Discover Your Perfect Windsor Vacation Homes

Windsor Luxury Rentals

Windsor Pet Friendly Vacation Rentals

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10.0 (5 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety

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 optimal time to visit here can greatly enhance your experience, allowing you to enjoy the region's favorable climate and local events while making the most of your stay in this vibrant destination.

Peak Season Highlights

spring
Spring (September to November)

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

Average Temperature Daytime: 20-25°C - Nighttime: 10-15°C
summer
Summer (December to February)

This season brings warm temperatures and lively outdoor events, perfect for enjoying the region's vibrant atmosphere and natural beauty.

Average Temperature Daytime: 25-30°C - Nighttime: 15-20°C

Off-Season Highlights

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Autumn (March to May)

The cooler weather during autumn makes it a comfortable time to visit while avoiding peak tourist crowds.

Average Temperature Daytime: 18-22°C - Nighttime: 8-12°C
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Winter (June to August)

Winters are mild with lower tourist traffic, offering a peaceful experience amidst the crisp air and cooler evenings.

Average Temperature Daytime: 12-17°C - Nighttime: 4-8°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 outdoor swimming pool to relax and unwind during your stay.
  • Benefit from well-maintained gardens or lush lawns for outdoor leisure activities.
  • Take advantage of spacious patios or verandas perfect for outdoor dining and entertaining.
  • Make use of dedicated barbecue or braai areas to enjoy authentic South African grilling experiences.
  • Utilize secure parking spaces with outdoor access for added convenience and peace of mind.
  • Experience the comfort of outdoor seating areas designed for socializing or quiet reflection in the fresh air.
  • Explore nearby walking trails or outdoor spaces that are easily accessible from your rental here in the region.
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Family Activities

  • Lion & Safari Park: Experience a close-up encounter with wildlife and enjoy family-friendly safari tours just outside the area, offering educational fun for all ages.
  • Northcliff Ridge Rampart: Take in panoramic views of the city while exploring this scenic spot, perfect for outdoor picnics and relaxing family outings.
  • Cresta Shopping Centre: Discover a variety of entertainment options, dining experiences, and kid-friendly activities within one of the region's popular shopping destinations.
  • Randburg Botanical Gardens: Relax amidst lush greenery and enjoy gentle walks, ideal for a peaceful day out with your loved ones in this tranquil setting.
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Adult Activities

  • Golf at Randpark Golf Club: Enjoy a round of golf on world-class courses that showcase the region’s beautiful landscapes and offer a relaxing escape for enthusiasts.
  • Windsor High Street Shopping: Explore local boutiques, specialty stores, and charming cafes along the vibrant high street, perfect for a leisurely day of retail therapy.
  • Visit Northgate Shopping Centre: Spend time at this popular shopping destination with a variety of retailers and entertainment options suited for adult visitors seeking convenience and fun.
  • Experience Local Cuisine and Nightlife: Discover the diverse range of restaurants and bars in the area, offering authentic flavors and lively atmospheres for memorable evenings out.

Other Places to Stay in Windsor

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shopping: Take advantage of the area's vibrant shopping centers and restaurants to experience authentic regional flavors and retail therapy during your stay.
  • Plan Outdoor Activities: Utilize nearby parks and outdoor spaces for leisurely walks or picnics, allowing you to enjoy the natural beauty that surrounds your vacation rental.
  • Engage with the Community: Connect with local events or markets in this destination to gain a deeper understanding of the area's culture and lifestyle.
  • Choose Strategic Accommodation Locations: Opt for vacation rentals situated close to key attractions and amenities, making it easier to maximize your time exploring here.

Transportation Options

  • Private Car Hire Services: Conveniently explore the area at your own pace with reliable car hire options available within this destination.
  • Public Buses and Minibusses: Affordable and accessible, local bus services connect you to key points in the region, making sightseeing straightforward.
  • Taxis and Ride-Sharing Apps: For quick and direct transportation, trusted taxi services and ride-sharing apps provide a seamless way to get around here.
  • Rental Bike Services: Experience the local scenery actively by renting bikes from nearby providers, perfect for exploring the region's attractions.

Local Customs Options

  • Traditional Greetings: In this destination, it’s customary to greet others with a warm handshake or a friendly nod, reflecting the region's welcoming spirit.
  • Dress Code Etiquette: Visitors should be aware that dressing modestly and neatly is appreciated when attending local events or visiting community spaces in the area.
  • Festive Celebrations: Participating in local festivals often involves vibrant music, dance, and communal meals, highlighting the area's rich cultural traditions.
  • Showing deference and respect towards elders is an important custom in this region, often demonstrated through polite language and attentive behavior.

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. How many vacation rentals have private pools in Windsor?

There are 8 vacation rentals with private pools near Windsor. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 341 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. 

5. What is the cancellation policy for vacation rentals in Windsor, Randburg?

Cancellation policies vary by property listing. Please review the specific terms listed on each vacation rental's page or contact the owner directly to understand the cancellation process and any applicable fees.

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

Availability can be checked through the listing calendar on the property page. For real-time updates or special requests, reaching out to the property owner is recommended to ensure your desired dates are open.

7. Are there any age restrictions or requirements for booking in Randburg?

Age restrictions depend on each property owner’s policies. Be sure to review the rental details or contact the host directly to confirm any age-related guidelines before completing your reservation.

8. What amenities can I expect from vacation rentals here?

Amenities vary between properties but typically include essentials such as Wi-Fi, parking, and self-catering facilities. Check the listing description for a detailed list of what each vacation rental offers.

9. How do I inquire about special requests or additional services during my stay?

You can communicate directly with the property owner through the messaging platform provided. It’s best to discuss any special requests early to ensure they can be accommodated during your stay.