Photo by Tristan Young

Old Windsor holiday rentals

We found 39 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.

  • 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

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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Old Windsor holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Old Windsor to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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