Old Windsor vacation rentals

We found 36 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Old Windsor that are perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a fireplace. No matter what you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

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Frequently asked questions

What is the most popular type of vacation rental in Old Windsor?
In Old Windsor, vacation houses are the most popular rental option, with several available throughout the area. These properties typically offer spacious living environments, including multiple bedrooms, fully equipped kitchens, and private gardens for outdoor relaxation. Many are situated in charming neighbourhoods close to local parks and the historic Windsor Great Park, making them ideal for families or groups looking for a comfortable stay. Cottages and cabins are also available, providing a more quaint and rustic experience, often featuring traditional decor and cosy interiors.
How much does it cost to rent a vacation home in Old Windsor?
Prices for vacation 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 travelling 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.
Are there any discounts for Old Windsor vacation 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 vacation rentals with parking?
Vrbo offers a wide selection of vacation 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 vacation rentals in Old Windsor?
A long-stay vacation 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 vacation rental?
The most popular time to visit Old Windsor is during the peak season from May to July, with June being particularly favoured by holidaymakers. This vibrant period invites families and couples to explore the picturesque surroundings while enjoying the delightful English summer. With temperatures averaging around 20°C, the weather is pleasantly warm, making it ideal for outdoor activities such as leisurely strolls along the River Thames or exploring the historic Windsor Great Park.

During these months, visitors can take part in the local culture, with various events and outdoor festivals adding to the lively atmosphere. The proximity to attractions like Windsor Castle and Legoland makes it a great base for those seeking both adventure and cultural experiences.

If you're looking for a more budget-friendly option, consider visiting in December. While this month is quieter in terms of tourist activity, it offers a charming winter wonderland experience, with festive decorations and local vacation events that capture the spirit of the season. The allure of Old Windsor in winter can provide a unique perspective on this lovely village.
Are there any remote work vacation rentals in Old Windsor?
In Old Windsor, there are several remote work vacation rentals available, making it a great choice for those looking to blend work and leisure. Many of these properties come equipped with essential amenities such as dedicated office spaces, desks, comfortable chairs, and high-speed Wi-Fi, ensuring a productive environment for remote workers. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Windsor vacation rental?
Book your Old Windsor vacation 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 vacation 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?
In Old Windsor, visitors can enjoy a range of attractions that highlight the area's rich history and natural beauty. The historic St. John's Church, with its beautiful architecture and serene grounds, is a popular landmark. Close by, the picturesque Windsor Great Park offers expansive green spaces, scenic walking trails, and the famous Long Walk, providing stunning views of Windsor Castle in the distance.
Can I change or cancel my Old Windsor home rental booking on Vrbo?
To find Old Windsor vacation 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 vacation 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.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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