Discover Your Perfect Windsor Vacation Homes

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.

Popular Areas for Windsor Vacation Rentals

Where are the best neighborhoods to stay in Windsor?

When choosing a neighborhood to stay in Windsor, Sydney, New South Wales, you can enjoy a convenient and charming base for your visit. This area offers a peaceful atmosphere while providing easy access to local amenities and transportation options. Whether you're seeking a quiet retreat or an active locale close to attractions, Windsor's diverse neighborhoods cater to a variety of travel preferences. Booking a vacation rental here ensures a reliable and comfortable stay, making it an ideal spot for exploring the broader Sydney region. Experience the blend of tranquility and accessibility that makes Windsor a fantastic choice for your Australian adventure.

Wilberforce

Tucked away in the scenic outskirts, Wilberforce offers a peaceful retreat with easy access to nature and local amenities, making it an ideal choice for those seeking tranquility near Windsor.

View 81+ Rentals in Wilberforce

Mcgraths Hill

Situated close to the region’s main attractions, Mcgraths Hill provides convenient proximity to both outdoor adventures and everyday essentials, perfect for exploring the area around Windsor.

View 33+ Rentals in Mcgraths Hill

Cornwallis

Known for its serene waterways, Cornwallis is a favored destination for relaxing by the water while staying within reach of Windsor’s vibrant community and scenic landscapes.

View 32+ Rentals in Cornwallis

South Windsor

As a central hub in the region, South Windsor offers comfortable accommodations with easy access to local shopping, dining options, and the charming charm of the nearby town center.

View 110+ Rentals in South Windsor

Mulgrave

Located just south of the city, Mulgrave provides a quiet suburban setting combined with close proximity to major roads and attractions, suitable for visitors wanting a blend of convenience and comfort.

View 30+ Rentals in Mulgrave

Pitt Town Bottoms

This picturesque neighborhood offers a peaceful rural ambiance with scenic views, making it an excellent spot for a relaxed stay that’s still connected to Windsor’s lively community.

View 42+ Rentals in Pitt Town Bottoms

Best Times to Visit Windsor

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience, so consider planning your stay during the region’s optimal seasons to enjoy comfortable weather and local events in Windsor, Sydney.

Peak Season Highlights

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Spring (September to November)

During springtime, this area experiences mild and pleasant weather, making it an ideal period for outdoor activities and exploring local attractions.

Average Temperature Daytime: around 20°C - Nighttime: about 12°C
summer
Summer (December to February)

Summers bring warmer temperatures and sunnier days, perfect for enjoying the outdoors and making the most of your stay in this region.

Average Temperature Daytime: approximately 25°C to 30°C - Nighttime: around 18°C

Off-Season Highlights

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Autumn (March to May)

Autumn offers cooler weather with beautiful foliage, providing a peaceful setting for your visit with fewer crowds.

Average Temperature Daytime: around 17°C - Nighttime: about 10°C
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Winter (June to August)

Winter months tend to be cooler and quieter, offering a relaxed atmosphere away from peak tourist times for those seeking tranquility.

Average Temperature Daytime: around 13°C - Nighttime: close to 7°C

Weekly Weather Forecast for Windsor

How to Book Your Windsor Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Windsor

More Top-Rated Vacation Rentals in Windsor Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 dining areas perfect for relaxing meals amidst the region’s natural beauty.
  • Take advantage of private gardens or landscaped yards to unwind after exploring the area.
  • Make the most of outdoor entertaining spaces suitable for gatherings with family and friends.
  • Benefit from spacious patios or decks that offer scenic views of the surrounding landscape.
  • Utilize barbecue grills for casual cookouts in the privacy of your accommodation’s outdoor space.
  • Explore access to nearby parks or outdoor recreational areas for active pursuits.
  • Relax in comfortable outdoor seating areas designed to enhance your stay here in this destination.

Top Attractions Around Windsor

What attractions are nearby?

Within this charming area, you can enjoy a variety of activities such as exploring local parks, discovering scenic walking trails, and experiencing the vibrant community events that make Windsor, Sydney a delightful destination for your stay.

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Family Activities

  • Windsor Heritage Walk: Discover the area's rich history while strolling through Windsor, learning about its historic buildings and local stories, perfect for family explorations.
  • Windsor RSL Club: Enjoy a family-friendly atmosphere with dining options and entertainment that make it a great spot for relaxing after a day of sightseeing.
  • Riverside Park: Spend quality time outdoors at this scenic park, where kids can play and families can picnic along the tranquil riverbanks.
  • Local Markets: Visit the region's vibrant markets to experience local crafts, fresh produce, and fun activities suited for all ages in a lively setting.
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Adult Activities

  • Windsor Heritage Walk: Embark on a guided stroll through the area's historic sites to gain a deeper understanding of its rich past and architecture.
  • Wine Tasting at Local Vineyards: Enjoy sampling premium wines at nearby vineyards, offering an elegant experience just a short drive from your stay.
  • Culinary Experiences in Windsor: Indulge in diverse cuisines at acclaimed restaurants that showcase the region's vibrant food scene.
  • Spa and Wellness Retreats: Relax and rejuvenate with luxurious spa treatments available in this destination’s top wellness centers, perfect for unwinding after exploring.

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take time to discover the area’s charming parks and historic sites to fully immerse yourself in the local culture during your stay.
  • Plan Transportation Ahead: Utilize nearby public transport options or private transfers to easily navigate between your vacation rentals and key destinations here.
  • Enjoy Authentic Dining Experiences: Savor the region’s culinary offerings at local cafes and eateries to get a true taste of this destination’s flavors.
  • Book Your Accommodation Early: Secure your preferred vacation rentals well in advance to ensure availability and the best rates during peak times here.

Transportation Options

  • Train Services: The area is well-connected by regular train services that offer quick and convenient transportation to and from central Sydney and other regions.
  • Bus Transit: Local bus routes provide flexible options for exploring nearby suburbs and essential destinations within the area.
  • Taxi and Rideshare: Taxis and rideshare services are readily available, offering door-to-door convenience across Windsor and surrounding neighborhoods.
  • Car Rentals: Renting a car gives you the freedom to explore the broader region at your own pace, with several rental agencies conveniently located nearby.

Local Customs Options

  • Respectful Greetings: When meeting locals here, it's customary to greet with a friendly nod or casual handshake, reflecting the welcoming spirit of the area.
  • Australian Hospitality: Embracing the laid-back attitude, you’ll find that casual conversations and politeness are appreciated in social interactions within this region.
  • Indigenous Heritage Acknowledgment: Recognizing the traditional custodians of the land with respectful gestures or words is an important customs practice when engaging in community events.
  • Environmental Respect: Participating in conservation efforts and disposing of waste responsibly demonstrates your appreciation for the natural beauty that surrounds here.

Frequently Asked Questions About Windsor?

1. What are the top vacation rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in 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 29 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, Sydney?

Cancellation policies vary depending on the individual property listing. You should review the specific terms outlined in the booking details or contact the host directly to understand the applicable cancellation and refund options.

5. How do I confirm the availability of a vacation rental in this area?

Availability is updated regularly on the listing page. To ensure the dates you want are open, it’s best to check the calendar directly or reach out to the host for confirmation before completing your reservation.

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

Additional fees such as cleaning, service charges, or security deposits may apply. These details are typically listed on the property page or disclosed by the host during the booking process.

7. What amenities can I expect in vacation rentals around Windsor?

Property amenities vary but often include essentials like Wi-Fi, parking, and fully equipped kitchens. For specific features, refer to the property description or contact the host to confirm what is included.

8. How can I ensure my safety and security when staying at a vacation rental here?

Trusted hosts often provide secure check-in procedures and detailed communication. Review guest reviews and the property’s security measures listed in the description to help ensure a safe stay.