Discover Your Perfect Rosedale Vacation Homes

Best Vacation Homes in Rosedale

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Rosedale Pet Friendly Vacation Rentals

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Rosedale Large Vacation Homes

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Why Choose Rent By Owner for your Rosedale 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 Rosedale Vacation Rentals

Where are the best neighborhoods to stay in Rosedale?

When exploring neighborhoods to stay in Toronto, Ontario, Rosedale offers an elegant and tranquil atmosphere that appeals to travelers seeking a serene yet centrally located area. This desirable neighborhood features beautiful surroundings and close proximity to Toronto’s vibrant downtown, making it an ideal choice for those wanting easy access to city attractions while enjoying peaceful, residential streets. Whether you’re looking for sophisticated vacation rentals or charming accommodations, staying in Rosedale ensures a comfortable and convenient experience within one of Toronto’s most esteemed neighborhoods.

Downtown Toronto

Staying close to the heart of the city offers convenient access to vibrant urban amenities and cultural attractions, making it an ideal choice for exploring the area. Here, you'll find a dynamic environment with various dining, entertainment, and shopping options within easy reach.

View 1895+ Rentals in Downtown Toronto

Yorkville

This upscale neighborhood is perfect for those seeking a sophisticated atmosphere, luxury boutiques, and high-end dining experiences. Immersing yourself here ensures a refined stay amidst elegant surroundings and exclusive services.

View 108+ Rentals in Yorkville

Midtown Toronto

Midtown offers a balanced blend of residential charm and urban convenience, making it a comfortable choice for visitors wanting both tranquility and easy access to the city's key attractions. This region is known for its tree-lined streets and vibrant community vibe.

View 268+ Rentals in Midtown Toronto

North Toronto

Opting for accommodations in this part of the city provides a quieter, family-friendly environment while still being connected to the downtown core. It's a great area for exploring local parks and enjoying a more relaxed pace during your stay.

View 2865+ Rentals in North Toronto

St. James Town

Located conveniently near the city center, this neighborhood offers a lively atmosphere with easy access to public transit and essential amenities. It's an excellent choice for travelers looking to stay close to Toronto's vibrant urban scene.

View 3155+ Rentals in St. James Town

Moore Park

Known for its lush green spaces and charming residential streets, Moore Park provides a peaceful retreat from the city's hustle while still remaining within reach of downtown attractions. Here, you can enjoy a serene environment suitable for a relaxing getaway.

View 1635+ Rentals in Moore Park

Upper Jarvis

This trendy neighborhood is characterized by its vibrant dining and nightlife options, making it an exciting place to stay for those wanting to experience Toronto’s energetic side. It combines modern living with easy access to the region's cultural venues.

View 1054+ Rentals in Upper Jarvis

Governor's Bridge

Offering a quiet and scenic setting, this area is ideal for visitors seeking a peaceful environment with picturesque views, yet still close enough to enjoy the diverse attractions nearby. It’s a preferred spot for those wanting a more relaxed and refined stay.

View 1427+ Rentals in Governor's Bridge

Best Times to Visit Rosedale

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can greatly enhance your experience, as seasonal changes in this region influence the availability and ambiance of your vacation rentals in Rosedale, Toronto, Ontario, Canada.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm weather ideal for exploring and enjoying outdoor activities in Toronto, Ontario.

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

This is a popular time to visit when the weather remains pleasant and the region's vibrant fall colors enhance the scenic beauty.

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)

Visit during the cold months when snowfall adds a magical touch, though outdoor activities may be limited due to lower temperatures.

Average Temperature Daytime: -2°C to 2°C - Nighttime: -5°C to -1°C
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Early Spring (March to April)

Before the full bloom, this shoulder season offers fewer crowds and a chance to experience the quiet transition into warmer weather.

Average Temperature Daytime: 5°C to 10°C - Nighttime: -1°C to 3°C

Weekly Weather Forecast for Rosedale

How to Book Your Rosedale 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 Rosedale

More Top-Rated Vacation Rentals in Rosedale 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 scenic surroundings.
  • Take advantage of landscaped gardens or private yards that offer a peaceful retreat outdoors.
  • Make use of shared or private patios to socialize or unwind in the fresh air.
  • Benefit from access to nearby parks or green spaces ideal for walking, jogging, or picnics.
  • Utilize outdoor barbecue grills for delicious grilling experiences during your stay.
  • Experience the convenience of outdoor seating areas that enhance your relaxation in the region’s pleasant climate.
  • Explore nearby outdoor recreational facilities, such as tennis courts or cycling paths, available for active pursuits.

Top Attractions Around Rosedale

What attractions are nearby?

Here, you can enjoy a variety of outdoor activities and scenic walks nearby, making it easy to explore the natural beauty and vibrant neighborhoods of this destination during your stay.

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Family Activities

  • Rosedale Ravine Trails: Explore scenic walking and biking paths through the lush greenery of the ravine, ideal for family outdoor adventures in the area.
  • Sir Henry Mill Pellatt Museum: Discover the history of this iconic Toronto estate, offering engaging tours that captivate visitors of all ages within this historic neighborhood.
  • Sunnybrook Park: Enjoy a variety of recreational activities, including picnic spots, playgrounds, and sports fields, perfect for families seeking leisure time nearby.
  • Toronto Botanical Garden: Experience beautifully curated gardens and family-friendly educational programs, providing a peaceful retreat close to here.
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Adult Activities

  • Exploring the Rosedale Ravine: Take a peaceful walk or enjoy a picnic amidst the lush greenery of this picturesque natural area in the region.
  • Visiting the Rosedale Park Tennis Club: Engage in a friendly match or learn the game at this exclusive tennis facility nestled within the neighborhood.
  • Golfing at Toronto’s Private Clubs: Tee off at nearby prestigious golf courses that offer a challenging and scenic experience for golf enthusiasts staying here.
  • Dining in Boutique Restaurants: Savor local cuisine at charming eateries that capture the essence of this vibrant part of town.

Other Places to Stay in Rosedale, ON

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Rosedale Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's renowned eateries to enjoy authentic cuisine and experience the local flavor during your stay.
  • Plan Scenic Walks and Tours: Discover charming streets and scenic parks nearby to immerse yourself in the natural beauty and unique atmosphere of this destination.
  • Utilize Nearby Public Transit: Make travel within the region seamless by familiarizing yourself with transit options that connect you easily to key attractions and amenities.
  • Book Well in Advance: Secure your vacation rentals early to ensure the best selection and availability, especially during peak seasons in this popular area.

Transportation Options

  • Toronto Transit Commission (TTC) Subway: The subway system offers quick and reliable access to all parts of the city, making it easy for you to explore without worry.
  • Public Bus Services: Extensive bus routes serve the area and connect you conveniently to nearby neighborhoods and transit hubs.
  • Bike Rentals and Cycling Paths: With dedicated cycling lanes and bike-sharing programs, biking provides an eco-friendly and flexible way to navigate around here.
  • Taxis and Rideshare Services: Taxis, Uber, and Lyft are readily available, offering a comfortable and direct transportation option to your destination in the region.

Local Customs Options

  • Respect for Historic Preservation: You’ll find that local residents highly value maintaining the historic charm and architectural heritage of this neighborhood, encouraging visitors to appreciate and respect these traditions.
  • Quiet Hours and Community Consideration: The area emphasizes a peaceful atmosphere, so you should observe quiet hours and be mindful of neighbors when enjoying your stay in the region.
  • Embrace Local Green Practices: Sustainability is important here, and you are encouraged to participate in eco-friendly practices such as recycling and conserving energy during your visit.
  • Celebration of Cultural Heritage: You might notice that community events often highlight the multicultural history of this destination, and engaging with these customs offers a richer experience of the local way of life.

Frequently Asked Questions About Rosedale?

1. What are the top vacation rentals in Rosedale?

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

2. How many vacation rentals have private pools in Rosedale?

There are 89 vacation rentals with private pools near Rosedale. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Rosedale are best for families?

If you are looking for a family-friendly vacation home in Rosedale, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rosedale:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2986 in the Rosedale 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 Rosedale. 

5. What is the cancellation policy for vacation rentals in Rosedale, Toronto?

Cancellation policies can vary between properties. It's important to review the specific listing details or contact the owner directly to understand the terms related to cancellations and refunds for your stay in this area.

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

Additional fees such as cleaning, service charges, or taxes may apply depending on the property. These details are typically listed during the booking process, so be sure to read the full description or reach out to the owner for clarification.

7. How do I confirm my reservation for a vacation rental in this neighborhood?

Reservations are confirmed through the booking platform once you complete the necessary steps. For added assurance, you can contact the property owner directly to confirm availability and any special requests before finalizing your booking.

8. Is there a minimum stay requirement for vacation rentals in this part of Toronto?

Minimum stay requirements depend on each property’s policy and the season. Check the specific listing details or contact the owner to ensure your intended length of stay aligns with their requirements.

9. What amenities are typically included in vacation rentals around this destination?

Most listings offer essential amenities such as Wi-Fi, kitchen facilities, and laundry options. However, it's advisable to review each property's detailed description or speak with the owner to confirm the available amenities for your stay.

Rosedale Top Rated Vacation Rentals

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