Discover Your Perfect Old Windsor Vacation Homes

Best Vacation Homes in Old Windsor

Old Windsor Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Old Windsor Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Old Windsor

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you can fully enjoy the region’s charming atmosphere and make the most of your stay in Old Windsor, Windsor, England, United Kingdom.

Peak Season Highlights

summer
late spring to early summer (May to June)

During this period, you can enjoy pleasant weather and longer daylight hours, making it ideal for exploring the area's outdoor scenery in comfort.

Average Temperature Daytime: 15-20°C - Nighttime: 8-12°C
summer
late summer (July to August)

This peak season offers warm temperatures and lively local events, attracting visitors seeking a vibrant atmosphere around this historic destination.

Average Temperature Daytime: 20-25°C - Nighttime: 13-16°C

Off-Season Highlights

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winter (December to February)

Visiting during the winter months allows you to experience this enchanting destination with fewer crowds and enjoy cozy accommodations in the area.

Average Temperature Daytime: 5-8°C - Nighttime: 2-4°C
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early spring and late autumn (March to April and September to November)

These shoulder seasons provide mild weather and quieter surroundings, perfect for a peaceful retreat while still appreciating the region's natural beauty.

Average Temperature Daytime: 8-15°C - Nighttime: 4-9°C

Weekly Weather Forecast for Old Windsor

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or terraces for relaxing and dining al fresco.
  • Make the most of well-maintained gardens or lawns that provide a peaceful outdoor retreat.
  • Take advantage of accessible BBQ grills for outdoor cooking experiences in the region’s pleasant climate.
  • Benefit from secure private parking spaces ideal for exploring the surrounding area by car.
  • Relish outdoor dining setups perfect for enjoying meals with scenic views nearby.
  • Utilize outdoor recreational facilities like tennis courts or golf courses within reach of your stay.
  • Experience scenic walking paths or trails nearby, allowing you to explore the natural beauty of this destination on foot.
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Family Activities

  • Windsor Great Park: You can enjoy family walks, picnics, and outdoor adventures in this expansive royal park that surrounds the area.
  • Windsor Castle Tour: Discover the rich history of this iconic castle with your family through guided tours and interactive exhibits.
  • Riverside Walks along the Thames: Experience scenic strolls along the river, perfect for relaxing family outings and enjoying picturesque views.
  • Local Farmers’ Markets: Visit nearby markets to taste fresh local produce and crafts, offering a delightful experience for all ages during your stay.
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Adult Activities

  • Visit Windsor Great Park: Explore the expansive natural beauty and scenic walking trails that are perfect for enjoying a peaceful day in this renowned park near the area.
  • Tour Windsor Castle: Discover the historic significance of this iconic royal residence, offering guided tours, exquisite architecture, and stunning gardens to immerse yourself in regal history.
  • Enjoy a Thames River cruise: Experience the tranquil waters and picturesque views of the river that runs through the region, ideal for a relaxing boat trip or sightseeing cruise.
  • Sample local cuisine in quaint pubs: Dine at charming pubs and eateries scattered throughout here, where you can indulge in traditional British fare amidst a welcoming atmosphere.

Other Places to Stay in Old Windsor

Old Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit Around Local Events: Check the area's event calendar to align your stay with unique local festivals or markets that showcase the region’s culture and history.
  • Explore Nearby Green Spaces: Take advantage of the natural beauty surrounding here by visiting well-maintained parks and scenic walking routes for a relaxing outdoor experience.
  • Book in Advance for Popular Attractions: Secure your accommodations early to ensure easy access to the most sought-after spots and enjoy a stress-free visit to this charming destination.
  • Learn About the Region’s Heritage: Delve into the local history and traditions through guided tours or informational resources available nearby, enriching your stay in this historic area.

Transportation Options

  • Windsor & Eton Riverside Railway Station: This station offers direct train services to London and other major cities, making it a convenient choice for exploring the region.
  • Local Bus Services: Multiple bus routes connect here with surrounding villages and popular attractions, providing flexible transportation options within the area.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps are readily available for comfortable and direct travel around Windsor and neighboring locations.
  • Private Car Rentals: Renting a car offers you the freedom to explore Windsor and nearby attractions at your own pace, with several rental agencies in the area.

Local Customs Options

  • Traditional Afternoon Tea: Participating in the region’s cherished tradition of afternoon tea offers a delightful way to experience local hospitality and customs.
  • Royal Protocols: Respect for royal traditions is prominent here, especially during visits to Windsor Castle, where visitors often observe formal etiquette.
  • Village Celebrations: Engaging in seasonal festivals and events showcases the close-knit community spirit and respect for longstanding local customs.
  • Historical Dress Codes: Embracing traditional attire during special occasions or when exploring historic sites reflects an appreciation for the area's rich heritage.

Frequently Asked Questions About Old Windsor?

2. How many vacation rentals have private pools in Old Windsor?

There are 3 vacation rentals with private pools near Old Windsor. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Old Windsor are best for families?

If you are looking for a family-friendly vacation home in Old Windsor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Windsor:

4. How many Rentbyowner vacation rentals are available in Old Windsor?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 931 in the Old Windsor area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Old Windsor. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual property listing. To understand the specific terms, please review the cancellation policy outlined in the listing details or contact the property owner directly.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or security deposits are typically specified within each listing. It’s best to read the full property description or reach out to the host for clarification before confirming your reservation.

7. How do I ensure my booking is secure and reliable?

Bookings are secured through the platform’s trusted reservation system, which ensures safe payment processing and verified property listings. For added peace of mind, review guest reviews and communicate directly with the owner if needed.

8. What amenities can I expect in a vacation rental here?

The amenities vary by property, but common features include Wi-Fi, parking, kitchen facilities, and sometimes outdoor spaces. Check the individual listing to see the exact amenities offered and confirm they meet your needs.

9. Is it possible to get assistance during my stay if I encounter issues?

Support is available through the platform’s customer service team and the property owner. Contact details are provided in your booking confirmation, allowing you to address any concerns promptly during your visit.