturesque River Thames, offers a delightful blend of history and nature. Visitors can explore charming parks, such as the serene Home Park, or wander through the quaint streets dotted with traditional cottages. Family-friendly attractions abound, making it an ideal spot for a relaxing getaway. With its friendly atmosphere and romantic vibes, Old Windsor is perfect for those seeking a tranquil escape while still being close to the vibrant heart of Windsor.

  • Hounslow: Located approximately 14km from Old Windsor, Hounslow is a vibrant city that offers a delightful mix of family-friendly activities and cultural experiences. Visitors can explore its lively shopping areas and enjoy outdoor pursuits in the nearby parks. The city is also home to an array of entertainment options, including theatres and sports facilities. Notable landmarks include the impressive stadium, which hosts various sporting events, and urban parks perfect for a leisurely stroll or a picnic. Hounslow’s rich cultural tapestry makes it an exciting destination for all ages.
  • Windsor: Just a stone's throw from Old Windsor, Windsor is renowned for its stunning historical charm and family-oriented attractions. Visitors are drawn to the majestic Windsor Castle, a UNESCO World Heritage Site that stands as a testament to British history. The city also features delightful amusement parks and scenic shopping areas, making it an ideal spot for families and culture enthusiasts alike. Windsor’s beautiful parks and gardens provide perfect settings for outdoor activities, ensuring that there’s something for everyone to enjoy amidst its royal backdrop.
  • West Drayton: Situated about 10km from Old Windsor, West Drayton is a charming city that offers a blend of urban and cultural experiences. It's an excellent destination for families, with its accessible shopping areas and theatres providing plenty of entertainment. Visitors can explore symbolic landmarks and enjoy the local sports facilities. The city’s friendly atmosphere and vibrant community make it a lovely place to immerse oneself in local life while enjoying its quaint streets and lush green spaces.

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.

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 CloudyAverageSlightly Low
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 LowAverage
December42.3°F (5.7°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Additionally, opting for a longer stay often results in even better deals. 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: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new journeys, resume your previous activities, or manage your travel arrangements. You’ll discover your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply 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 accommodation in Old Windsor?
Houses are the most popular style of holiday rental in Old Windsor, according to our data. Even if you've got a different vision in mind, Vrbo has properties in a variety of shapes and sizes. Look over our options to find your perfect fit.
How much does it cost to rent a holiday rental in Old Windsor?
Season, property type and length of stay are some things that can affect the price of a holiday home. Simply enter your travel dates to find your perfect match. From cosy cabins to expansive villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Old Windsor?
Prices for beach houses in Old Windsor differ depending on the size and style of the property and time of year you're travelling. All you have to do is enter your travel dates into Vrbo and how many guests to view holiday rental options and prices. From there you can use the filters to refine your search by ratings, amenities and more.
Are there pet-friendly holiday rentals in Old Windsor?
Yes. There are. You can choose from three holiday rentals that allow pets in Old Windsor. Lots of our pet-friendly holiday rentals come with a garden for your furry pal to have fun in, doggie beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
What are popular rental amenities in Old Windsor?
The most popular rental amenities guests are looking for in Old Windsor are nearby museums, a fireplace and a barbecue grill. Whether you're travelling with pals, family or even pets, Vrbo holiday rentals provide the best amenities for beginning new traditions with your loved ones.
Are there holiday rentals in Old Windsor that welcome kids?
Gather the whole crew for an epic adventure in Old Windsor at one of our three family-friendly holiday rentals. Many of these stays provide amenities that are ideally suited to trips with youngsters, such as laundries, multiple bedrooms and pools. Just check the "Properties good for families" filter box and choose your favourite.
What are the top attractions for families in Old Windsor?
Keeping the kids happy during your Old Windsor holiday is simple with these leading family-friendly attractions:
  • Windsor Castle
  • LEGOLAND® Windsor
  • Changing of the Guard
Are there one-bedroom holiday rentals in Old Windsor?
There are two one-bedroom properties in Old Windsor to pick from. A one-bedroom holiday home is an excellent option if it's only you and your partner or if you're flying solo. Add in more privacy, space and convenience compared to a regular hotel, and you've got yourself a memorable trip.
How old do you have to be to rent a holiday rental in Old Windsor?
We recommend checking with the Old Windsor holiday property you'd like on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental in Old Windsor for?
How long you can rent a holiday rental in Old Windsor varies according to the property. Simply enter your selected travel dates to view a list of options offering extended stays. With a range of features like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find the perfect place to call your home away from home in Old Windsor.

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