Discover Your Perfect Upper Canada College Vacation Homes

Best Vacation Homes in Upper Canada College

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9.2 (217 Reviews)
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  • Parking
  • Security/Safety
  • Bedding/Linens
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8.8 (172 Reviews)
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  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
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10.0 (3 Reviews)
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  • Air Conditioner
  • Parking
  • Security/Safety
8.0 (542 Reviews)
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  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Why Choose Rent By Owner for your Upper Canada College 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 Upper Canada College

When should you plan your Vacation Rentals stay?

Timing your visit to this destination is essential for making the most of your stay, so consider the local climate and seasonal trends to choose the ideal time to enjoy comfortable weather and vibrant local events in the area.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the region experiences warm weather ideal for exploring outdoor activities and enjoying pleasant days near the area’s vibrant atmosphere.

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

The early fall months offer mild temperatures and fewer crowds, making it a perfect time for experiencing the local culture and scenic surroundings comfortably.

Average Temperature Daytime: 18°C to 22°C - Nighttime: 10°C to 14°C

Off-Season Highlights

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Winter (December to February)

The winter season brings colder temperatures and quieter streets, providing a peaceful environment for those who enjoy a cozy stay in the region's inviting indoor spaces.

Average Temperature Daytime: -2°C to 2°C - Nighttime: -8°C to -4°C
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Early Spring (March to April)

In early spring, the weather can be unpredictable, but the lower visitor numbers make it an attractive option for travelers seeking tranquility while the city transitions into warmer months.

Average Temperature Daytime: 5°C to 12°C - Nighttime: -3°C to 3°C

Weekly Weather Forecast for Upper Canada College

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 decks to relax and unwind in the fresh air.
  • Take advantage of private gardens or landscaped yards for peaceful outdoor retreats.
  • Make use of outdoor grilling facilities for delicious meals during your stay.
  • Benefit from access to nearby parks or green spaces ideal for outdoor activities and leisure.
  • Utilize outdoor recreational amenities like sports courts or trails for active pursuits.
  • Access outdoor swimming pools available in some vacation rentals for refreshing dips on warm days.
  • Experience the convenience of outdoor fire pits or fireplaces perfect for cozy evenings under the stars.
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Family Activities

  • Art Gallery Visits: Explore nearby art galleries that showcase local and international masterpieces, offering enriching experiences for the whole family.
  • Outdoor Park Activities: Enjoy outdoor pursuits at scenic parks in the region, perfect for picnics, playgrounds, and nature walks with your loved ones.
  • Museum Excursions: Discover engaging exhibits at museums close to here, providing educational fun tailored for children and adults alike.
  • City Tour Adventures: Embark on guided or self-led city tours to uncover the area's history, architecture, and vibrant neighborhoods with ease.
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Adult Activities

  • Golfing at Toronto Golf Club: Enjoy a leisurely round of golf amidst scenic views, just a short drive from your vacation rental in the area.
  • Exploring nearby parks and green spaces: Take advantage of the region’s lush parks, perfect for relaxing walks or picnics during your stay.
  • Cultural visits to local museums: Discover regional history and art by visiting the nearby museums, enriching your experience here.
  • Savoring fine dining experiences: Indulge in a variety of culinary options at acclaimed restaurants close to your vacation rental, offering a taste of the local cuisine.

Upper Canada College Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Transportation: Ensure you familiarize yourself with local transit options to easily explore the city and make the most of your stay in this vibrant area.
  • Explore Local Amenities: Take advantage of nearby shops, cafes, and parks to immerse yourself in the local culture and enjoy a comfortable visit.
  • Book Early for Popular Dates: Secure your vacation rentals well in advance, especially during peak seasons, to enjoy the best selection and rates in this sought-after destination.
  • Discover Hidden Gems: Ask locals or do some research to find lesser-known spots around here that can offer unique experiences during your trip.

Transportation Options

  • Toronto Transit Commission (TTC): The TTC offers extensive subway, streetcar, and bus services that make exploring the area convenient for visitors staying nearby.
  • GO Transit: This regional train and bus network connects you to Toronto’s suburbs and other parts of Ontario, ideal for day trips or commuting from your vacation rental.
  • Taxi and Ride-Sharing Services: Taxis and popular ride-sharing options provide flexible and direct transportation throughout the region surrounding your stay.
  • Bike Rentals and Cycling Paths: Enjoy eco-friendly travel along dedicated cycling routes with bike rentals available close to the area, perfect for experiencing the neighborhood at your own pace.

Local Customs Options

  • Respect for Traditions: In this area, you'll find that maintaining traditional customs is highly valued, reflecting the region's rich cultural heritage.
  • Celebration of Heritage Events: Local customs often include participating in community events that honor the area's history and traditions.
  • Etiquette in Public Spaces: Visitors are encouraged to observe courteous behavior and dress appropriately when engaging with local institutions and public venues.
  • Community Engagement: Building relationships through involvement in local gatherings and respecting communal norms is a common custom here.

Frequently Asked Questions About Upper Canada College?

2. How many Rentbyowner vacation rentals are available in Upper Canada College?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1803 in the Upper Canada College 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 Upper Canada College. 

3. What is the cancellation policy for vacation rentals near Upper Canada College in Toronto?

The cancellation policy varies depending on the host and specific property listing. To ensure you understand the terms, please review the cancellation details provided in the listing or contact the property owner directly before booking.

4. Are there any additional fees associated with booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or security deposits may apply. These details are outlined in each listing, so be sure to review them carefully or reach out to the host for clarification.

5. How do I confirm the availability of vacation rentals close to Toronto's Upper Canada College?

Availability can be checked through the listing calendar on the booking platform. If you have specific dates in mind, it's recommended to contact the property owner to confirm availability and secure your reservation.

6. What amenities are generally included in vacation rentals in this region?

Most properties in this destination offer essential amenities such as Wi-Fi, kitchen facilities, and laundry options. Specific amenities are listed on each property page, so review those details when selecting your preferred rental.

7. What should I know about checking in and out of vacation rentals near Upper Canada College?

Check-in and check-out times are specified by each host. It’s best to communicate directly with the property owner to coordinate your arrival and departure times, ensuring a smooth stay here in the area.

Best Vacation Homes in Upper Canada College

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible