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Old Windsor vacation rentals

We found 37 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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Find out more about Old Windsor

Why visit Old Windsor

  1. Historic attractions: Visit Windsor Castle and Lord Weymouth's manor for a glimpse into royal history.
  2. Family-friendly activities: Enjoy outdoor parks and nearby theme parks, perfect for all ages.
  3. Charming atmosphere: Experience the friendly locals and relaxing vibe of Old Windsor.
  4. Diverse accommodations: Choose from cozy rentals, delightful cottages, and luxury hotels for your stay.
  5. Cultural exploration: Discover nearby regions that offer a mix of culture, romance, and outdoor fun.

Popular types of accommodation around Old Windsor

Planning a getaway to Old Windsor? Discover the charm of this historic area with a variety of vacation rental options. From cozy apartments and houses to delightful cottages, Old Windsor offers something for everyone. Enjoy the convenience of premier Windsor hotels and luxury accommodations, all while being close to royal attractions. Start your adventure today and find the perfect home base for your stay in Old Windsor!

  • Apartments: The top choice for travelers in Old Windsor, offering convenient amenities and a home-like atmosphere for individuals or groups.
  • Houses: A favored option for families and friends seeking spacious accommodations with a personal touch.
  • Cottages: Charming and cozy, these rentals provide a quaint experience perfect for a relaxing getaway.
  • Condos: Modern living spaces with great facilities, ideal for both short and extended stays.
  • House Boats: Unique accommodations that allow you to enjoy life on the water while exploring Old Windsor.**

Top attractions near Old Windsor

Old Windsor is perfect for family-friendly vacations, offering a blend of culture and outdoor activities. Explore its historic houses, urban parks, and nearby theme parks, making it ideal for all ages. Don't miss a trip to Windsor Castle and the historical manor of Lord Weymouth, which add charm to your visit. With a variety of attractions, Old Windsor ensures a memorable experience for every traveler.

  1. Windsor Castle: A stunning royal residence steeped in history, Windsor Castle offers a romantic atmosphere with its impressive architecture and beautiful gardens. Explore the State Apartments, St. George's Chapel, and take in breathtaking views of the surrounding area.
  2. LEGOLAND® Windsor: A family-friendly theme park filled with fun and adventure, LEGOLAND® Windsor features thrilling rides, interactive exhibits, and impressive LEGO constructions. It's perfect for kids and adults alike, making it a memorable day out.
  3. Royal Holloway, University of London: This historic university boasts stunning Victorian architecture and beautiful grounds. With a rich cultural atmosphere, visitors can enjoy art exhibitions and guided tours that highlight its impressive history.

Things to do recommended for couples

For a romantic getaway in Old Windsor, indulge in luxury at Coworth Park Polo Centre, experience adventure at Liquid Leisure, or enjoy live music at The Old Ticket Hall. Each venue offers a unique vibe, perfect for couples seeking memorable moments together.

Things to do recommended for families

Families visiting Old Windsor can unwind at Stockley Park, enjoy splashes of fun at Coral Reef Bracknell's Water World, or seek adventure at Airport Bowl. Each location offers a unique experience that promises to create lasting memories for both kids and adults alike.

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

If you're traveling with a group, family, or pets, or if you're seeking extended stays, it's important to prioritize your needs while filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Old Windsor with a group: Think about how many bedrooms you'll require, as well as any additional features like a complete kitchen or outdoor area for group gatherings. The great news is that you can easily filter for these options and many others on Vrbo.
  • Traveling to Old Windsor with young kids: Traveling with young kids can be quite an adventure. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Old Windsor: For many families, a vacation isn't truly finished without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Old Windsor: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Old Windsor

Old Windsor offers a charming blend of family-friendly activities and rich history. Just a short walk from the historic town of Windsor and the iconic Windsor Castle, visitors can enjoy a relaxing atmosphere filled with friendly locals. Explore nearby regions for a taste of culture, romance, and outdoor fun, making it an ideal destination for travelers seeking memorable experiences in a picturesque setting.

  • Hounslow: Located 9 miles from Old Windsor, Hounslow is a vibrant city known for its rich cultural diversity and family-friendly atmosphere. Visitors can explore the array of outdoor spaces, perfect for leisurely strolls or picnics. The lively shopping areas are filled with an eclectic mix of stores, while the local theater scene offers entertaining performances. Notable landmarks include a prominent sports facility stadium that hosts various events, making Hounslow a great place for sports enthusiasts and culture seekers alike.
  • Slough: Just 3 miles from Old Windsor, Slough is a bustling city that caters to families and those seeking entertainment. The shopping areas are a major draw, providing a wide selection of retail options. Golf lovers can enjoy nearby golf courses, while attractions like a thrilling theme park offer fun for all ages. Don’t miss the iconic castle, a standout landmark that adds historical charm to this modern city. Slough’s vibrant atmosphere ensures there’s something for everyone.
  • West Drayton: Situated 6 miles from Old Windsor, West Drayton is a delightful city that combines family-friendly activities with a rich cultural experience. The shopping area is filled with various shops, while the local theater provides a stage for community performances. West Drayton is home to symbolic landmarks and sports facilities, including a notable stadium that hosts exciting events. Its easy access to surrounding attractions makes it a perfect spot for a well-rounded visit.

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 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 a breeze

Looking to save on your upcoming trip? Consider being flexible with your travel dates, as this can lead to varying prices. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to refine your search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash™ on the full booking amount. It truly pays off to be the planner! Enroll in our One Key rewards program to enjoy exclusive member discounts and accumulate OneKeyCash™ on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you last stopped, or view and organize your travel arrangements. You'll find your saved or booked properties neatly categorized as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Old Windsor?
In Old Windsor, vacation houses are quite popular, with several available throughout the area. These properties often feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Additionally, cottages are also a favored choice, providing a charming and cozy atmosphere, often with traditional decor and outdoor spaces for relaxation. Cabins, though less common, offer a great experience with rustic designs and proximity to nature.
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 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 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.
What are popular rental amenities in Old Windsor?
In Old Windsor, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their meals conveniently. Many rentals also feature cozy fireplaces, providing a warm atmosphere during colder months. For those who enjoy making smoothies or soups, blenders are commonly available. Onsite parking is another sought-after amenity, ensuring straightforward arrivals and departures. Additionally, many properties offer patios where guests can relax outdoors and enjoy the surrounding scenery.
Are there any family house rentals in Old Windsor?
In Old Windsor, there are several family-friendly house rentals available, making it an excellent choice for those traveling with children. This charming area features properties that often include spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor gardens where kids can play.

Visitors can enjoy proximity to attractions such as Windsor Castle, just a short drive away, offering a fascinating glimpse into British history. Nearby parks provide additional opportunities for outdoor activities, picnicking, and enjoying nature.
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 travelers 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.
Are there pet-friendly vacation rentals in Old Windsor?
Yes, you can book pet-friendly vacation rentals in Old Windsor. This charming area offers several options for travelers looking to accommodate their furry friends. Many of the vacation rentals in Old Windsor come equipped with amenities such as spacious backyards, modern kitchens, and cozy living areas, making them ideal for families or groups.

The location itself is close to several parks and green spaces, great for leisurely walks with pets. Windsor Great Park, just a short drive away, features extensive trails and beautiful landscapes, providing ample opportunities for outdoor activities. Additionally, the picturesque town of Windsor, with its iconic castle and dog-friendly cafes, is nearby, enhancing the overall experience for pet owners.
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. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Old Windsor?
In Old Windsor, travelers can find several vacation rentals that cater to remote work needs. Many of these accommodations are equipped with dedicated workspaces, including desks and comfortable desk chairs, ensuring a productive environment. High-speed Wi-Fi is typically available, along with other amenities like computer monitors, making it easy for guests to stay connected and work efficiently.

The town's picturesque setting, combined with its proximity to attractions such as Windsor Castle and the scenic River Thames, offers guests a great balance of work and leisure. After a productive day, visitors can explore the charming local shops and restaurants or take a relaxing stroll along the riverbanks. 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 explore several top attractions that highlight the area's rich history and natural beauty. The enchanting Windsor Great Park is a major draw, offering vast expanses of green space, picturesque walking paths, and stunning views of the iconic Windsor Castle, which is just a short distance away. The charming village itself features quaint shops and traditional pubs, great for leisurely strolls and enjoying the local atmosphere. Additionally, the nearby River Thames provides opportunities for scenic boat rides and peaceful riverside walks.
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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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