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 exploring Windsor, Victoria, Australia, choosing the right neighborhood to stay in can significantly enhance your visit. This vibrant area offers a variety of lively streets and peaceful retreats, making it ideal for those seeking a genuine local experience. Whether you prefer staying close to bustling cafes and shops or in quiet, residential surroundings, Windsor provides options that cater to different travel styles. By selecting a well-situated vacation rental in this charming neighborhood, you’ll enjoy convenient access to the best of what Windsor has to offer while experiencing the authentic atmosphere of Victoria’s cultural hub.

St Kilda

Located just a short distance from Windsor, St Kilda offers a vibrant seaside atmosphere with easy access to lively cafes and beaches, making it an ideal area for those seeking a dynamic coastal experience. Here, you can enjoy the energetic local scene while staying in comfort within this popular neighborhood.

View 309+ Rentals in St Kilda

Prahran

Prahran is renowned for its stylish shopping districts and trendy eateries, providing a fashionable retreat close to Windsor that caters to visitors looking for a sophisticated yet relaxed environment. The area's lively streets and boutique accommodations make it a prime choice for exploring Melbourne’s vibrant culture.

View 82+ Rentals in Prahran

St. Kilda East

Offering a quieter alternative near the bustling region, St. Kilda East features charming neighborhoods with convenient access to parks and local amenities, perfect for travelers wanting a peaceful stay close to the energetic attractions of the city. This area provides a comfortable base for discovering all that here has to offer.

View 39+ Rentals in St. Kilda East

Best Times to Visit Windsor

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you experience its unique charm at its best, whether you're seeking vibrant local events or peaceful relaxation in the region's welcoming atmosphere.

Peak Season Highlights

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Summer (December to February)

During the warmest months, you'll experience ideal weather for outdoor activities and exploring the region's natural beauty. This is when the area sees its highest number of visitors seeking a lively atmosphere.

Average Temperature Daytime: around 25°C to 30°C - Nighttime: about 15°C to 20°C
autumn
Autumn (March to May)

As the season transitions, the area's scenery transforms with vibrant fall foliage, attracting travelers looking for picturesque surroundings and milder temperatures. It's a popular time for those seeking a more relaxed visit.

Average Temperature Daytime: 18°C to 24°C - Nighttime: about 10°C to 14°C

Off-Season Highlights

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Winter (June to August)

The cooler months bring fewer visitors, making it an excellent time for quieter stays and exploring the region without crowds. The weather can be brisk, but cozy accommodations and serene surroundings await.

Average Temperature Daytime: around 10°C to 14°C - Nighttime: about 4°C to 7°C
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Spring (September to November)

As the region awakens from winter, spring offers mild weather and blooming landscapes, perfect for outdoor adventures at a more relaxed pace. It’s an ideal time for booking vacation rentals with fewer competing guests.

Average Temperature Daytime: 15°C to 20°C - Nighttime: about 8°C to 12°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 amid the fresh air.
  • Take advantage of spacious private gardens or yards for outdoor activities and gatherings.
  • Make the most of outdoor entertaining spaces with BBQ grills for casual cookouts.
  • Benefit from access to outdoor pools or swimming facilities available at some properties.
  • Relax in shaded patios or verandas that offer a cool retreat during warmer days.
  • Utilize well-maintained lawns ideal for picnics, sports, or simply unwinding outside.
  • Explore nearby outdoor recreational amenities such as walking paths or parks often close to these rentals.

Top Attractions Around Windsor

What attractions are nearby?

During your stay, you'll find a variety of activities nearby, from exploring local parks and cultural spots to enjoying the vibrant dining scene that this destination offers.

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Family Activities

  • Windsor Gardens Park: Enjoy a relaxing day outdoors with your family at Windsor Gardens Park, offering spacious green areas and playgrounds suitable for children of all ages.
  • The Windsor Aquatic Centre: Cool off and have fun together at the local aquatic centre, featuring swimming pools and water play zones perfect for family outings in this regional destination.
  • Local Markets and Food Festivals: Explore vibrant markets and seasonal food festivals where you can sample local produce and enjoy lively entertainment with your loved ones.
  • Heritage Walking Tours: Discover the area's rich history on guided walking tours that reveal the fascinating stories behind Windsor's unique streetscape and heritage sites.
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Adult Activities

  • Windsor Historic Walks: Explore the area's rich history through guided or self-guided walks that reveal its unique architectural and cultural heritage.
  • The Windsor Golf Course: Enjoy a relaxing day on the lush fairways of this well-maintained golf course, perfect for both beginners and experienced players.
  • Shared Bicycle Tours: Discover the region's scenic landscapes and vibrant neighborhoods by joining a guided bike tour around here.
  • Local Wineries and Tastings: Indulge in wine tasting experiences at nearby wineries, offering a taste of the region’s renowned local vintages.

Other Places to Stay in Windsor

Windsor Railway Station
Windsor Railway Station Vacation Rentals
The Avenue Hospital
The Avenue Hospital Vacation Rentals
Windsor Private Hospital
Windsor Private Hospital Vacation Rentals
Prahran East
Prahran East Vacation Rentals
More Places to Stay Near Windsor

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your visit with local festivals or cultural activities that can enrich your stay.
  • Explore Nearby Attractions: Take advantage of the region's popular spots by organizing day trips from your vacation rental to experience more of what this destination offers.
  • Choose a Prime Location: Select a holiday home close to public transport and key amenities to maximize convenience during your trip.
  • Experience Authentic Local Cuisine: Seek out dining options near your accommodation that serve regional specialties, allowing you to immerse yourself in the local flavors.

Transportation Options

  • Windsor Station: You can easily access this region's attractions by train, with Windsor Station offering frequent services that connect you to Melbourne and beyond.
  • Bus Services: Local bus routes provide convenient transportation throughout the area, making it simple to explore nearby sights from your vacation rental.
  • Taxis and Rideshare: Taxis and rideshare options like Uber are readily available for quick, direct travel within the region or to neighboring destinations.
  • Car Rentals: Renting a car gives you the freedom to discover the area's hidden gems at your own pace, with numerous rental agencies operating here.

Local Customs Options

  • Australian Rules Football: Engaging with local sports culture through Australian Rules football is a popular pastime that reflects the region’s vibrant community spirit.
  • Respect for Indigenous Heritage: Honoring the area's rich Indigenous history and customs is an essential aspect of experiencing this destination authentically.
  • Coffee Culture: Embracing the thriving coffee scene, which is a cherished part of daily life here, offers a glimpse into local social traditions.
  • Casual Outdoor Gatherings: Participating in or observing relaxed outdoor socializing at local parks exemplifies the laid-back lifestyle typical of the region.

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 55 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, Victoria?

Cancellation policies vary by listing. It’s essential to review the specific terms provided on the property’s page or contact the owner directly to understand any fees, timeframes, and refund conditions before booking.

5. How do I ensure the vacation rental in Windsor meets my needs before booking?

You should carefully read the detailed description, check the amenities listed, and review photos. If you have special requirements or questions, reaching out to the property owner can help confirm that the home suits your plans.

6. Are there any local rules or restrictions I should be aware of when staying here?

Local regulations and property-specific rules are typically outlined in the listing details or upon booking. It’s advisable to communicate with the host if you need clarification about parking, noise policies, or other community guidelines.

7. What are the check-in and check-out procedures for a vacation rental in this area?

Check-in and check-out times are specified in the listing details. Many hosts offer flexible arrangements, but it’s best to confirm these times beforehand to ensure a smooth arrival and departure process.

8. Can I get assistance with booking or modifying my reservation in Windsor?

Yes, customer support is available through the platform to assist with booking, modifications, or any concerns related to your stay. Contact the platform’s support team or the property owner directly for personalized assistance.