Discover Your Perfect Windsor Vacation Homes

Best Vacation Homes in Windsor

Why Choose Rent By Owner for your 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 Windsor

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience of this charming destination, as seasonal variations influence everything from local events to the weather, ensuring you enjoy your stay at the perfect moment.

Peak Season Highlights

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Summer (June to August)

During the summer months, you'll experience warm weather ideal for outdoor activities and exploring this charming destination. It is also the most popular time to visit, so booking your vacation rental early is recommended.

Average Temperature Daytime: 20-25°C - Nighttime: 12-15°C
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Autumn (September to October)

Early autumn offers pleasant weather with colorful foliage, making it an appealing time to enjoy the region's scenic beauty from your vacation rental. The crowds start to thin out as the season progresses, providing a more relaxed atmosphere.

Average Temperature Daytime: 17-21°C - Nighttime: 10-13°C

Off-Season Highlights

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Winter (November to February)

For a quieter experience, visiting here during the winter months allows you to enjoy the calmness of the area with fewer tourists. Cozying up in your vacation rental can be a delightful way to explore this destination’s charm.

Average Temperature Daytime: 5-8°C - Nighttime: 0-3°C
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Spring (March to May)

Early spring provides milder weather and budding scenery, offering a peaceful escape before the peak season begins. Booking ahead ensures you find the perfect vacation rental at a favorable rate during this tranquil period.

Average Temperature Daytime: 10-15°C - Nighttime: 3-7°C

Weekly Weather Forecast for 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 a private garden or outdoor space to relax and unwind during your stay.
  • Take advantage of an outdoor patio or seating area for al fresco dining or entertaining guests.
  • Explore nearby walking or biking trails that showcase the scenic beauty of this region.
  • Make use of outdoor recreational equipment, such as bicycles, for exploring the local surroundings.
  • Benefit from on-site parking facilities with easy access to outdoor areas.
  • Relax in a shared outdoor pool if available, perfect for warm-weather days in this destination.
  • Experience outdoor lighting features that create a welcoming atmosphere in the evening.
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Family Activities

  • Windsor Castle Tour: Experience the grandeur of this historic royal residence, perfect for family exploration and learning about British heritage.
  • Windsor Great Park: Enjoy a day outdoors amid expansive green spaces and scenic views, ideal for picnics and family walks.
  • The Windsor & Royal Borough Museum: Discover fascinating stories of the area's history through engaging exhibits that captivate children and adults alike.
  • Thames River Cruises in Windsor: Take a relaxing boat ride along the river to see the region from a new perspective, providing memorable family moments.
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Adult Activities

  • Visit Windsor Castle: Explore the majestic royal residence and immerse yourself in England’s rich history while enjoying stunning architecture and beautiful grounds.
  • Enjoy River Thames Cruises: Experience a relaxing cruise along the River Thames, offering picturesque views of the area’s historic landmarks and scenic landscapes.
  • Discover Eton College: Tour the renowned educational institution nearby, gaining insight into its centuries-old traditions and exquisite architecture.
  • Explore Windsor Great Park: Walk or cycle through this expansive parkland, appreciating its natural beauty, ancient trees, and tranquil setting just outside the town center.

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your visit around local events: Check for seasonal festivals or cultural events happening in the area to fully immerse yourself in the local atmosphere and enjoy unique experiences.
  • Explore convenient transportation options: Consider nearby train stations and bus services that make exploring the region effortless from your Windsor accommodation.
  • Choose a centrally located vacation rental: Opt for properties near key attractions and amenities to maximize your time and minimize travel during your stay.
  • Discover local dining and shops: Take advantage of the area's charming eateries and boutique stores to experience the region's authentic flavors and craftsmanship.

Transportation Options

  • Windsor & Eton Riverside Railway Station: This main train station offers frequent connections to London and other major cities, making it a convenient option for exploring the region.
  • Local Bus Services: The area is well-served by local bus routes that provide easy access to Windsor’s key attractions and surrounding towns.
  • Taxi and Ride-Sharing Services: With reliable taxi firms and ride-sharing options available, you can effortlessly navigate here without hassle.
  • Walking and Biking Paths: Many scenic paths and dedicated cycling routes allow you to explore the historic streets and nearby parks at your own pace.

Local Customs Options

  • Royal Protocols: When visiting the area, you'll notice a strong tradition of respecting the royal family and their customs, which are central to local etiquette.
  • Afternoon Tea Etiquette: Participating in the region’s beloved afternoon tea tradition is common here, with an emphasis on proper manners and refined socialization.
  • Historic Dress Codes: Visitors often observe traditional dress codes during special events or visits to historic sites, reflecting the area's rich heritage.
  • Local Pubs and Social Customs: Engaging in pub culture involves courteous interactions and appreciation of the friendly, community-focused atmosphere unique to this destination.

Frequently Asked Questions About Windsor?

2. Which vacation homes in Windsor are best for families?

If you are looking for a family-friendly vacation home in 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 Windsor:

3. How many Rentbyowner vacation rentals are available in Windsor?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 697 in the 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 Windsor. 

4. What is the cancellation policy for vacation rentals in Windsor, England?

Cancellation policies vary depending on the property owner and listing details. You should review the specific terms listed on each property’s page or contact the host directly to understand the cancellation options and any applicable fees.

5. How do I find a pet-friendly vacation rental in Windsor, England?

To locate pet-friendly accommodations, use the search filters available on the website and look for listings that specify they welcome pets. Confirm with the host about any additional requirements or restrictions related to bringing your pet along.

6. What amenities are typically included in Windsor vacation rentals?

Amenities vary by property, but common features include Wi-Fi, kitchens, parking, and laundry facilities. Be sure to read the detailed description of each listing and contact the host if you have specific needs or questions about the amenities provided.

7. Are there age restrictions for booking vacation rentals in Windsor, England?

Age restrictions depend on the individual property owner. Some listings require guests to be at least 21 or 25 years old. Check the property's rules or contact the host directly to confirm if there are any age-related requirements.

8. How can I ensure my booking in Windsor is secure and reliable?

Choose listings with verified reviews and clear communication from the host. The platform provides secure payment options and facilitates direct contact with hosts to ensure your booking process is trustworthy and seamless.