Photo by Tristan Young

Old Windsor holiday homes

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.

  • 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 Old Windsor

  • Historic charm: Delve into the rich heritage of Old Windsor with its historic houses and quaint urban parks.
  • Outdoor fun: Enjoy scenic green spaces perfect for family picnics and leisurely strolls.
  • Cultural immersion: Experience the local vibe and relaxed, romantic atmosphere unique to the area.
  • Eco-friendly appeal: Ideal for eco-conscious travellers seeking sustainable outdoor adventures.
  • Family-friendly activities: Discover a perfect blend of heritage and nature, making it a hit with families.

Top attractions in and around Old Windsor

Old Windsor offers a delightful blend of historic charm and outdoor fun for families and eco-conscious travellers. Explore urban parks, historic houses, and theme parks that provide a rich cultural experience. Enjoy the local attractions and immerse yourself in the area's unique heritage, making it a perfect destination for an outdoor holiday in England.

  • Windsor Great Park: This expansive reserve offers delightful walking paths, stunning gardens, and plenty of open space for picnics. It's perfect for family outings and nature lovers, with friendly locals and budget-friendly excursions.
  • Windsor Castle: A short journey from Old Windsor, this iconic castle exudes rich history and romance. Explore its magnificent architecture and immerse yourself in the culture and traditions of the British monarchy.
  • LEGOLAND® Windsor: Just a bit further away, this vibrant theme park is a haven for families, featuring thrilling rides and engaging attractions that cater to all ages, ensuring a day full of fun and laughter.

Things to do recommended for couples

For a romantic escape in Old Windsor, explore the picturesque gardens of Windsor Great Park, enjoy a leisurely boat ride on the River Thames, or indulge in a candlelit dinner at a charming local pub. Don't forget to stroll hand-in-hand along the scenic riverside paths for a perfect day out.

Things to do recommended for families

Families will love exploring the enchanting history of Windsor Castle, enjoying a peaceful picnic by the River Thames, or visiting Legoland Windsor, where kids can unleash their creativity with rides and attractions tailored for all ages.

Things to do recommended for groups

Groups visiting Old Windsor can experience the thrill of motorsport at Mercedes-Benz World and enjoy an adventurous day at Go Ape in Bracknell, both offering exciting outdoor activities just 14km away.

*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 considering a longer stay, be sure to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Old Windsor with a group: Think about how many bedrooms you'll require, as well as 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 Old Windsor with young kids: Travelling with young kids can be quite a challenge. It's important to prioritise their comfort and safety, and to look for age-appropriate facilities, 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 Old Windsor: For many, a family holiday isn’t truly complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Many of these 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 great offers 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 options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Old Windsor

Discover the charm of Old Windsor, a delightful neighbourhood ideal for family-friendly and eco-conscious holidays. Explore its scenic outdoor spaces and historic sites, immersing yourself in a relaxed, romantic atmosphere. Enjoy the friendly local vibe, from the quaint areas of Old Windsor to the nearby windsor hills. A perfect base for travellers seeking a blend of heritage and nature, Old Windsor offers a unique experience in central Windsor.

  • Windsor: Nestled along the banks of the River Thames, Windsor is a charming city steeped in history and culture. As the home of the iconic Windsor Castle, one of the official residences of the British monarch, visitors can explore its grand architecture and lush gardens. Families will find plenty to enjoy, from the thrilling rides at Legoland to scenic walks in the surrounding parks. The vibrant shopping area offers a mix of high-street brands and unique boutiques, while outdoor enthusiasts can partake in golf or riverside activities. Windsor’s rich heritage and lively atmosphere make it an essential stop on your journey.
  • Hounslow: Located about 14km from Old Windsor, Hounslow is a bustling urban centre that offers a blend of cultural experiences and family-friendly activities. Known for its vibrant shopping areas, you can find everything from local markets to high street fashion. The town is also home to various theatres showcasing performances, making it a cultural hotspot. Nature lovers can unwind in the nearby urban parks, while sports enthusiasts can catch a game at local stadiums. Hounslow’s diverse offerings make it a perfect place to experience the lively spirit of city life.
  • West Drayton: Situated approximately 10km from Old Windsor, West Drayton is a quaint city that combines suburban charm with cultural highlights. Visitors will enjoy exploring its shopping areas and theatres, which provide a glimpse into local arts and entertainment. The area is also known for its symbolic landmarks and sports facilities, offering a variety of recreational options. With its welcoming atmosphere, West Drayton is an ideal place for families seeking both relaxation and adventure in a city setting.

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.

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 CloudyAverage
May54.0°F (12.2°C)Light RainMostly CloudySlightly High
June60.1°F (15.6°C)Light RainMostly CloudySlightly High
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

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that meets your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board feature offers you a dedicated space to plan new adventures, pick up where you last stopped, or manage your travel arrangements. You can easily access properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

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 peak season from May to July, with June being particularly popular. This time of year welcomes a vibrant setting, great for those looking to enjoy the beautiful gardens and outdoor activities the area has to offer. Visitors can take leisurely strolls along the River Thames or explore the historic sites, such as Windsor Castle, all under the warmth of the summer sun.During June, temperatures in Old Windsor typically range from 10 to 22 degrees Celsius, making it an ideal climate for sightseeing and outdoor pursuits. The lush greenery and blooming flowers create a picturesque setting for picnics and leisurely walks, appealing to both families and couples seeking a memorable getaway.If you're considering a more budget-friendly option, visiting in December can be a charming choice. While it's the low season, the festive decorations and seasonal events add a unique charm to the area. Plus, this quieter time allows for a more intimate exploration of Old Windsor's attractions without the hustle and bustle of peak tourist traffic.
What are the top attractions in Old Windsor, England, United Kingdom?
In Old Windsor, visitors can enjoy a variety of attractions that reflect the area's rich history and natural beauty. One of the standout sites is Windsor Castle, located just a short distance away, which is the oldest and largest inhabited castle in the world, offering stunning architecture and beautiful gardens. The picturesque village itself features charming streets and historic buildings, great for leisurely strolls.The nearby River Thames provides opportunities for scenic walks and boat trips, allowing visitors to appreciate the tranquil riverside settings. Old Windsor is also close to the expansive Windsor Great Park, where you can explore vast landscapes, ancient woodlands, and the breathtaking Long Walk, which offers splendid views of the castle.For those interested in wildlife, the nearby Runnymede area is top for its natural beauty and historical significance, including the site of the signing of the Magna Carta.
Are all fees included in the Old Windsor holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Old Windsor holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Old Windsor holiday homes?
You can find great discounts on holiday homes in Old Windsor on Bookabach, 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.
Can I change or cancel my Old Windsor holiday home booking on Bookabach?
To find Old Windsor holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Old Windsor?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Old Windsor holiday home?
Book your Old Windsor holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Old Windsor?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Old Windsor to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas